Department of Pharmacology

Faculty

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Alan R. Brash, Ph.D.

Professor of Pharmacology
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alan.brash@Vanderbilt.Edu
615-343-4495
510A Robinson Research Building

Education

Ph.D., University of Edinburgh, Scotland
B.A., Cambridge University, England

Research Keywords

eicosanoids, lipoxygenase, arachidonic acid metabolism, prostaglandin biosynthesis, cyclooxygenases, allene oxide biosynthesis

Research Description

We are interested in the mechanism of biosynthesis of oxygenated metabolites of arachidonic acid, and their role in pathophysiological processes. Dr Brash is also a member of the Chemistry-Biology Interface program. Three areas of current interest are the following:

(i) "R" and "S" Lipoxygenases Lipoxygenases catalyze the reaction of unsaturated fatty acids with molecular oxygen and thus form fatty acid hydroperoxides. The well known lipoxygenases purified, cloned, and sequenced from mammals and plants insert the O2 on a particular position along the fatty acid carbon chain and usually with ?S? stereochemistry. There exist, however, lipoxygenases that form the mirror image ?R? hydroperoxides. We are characterizing these enzymes to provide new perspectives on the enzyme-substrate interactions that are the basis of the specificity of all lipoxygenases.

(ii) Characterization of novel lipoxygenase pathways and the mechanism of biosynthesis of the products - The metabolism of arachidonic acid often leads to the formation of an unstable intermediate that can serve as the precursor of an array of products. One of the more recently discovered intermediates of lipoxygenase pathways is the class of epoxide known as the allene oxide. For the last few years we have been investigating the occurrence of allene oxides in animal systems, the nature of the enzyme that catalyzes the biosynthesis (a catalase-related protein recently cloned as one domain of a fusion protein with an 8R-lipoxygenase), the mechanism of this enzymatic reaction, and the structures of products that can be formed by enzymic or non-enzymic rearrangements of the allene epoxides.

(iii) Role of epithelial lipoxygenases Recently we identified two previously unrecognized human lipoxygenases. One of these enzymes, a second type of 15S lipoxygenase, appears to be expressed in epithelial tissues including skin, prostate, breast, lung, and cornea. The other is a 12R-lipoxygenase. We showed that this type of enzyme accounts for the accumulation of 12R-hydroxy-arachidonic acid (12R-HETE) in psoriasis. We are exploring the role of these enzymes in tissue inflammation, hyperplasia, and cancer.

Publications

Jin, J, Boeglin, WE, Cha, JK, Brash, AR. 8R-Lipoxygenase-catalyzed synthesis of a prominent cis-epoxyalcohol from dihomo-I?-linolenic acid: a distinctive transformation compared with S-lipoxygenases. J Lipid Res, 53(2), 292-9, 2012

Brash, AR, Schneider, C, Hamberg, M. Applications of stereospecifically-labeled Fatty acids in oxygenase and desaturase biochemistry. Lipids, 47(2), 101-16, 2012

Bandara, DM, Sono, M, Bruce, GS, Brash, AR, Dawson, JH. Coordination modes of tyrosinate-ligated catalase-type heme enzymes: magnetic circular dichroism studies of Plexaura homomalla allene oxide synthase, Mycobacterium avium ssp. paratuberculosis protein-2744c, and bovine liver catalase in their ferric and ferrous states. J Inorg Biochem, 105(12), 1786-94, 2011

Zheng, Y, Yin, H, Boeglin, WE, Elias, PM, Crumrine, D, Beier, DR, Brash, AR. Lipoxygenases mediate the effect of essential fatty acid in skin barrier formation: a proposed role in releasing omega-hydroxyceramide for construction of the corneocyte lipid envelope. J Biol Chem, 286(27), 24046-56, 2011

Gilbert, NC, Bartlett, SG, Waight, MT, Neau, DB, Boeglin, WE, Brash, AR, Newcomer, ME. The structure of human 5-lipoxygenase. Science, 331(6014), 217-9, 2011

Liu, W, Porter, NA, Schneider, C, Brash, AR, Yin, H. Formation of 4-hydroxynonenal from cardiolipin oxidation: Intramolecular peroxyl radical addition and decomposition. Free Radic Biol Med, 50(1), 166-78, 2011

Gao, B, Boeglin, WE, Brash, AR. Omega-3 fatty acids are oxygenated at the n-7 carbon by the lipoxygenase domain of a fusion protein in the cyanobacterium Acaryochloris marina. Biochim Biophys Acta, 1801(1), 58-63, 2010

Zheng, Y, Brash, AR. Formation of a cyclopropyl epoxide via a leukotriene A synthase-related pathway in an anaerobic reaction of soybean lipoxygenase-1 with 15S-hydroperoxyeicosatetraenoic acid: evidence that oxygen access is a determinant of secondary reactions with fatty acid hydroperoxides. J Biol Chem, 285(18), 13427-36, 2010

Zheng, Y, Brash, AR. On the role of molecular oxygen in lipoxygenase activation: comparison and contrast of epidermal lipoxygenase-3 with soybean lipoxygenase-1. J Biol Chem, 285(51), 39876-87, 2010

Zheng, Y, Brash, AR. Dioxygenase activity of epidermal lipoxygenase-3 unveiled: typical and atypical features of its catalytic activity with natural and synthetic polyunsaturated fatty acids. J Biol Chem, 285(51), 39866-75, 2010

Neau, DB, Gilbert, NC, Bartlett, SG, Boeglin, W, Brash, AR, Newcomer, ME. The 1.85 A structure of an 8R-lipoxygenase suggests a general model for lipoxygenase product specificity. Biochemistry, 48(33), 7906-15, 2009

Gao, B, Boeglin, WE, Zheng, Y, Schneider, C, Brash, AR. Evidence for an Ionic Intermediate in the Transformation of Fatty Acid Hydroperoxide by a Catalase-related Allene Oxide Synthase from the Cyanobacterium Acaryochloris marina. J Biol Chem, 284, 22087-98, 2009

Brash, AR. Mechanistic aspects of CYP74 allene oxide synthases and related cytochrome P450 enzymes. Phytochemistry, 70, 1522-1531, 2009

Niisuke, K, Boeglin, WE, Murray, JJ, Schneider, C, Brash, AR. Biosynthesis of a linoleic acid allylic epoxide: mechanistic comparison with its chemical synthesis and leukotriene A biosynthesis. J Lipid Res, 50(7), 1448-55, 2009

Pakhomova, S, Gao, B, Boeglin, WE, Brash, AR, Newcomer, ME. The structure and peroxidase activity of a 33-kDa catalase-related protein from Mycobacterium avium ssp. paratuberculosis. Protein Sci, 18(12), 2559-68, 2009

Gilbert NC, Niebuhr M, Tsuruta H, Bordelon T, Ridderbusch O, Dassey A, Brash AR, Bartlett SG, Newcomer ME. A covalent linker allows for membrane targeting of an oxylipin biosynthetic complex. Biochemistry, 47(40), 10665-76, 2008

Boeglin, WE, Itoh, A, Zheng, Y, Coffa, G, Howe, GA, Brash, AR. Investigation of substrate binding and product stereochemistry issues in two linoleate 9-lipoxygenases. Lipids, 43(11), 979-87, 2008

Zheng, Y, Boeglin, WE, Schneider, C, Brash, AR. A 49-kDa mini-lipoxygenase from Anabaena sp. PCC 7120 retains catalytically complete functionality. J Biol Chem, 283(8), 5138-47, 2008

Schneider, C, Porter, NA, Brash, AR. Routes to 4-hydroxynonenal: fundamental issues in the mechanisms of lipid peroxidation. J Biol Chem, 283(23), 15539-43, 2008

Schneider, C, Boeglin, WE, Yin, H, Porter, NA, Brash, AR. Intermolecular peroxyl radical reactions during autoxidation of hydroxy and hydroperoxy arachidonic acids generate a novel series of epoxidized products. Chem Res Toxicol, 21(4), 895-903, 2008

Gao, B, Boeglin, WE, Brash, AR. Role of the conserved distal heme asparagine of coral allene oxide synthase (Asn137) and human catalase (Asn148): Mutations affect the rate but not the essential chemistry of the enzymatic transformations. Arch Biochem Biophys, 477, 285-290, 2008

Gilbert, NC, Niebuhr, M, Tsuruta, H, Bordelon, T, Ridderbusch, O, Dassey, A, Brash, AR, Bartlett, SG, Newcomer, ME. A covalent linker allows for membrane targeting of an oxylipin biosynthetic complex. Biochemistry, 47(40), 10665-76, 2008

Schneider, C, Pratt, DA, Porter, NA, Brash, AR. Control of oxygenation in lipoxygenase and cyclooxygenase catalysis. Chem Biol, 14(5), 473-88, 2007

Brash, AR, Yu, Z, Boeglin, WE, Schneider, C. The hepoxilin connection in the epidermis. FEBS J, 274(14), 3494-502, 2007

Schneider, C, Yu, Z, Boeglin, WE, Zheng, Y, Brash, AR. Enantiomeric separation of hydroxy and hydroperoxy eicosanoids by chiral column chromatography. Methods Enzymol, 433, 145-57, 2007

Moran, JL, Qiu, H, Turbe-Doan, A, Yun, Y, Boeglin, WE, Brash, AR, Beier, DR. A mouse mutation in the 12R-lipoxygenase, Alox12b, disrupts formation of the epidermal permeability barrier. J Invest Dermatol, 127(8), 1893-7, 2007

Valmsen, K, Boeglin, WE, J??rving, R, J??rving, I, Varvas, K, Brash, AR, Samel, N. A critical role of non-active site residues on cyclooxygenase helices 5 and 6 in the control of prostaglandin stereochemistry at carbon 15. J Biol Chem, 282(38), 28157-63, 2007

Schneider, C, Niisuke, K, Boeglin, WE, Voehler, M, Stec, DF, Porter, NA, Brash, AR. Enzymatic synthesis of a bicyclobutane fatty acid by a hemoprotein lipoxygenase fusion protein from the cyanobacterium Anabaena PCC 7120. Proc Natl Acad Sci U S A, 104(48), 18941-5, 2007

Yu, Z, Schneider, C, Boeglin, WE, Brash, AR. Epidermal Lipoxygenase Products of the Hepoxilin Pathway Selectively Activate the Nuclear Receptor PPARalpha. Lipids, 42(6), 491-7, 2007

Rector, CL, Stec, DF, Brash, AR, Porter, NA. Identification of the Peroxidation Products of 13-Hydroxy-gamma-linolenate and 15-Hydroxyarachidonate: Mechanistic Studies on the Formation of Leukotriene-like Diols. Chem Res Toxicol, 2007

Mortimer, M, J??rving, R, Brash, AR, Samel, N, J??rving, I. Identification and characterization of an arachidonate 11R-lipoxygenase. Arch Biochem Biophys, 445(1), 147-55, 2006

Tosha, T, Uchida, T, Brash, AR, Kitagawa, T. On the relationship of coral allene oxide synthase to catalase. A single active site mutation that induces catalase activity in coral allene oxide synthase. J Biol Chem, 281(18), 12610-7, 2006

Chen, B, Tsui, S, Boeglin, WE, Douglas, RS, Brash, AR, Smith, TJ. Interleukin-4 induces 15-lipoxygenase-1 expression in human orbital fibroblasts from patients with Graves disease. Evidence for anatomic site-selective actions of Th2 cytokines. J Biol Chem, 281(27), 18296-306, 2006

Melner, MH, Haas, AL, Klein, JM, Brash, AR, Boeglin, WE, Nagdas, SK, Winfrey, VP, Olson, GE. Demonstration of ubiquitin thiolester formation of UBE2Q2 (UBCi), a novel ubiquitin-conjugating enzyme with implantation site-specific expression. Biol Reprod, 75(3), 395-406, 2006

Furse, KE, Pratt, DA, Schneider, C, Brash, AR, Porter, NA, Lybrand, TP. Molecular Dynamics Simulations of Arachidonic Acid-Derived Pentadienyl Radical Intermediate Complexes with COX-1 and COX-2: Insights into Oxygenation Regio- and Stereoselectivity. Biochemistry, 45(10), 3206-18, 2006

Yu, Z, Schneider, C, Boeglin, WE, Brash, AR. Human and mouse eLOX3 have distinct substrate specificities: implications for their linkage with lipoxygenases in skin. Arch Biochem Biophys, 455(2), 188-96, 2006

Schneider, Claus, Boeglin, William E, Brash, Alan R. Human cyclo-oxygenase-1 and an alternative splice variant: contrasts in expression of mRNA, protein and catalytic activities. Biochem J, 385(Pt 1), 57-64, 2005

Yu, Zheyong, Schneider, Claus, Boeglin, William E, Brash, Alan R. Mutations associated with a congenital form of ichthyosis (NCIE) inactivate the epidermal lipoxygenases 12R-LOX and eLOX3. Biochim Biophys Acta, 1686(3), 238-47, 2005

Coffa, G, Schneider, C, Brash, AR. A comprehensive model of positional and stereo control in lipoxygenases. Biochem Biophys Res Commun, 338(1), 87-92, 2005

Chang, MS, Schneider, C, Roberts, RL, Shappell, SB, Haselton, FR, Boeglin, WE, Brash, AR. Detection and subcellular localization of two 15S-lipoxygenases in human cornea. Invest Ophthalmol Vis Sci, 46(3), 849-56, 2005

Coffa, G, Imber, AN, Maguire, BC, Laxmikanthan, G, Schneider, C, Gaffney, BJ, Brash, AR. On the relationships of substrate orientation, hydrogen abstraction, and product stereochemistry in single and double dioxygenations by soybean lipoxygenase-1 and its Ala542Gly mutant. J Biol Chem, 280(46), 38756-66, 2005

Schneider, C, Boeglin, WE, Yin, H, Ste, DF, Hachey, DL, Porter, NA, Brash, AR. Synthesis of dihydroperoxides of linoleic and linolenic acids and studies on their transformation to 4-hydroperoxynonenal. Lipids, 40(11), 1155-62, 2005

Oldham, ML, Brash, AR, Newcomer, ME. The structure of coral allene oxide synthase reveals a catalase adapted for metabolism of a fatty acid hydroperoxide. Proc Natl Acad Sci U S A, 102(2), 297-302, 2005

Oldham, ML, Brash, AR, Newcomer, ME. Insights from the X-ray crystal structure of coral 8R-lipoxygenase: calcium activation via a C2-like domain and a structural basis of product chirality. J Biol Chem, 280(47), 39545-52, 2005

Gutschow, CA, Collet, P, Prenzel, K, H??lscher, AH, Schneider, PM. Long-term results and gastroesophageal reflux in a series of laparoscopic adjustable gastric banding. J Gastrointest Surg, 9(7), 941-8, 2004

Schneider, Claus, Strayhorn, W David, Brantley, Dana M, Nanney, Lillian B, Yull, Fiona E, Brash, Alan R. Upregulation of 8-lipoxygenase in the dermatitis of IkappaB-alpha-deficient mice. J Invest Dermatol, 122(3), 691-8, 2004

Coffa, Gianguido, Brash, Alan R. A single active site residue directs oxygenation stereospecificity in lipoxygenases: stereocontrol is linked to the position of oxygenation. Proc Natl Acad Sci U S A, 101(44), 15579-84, 2004

J??rving, R, J??rving, I, Kurg, R, Brash, AR, Samel, N. On the evolutionary origin of cyclooxygenase (COX) isozymes: characterization of marine invertebrate COX genes points to independent duplication events in vertebrate and invertebrate lineages. J Biol Chem, 279(14), 13624-33, 2004

Schneider, Claus, Boeglin, William E, Brash, Alan R. Identification of two cyclooxygenase active site residues, Leucine 384 and Glycine 526, that control carbon ring cyclization in prostaglandin biosynthesis. J Biol Chem, 279(6), 4404-14, 2004

Melner, Michael H, Ducharme, Nicole A, Brash, Alan R, Winfrey, Virginia P, Olson, Gary E. Differential expression of genes in the endometrium at implantation: upregulation of a novel member of the E2 class of ubiquitin-conjugating enzymes. Biol Reprod, 70(2), 406-14, 2004

Schneider, Claus, Porter, Ned A, Brash, Alan R. Autoxidative transformation of chiral omega6 hydroxy linoleic and arachidonic acids to chiral 4-hydroxy-2E-nonenal. Chem Res Toxicol, 17(7), 937-41, 2004

West, James D, Ji, Chuan, Duncan, Stephen T, Amarnath, Venkataraman, Schneider, Claus, Rizzo, Carmelo J, Brash, Alan R, Marnett, Lawrence J. Induction of apoptosis in colorectal carcinoma cells treated with 4-hydroxy-2-nonenal and structurally related aldehydic products of lipid peroxidation. Chem Res Toxicol, 17(4), 453-62, 2004

Valmsen, K, Boeglin, WE, J??rving, I, Schneider, C, Varvas, K, Brash, AR, Samel, N. Structural and functional comparison of 15S- and 15R-specific cyclooxygenases from the coral Plexaura homomalla. Eur J Biochem, 271(17), 3533-8, 2004

Yu, Zheyong, Schneider, Claus, Boeglin, William E, Marnett, Lawrence J, Brash, Alan R. The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase. Proc Natl Acad Sci U S A, 100(16), 9162-7, 2003

Shappell, Scott B, Olson, Sandra J, Hannah, S Erin, Manning, Suzanne, Roberts, Richard L, Masumori, Naoya, Jisaka, Mitsuo, Boeglin, William E, Vader, Virginia, Dave, Dhiren S, Shook, M Frances, Thomas, Tania Z, Funk, Colin D, Brash, Alan R, Matusik, Robert J. Elevated expression of 12/15-lipoxygenase and cyclooxygenase-2 in a transgenic mouse model of prostate carcinoma. Cancer Res, 63(9), 2256-67, 2003

Schneider, Claus, Boeglin, William E, Brash, Alan R. Analysis of cyclooxygenase-substrate interactions using stereospecifically-labeled arachidonic acids. Adv Exp Med Biol, 507, 49-53, 2002

Schneider, Claus, Brash, Alan R. Lipoxygenase-catalyzed formation of R-configuration hydroperoxides. Prostaglandins Other Lipid Mediat, 68-69, 291-301, 2002

Tijet, Nathalie, Brash, Alan R. Allene oxide synthases and allene oxides. Prostaglandins Other Lipid Mediat, 68-69, 423-31, 2002

Kozak, Kevin R, Gupta, Rajnish A, Moody, John S, Ji, Chuan, Boeglin, William E, DuBois, Raymond N, Brash, Alan R, Marnett, Lawrence J. 15-Lipoxygenase metabolism of 2-arachidonylglycerol. Generation of a peroxisome proliferator-activated receptor alpha agonist. J Biol Chem, 277(26), 23278-86, 2002

Schneider, Claus, Manier, M Lisa, Hachey, David L, Brash, Alan R. Detection of the 15-acetate of prostaglandin E2 methyl ester as a prominent component of the prostaglandins in the gorgonian coral Plexaura homomalla. Lipids, 37(2), 217-21, 2002

Schneider, Claus, Boeglin, William E, Prusakiewicz, Jeffery J, Rowlinson, Scott W, Marnett, Lawrence J, Samel, Nigulas, Brash, Alan R. Control of prostaglandin stereochemistry at the 15-carbon by cyclooxygenases-1 and -2. A critical role for serine 530 and valine 349. J Biol Chem, 277(1), 478-85, 2002

Thuillier, P, Brash, AR, Kehrer, JP, Stimmel, JB, Leesnitzer, LM, Yang, P, Newman, RA, Fischer, SM. Inhibition of peroxisome proliferator-activated receptor (PPAR)-mediated keratinocyte differentiation by lipoxygenase inhibitors. Biochem J, 366(Pt 3), 901-10, 2002

Shappell, S B, Manning, S, Boeglin, W E, Guan, Y F, Roberts, R L, Davis, L, Olson, S J, Jack, G S, Coffey, C S, Wheeler, T M, Breyer, M D, Brash, A R. Alterations in lipoxygenase and cyclooxygenase-2 catalytic activity and mRNA expression in prostate carcinoma. Neoplasia, 3(4), 287-303, 2001

Shappell, S B, Keeney, D S, Zhang, J, Page, R, Olson, S J, Brash, A R. 15-Lipoxygenase-2 expression in benign and neoplastic sebaceous glands and other cutaneous adnexa. J Invest Dermatol, 117(1), 36-43, 2001

Koljak, R, J??rving, I, Kurg, R, Boeglin, WE, Varvas, K, Valmsen, K, Ustav, M, Brash, AR, Samel, N. The basis of prostaglandin synthesis in coral: molecular cloning and expression of a cyclooxygenase from the Arctic soft coral Gersemia fruticosa. J Biol Chem, 276(10), 7033-40, 2001

Abraham, BD, Sono, M, Boutaud, O, Shriner, A, Dawson, JH, Brash, AR, Gaffney, BJ. Characterization of the coral allene oxide synthase active site with UV-visible absorption, magnetic circular dichroism, and electron paramagnetic resonance spectroscopy: evidence for tyrosinate ligation to the ferric enzyme heme iron. Biochemistry, 40(7), 2251-9, 2001

Valmsen, K, J??rving, I, Boeglin, WE, Varvas, K, Koljak, R, Pehk, T, Brash, AR, Samel, N. The origin of 15R-prostaglandins in the Caribbean coral Plexaura homomalla: molecular cloning and expression of a novel cyclooxygenase. Proc Natl Acad Sci U S A, 98(14), 7700-5, 2001

Shappell, S B, Gupta, R A, Manning, S, Whitehead, R, Boeglin, W E, Schneider, C, Case, T, Price, J, Jack, G S, Wheeler, T M, Matusik, R J, Brash, A R, Dubois, R N. 15S-Hydroxyeicosatetraenoic acid activates peroxisome proliferator-activated receptor gamma and inhibits proliferation in PC3 prostate carcinoma cells. Cancer Res, 61(2), 497-503, 2001

Schneider, C, Tallman, K A, Porter, N A, Brash, A R. Two distinct pathways of formation of 4-hydroxynonenal. Mechanisms of nonenzymatic transformation of the 9- and 13-hydroperoxides of linoleic acid to 4-hydroxyalkenals. J Biol Chem, 276(24), 20831-8, 2001

Jisaka, M, Boeglin, W E, Kim, R B, Brash, A R. Site-directed mutagenesis studies on a putative fifth iron ligand of mouse 8S-lipoxygenase: retention of catalytic activity on mutation of serine-558 to asparagine, histidine, or alanine. Arch Biochem Biophys, 386(2), 136-42, 2001

Schneider, C, Keeney, D S, Boeglin, W E, Brash, A R. Detection and cellular localization of 12R-lipoxygenase in human tonsils. Arch Biochem Biophys, 386(2), 268-74, 2001

Brash, A R. Arachidonic acid as a bioactive molecule. J Clin Invest, 107(11), 1339-45, 2001

Tijet, N, Schneider, C, Muller, B L, Brash, A R. Biogenesis of volatile aldehydes from fatty acid hydroperoxides: molecular cloning of a hydroperoxide lyase (CYP74C) with specificity for both the 9- and 13-hydroperoxides of linoleic and linolenic acids. Arch Biochem Biophys, 386(2), 281-9, 2001

Schneider, C, Boeglin, W E, Brash, A R. Enantiomeric separation of hydroxy eicosanoids by chiral column chromatography: effect of the alcohol modifier. Anal Biochem, 287(1), 186-9, 2000

Schneider, C, Boeglin, W E, Lai, S, Cha, J K, Brash, A R. Synthesis and applications of stereospecifically (3)H-labeled arachidonic acids as mechanistic probes for lipoxygenase and cyclooxygenase catalysis. Anal Biochem, 284(1), 125-35, 2000

Tijet, N, W??spi, U, Gaskin, D J, Hunziker, P, Muller, B L, Vulfson, E N, Slusarenko, A, Brash, A R, Whitehead, I M. Purification, molecular cloning, and expression of the gene encoding fatty acid 13-hydroperoxide lyase from guava fruit (Psidium guajava). Lipids, 35(7), 709-20, 2000

Jack, G S, Brash, A R, Olson, S J, Manning, S, Coffey, C S, Smith, J A, Shappell, S B. Reduced 15-lipoxygenase-2 immunostaining in prostate adenocarcinoma: correlation with grade and expression in high-grade prostatic intraepithelial neoplasia. Hum Pathol, 31(9), 1146-54, 2000

Jisaka, M, Kim, R B, Boeglin, W E, Brash, A R. Identification of amino acid determinants of the positional specificity of mouse 8S-lipoxygenase and human 15S-lipoxygenase-2. J Biol Chem, 275(2), 1287-93, 2000

Brash, A R. Autoxidation of methyl linoleate: identification of the bis-allylic 11-hydroperoxide. Lipids, 35(9), 947-52, 2000

Schneider, C, Brash, A R. Stereospecificity of hydrogen abstraction in the conversion of arachidonic acid to 15R-HETE by aspirin-treated cyclooxygenase-2. Implications for the alignment of substrate in the active site. J Biol Chem, 275(7), 4743-6, 2000

Muga, SJ, Thuillier, P, Pavone, A, Rundhaug, JE, Boeglin, WE, Jisaka, M, Brash, AR, Fischer, SM. 8S-lipoxygenase products activate peroxisome proliferator-activated receptor alpha and induce differentiation in murine keratinocytes. Cell Growth Differ, 11(8), 447-54, 2000

Brash, A R, Jisaka, M, Boeglin, W E, Chang, M S, Keeney, D S, Nanney, L B, Kasper, S, Matusik, R J, Olson, S J, Shappell, S B. Investigation of a second 15S-lipoxygenase in humans and its expression in epithelial tissues. Adv Exp Med Biol, 469, 83-9, 1999

Shappell, S B, Boeglin, W E, Olson, S J, Kasper, S, Brash, A R. 15-lipoxygenase-2 (15-LOX-2) is expressed in benign prostatic epithelium and reduced in prostate adenocarcinoma. Am J Pathol, 155(1), 235-45, 1999

Brash, A R. Lipoxygenases: occurrence, functions, catalysis, and acquisition of substrate. J Biol Chem, 274(34), 23679-82, 1999

Boutaud, O, Brash, A R. Purification and catalytic activities of the two domains of the allene oxide synthase-lipoxygenase fusion protein of the coral Plexaura homomalla. J Biol Chem, 274(47), 33764-70, 1999

Varvas, K, J??rving, I, Koljak, R, Valmsen, K, Brash, AR, Samel, N. Evidence of a cyclooxygenase-related prostaglandin synthesis in coral. The allene oxide pathway is not involved in prostaglandin biosynthesis. J Biol Chem, 274(15), 9923-9, 1999

Brash, A R, Jisaka, M, Boeglin, W E, Chang, M S. Molecular cloning of a second human 15S-lipoxygenase and its murine homologue, an 8S-lipoxygenase. Their relationship to other mammalian lipoxygenases. Adv Exp Med Biol, 447, 29-36, 1999

Boeglin, W E, Kim, R B, Brash, A R. A 12R-lipoxygenase in human skin: mechanistic evidence, molecular cloning, and expression. Proc Natl Acad Sci U S A, 95(12), 6744-9, 1998

Brash, A R, Boeglin, W E, Chang, M S. Discovery of a second 15S-lipoxygenase in humans. Proc Natl Acad Sci U S A, 94(12), 6148-52, 1997

Hada, T, Swift, L L, Brash, A R. Discovery of 5R-lipoxygenase activity in oocytes of the surf clam, Spisula solidissima. Biochim Biophys Acta, 1346(2), 109-19, 1997

Jisaka, M, Kim, R B, Boeglin, W E, Nanney, L B, Brash, A R. Molecular cloning and functional expression of a phorbol ester-inducible 8S-lipoxygenase from mouse skin. J Biol Chem, 272(39), 24410-6, 1997

Yamamoto, S, Takahashi, Y, Hada, T, Hagiya, H, Suzuki, H, Reddy, GR, Ueda, N, Arakawa, T, Nakamura, M, Matsuda, S, Taketani, Y, Yoshimoto, T, Azekawa, T, Morita, Y, Ishimura, K, Arase, S, Glasgow, WC, Brash, AR, Anton, M, K??hn, H. Mammalian arachidonate 12-lipoxygenases. Adv Exp Med Biol, 400A, 127-31, 1997

Koljak, R, Boutaud, O, Shieh, B H, Samel, N, Brash, A R. Identification of a naturally occurring peroxidase-lipoxygenase fusion protein. Science, 277(5334), 1994-6, 1997

Legrand, AB, Wang, J, Sobo, G, Blair, IA, Brash, AR, Oates, JA. Incorporation of 12(S)-hydroxyeicosatetraenoic acid into the phosphatidylcholine signaling pathway. Biochim Biophys Acta, 1301(1-2), 150-60, 1996

Chang, M S, Boeglin, W E, Guengerich, F P, Brash, A R. Cytochrome P450-dependent transformations of 15R- and 15S-hydroperoxyeicosatetraenoic acids: stereoselective formation of epoxy alcohol products. Biochemistry, 35(2), 464-71, 1996

Brash, A R, Song, W. Detection, assay, and isolation of allene oxide synthase. Methods Enzymol, 272, 250-9, 1996

Brash, A R, Boeglin, W E, Chang, M S, Shieh, B H. Purification and molecular cloning of an 8R-lipoxygenase from the coral Plexaura homomalla reveal the related primary structures of R- and S-lipoxygenases. J Biol Chem, 271(34), 20949-57, 1996

Funk, C D, Keeney, D S, Oliw, E H, Boeglin, W E, Brash, A R. Functional expression and cellular localization of a mouse epidermal lipoxygenase. J Biol Chem, 271(38), 23338-44, 1996

Brash, A R, Boeglin, W E, Capdevila, J H, Yeola, S, Blair, I A. 7-HETE, 10-HETE, and 13-HETE are major products of NADPH-dependent arachidonic acid metabolism in rat liver microsomes: analysis of their stereochemistry, and the stereochemistry of their acid-catalyzed rearrangement. Arch Biochem Biophys, 321(2), 485-92, 1995

Brash, A R, Song, W C. Structure-function features of flaxseed allene oxide synthase. J Lipid Mediat Cell Signal, 12(2-3), 275-82, 1995

Brash, A R, Chang, M S, Funk, C D, Song, W. Novel transformations of HPETEs by cytochrome P450s. Ann N Y Acad Sci, 744, 25-30, 1994

Chen, X S, Brash, A R, Funk, C D. Purification and characterization of recombinant histidine-tagged human platelet 12-lipoxygenase expressed in a baculovirus/insect cell system. Eur J Biochem, 214(3), 845-52, 1993

Takahashi, Y, Glasgow, WC, Suzuki, H, Taketani, Y, Yamamoto, S, Anton, M, K??hn, H, Brash, AR. Investigation of the oxygenation of phospholipids by the porcine leukocyte and human platelet arachidonate 12-lipoxygenases. Eur J Biochem, 218(1), 165-71, 1993

Song, W C, Funk, C D, Brash, A R. Molecular cloning of an allene oxide synthase: a cytochrome P450 specialized for the metabolism of fatty acid hydroperoxides. Proc Natl Acad Sci U S A, 90(18), 8519-23, 1993

Song, W C, Baertschi, S W, Boeglin, W E, Harris, T M, Brash, A R. Formation of epoxyalcohols by a purified allene oxide synthase. Implications for the mechanism of allene oxide synthesis. J Biol Chem, 268(9), 6293-8, 1993

Brash, A R, Hughes, M A, Hawkins, D J, Boeglin, W E, Song, W C, Meijer, L. Allene oxide and aldehyde biosynthesis in starfish oocytes. J Biol Chem, 266(34), 22926-31, 1991

Hughes, M A, Brash, A R. Investigation of the mechanism of biosynthesis of 8-hydroxyeicosatetraenoic acid in mouse skin. Biochim Biophys Acta, 1081(3), 347-54, 1991

Song, W C, Brash, A R. Investigation of the allene oxide pathway in the coral Plexaura homomalla: formation of novel ketols and isomers of prostaglandin A2 from 15-hydroxyeicosatetraenoic acid. Arch Biochem Biophys, 290(2), 427-35, 1991

Song, W C, Brash, A R. Purification of an allene oxide synthase and identification of the enzyme as a cytochrome P-450. Science, 253(5021), 781-4, 1991

Brash, A R, Baertschi, S W, Harris, T M. Formation of prostaglandin A analogues via an allene oxide. J Biol Chem, 265(12), 6705-12, 1990

K??hn, H, Sprecher, H, Brash, A R. On singular or dual positional specificity of lipoxygenases. The number of chiral products varies with alignment of methylene groups at the active site of the enzyme. J Biol Chem, 265(27), 16300-5, 1990

Kuhn, H, Belkner, J, Wiesner, R, Brash, AR. Oxygenation of biological membranes by the pure reticulocyte lipoxygenase. J Biol Chem, 265(30), 18351-61, 1990

Brash, AR, Hawkins, DJ. High-performance liquid chromatography for chiral analysis of eicosanoids. Methods Enzymol, 187, 187-95, 1990

K??hn, H, Brash, A R. Occurrence of lipoxygenase products in membranes of rabbit reticulocytes. Evidence for a role of the reticulocyte lipoxygenase in the maturation of red cells. J Biol Chem, 265(3), 1454-8, 1990

Hawkins, D J, Brash, A R. Mechanism of biosynthesis of 11R-and 12R-hydroxyeicosatetraenoic acids by eggs of the sea urchin Strongylocentrotus purpuratus. FEBS Lett, 247(1), 9-12, 1989

Brash, A R, Yokoyama, C, Oates, J A, Yamamoto, S. Mechanistic studies of the dioxygenase and leukotriene synthase activities of the porcine leukocyte 12S-lipoxygenase. Arch Biochem Biophys, 273(2), 414-22, 1989

Brash, A R, Baertschi, S W, Ingram, C D, Harris, T M. Allene oxides as intermediates in biosynthesis of ketols and cyclopentenones. Adv Prostaglandin Thromboxane Leukot Res, 19, 70-3, 1989

Hawkins, D J, Brash, A R. Lipoxygenase metabolism of polyunsaturated fatty acids in oocytes of the frog Xenopus laevis. Arch Biochem Biophys, 268(2), 447-55, 1989

K??hn, H, Schewe, T, Rapoport, SM, Brash, AR. Enzymatic lipid peroxidation: a step in the breakdown of mitochondria during the maturation of red blood cells. Basic Life Sci, 49, 945-9, 1988

Baertschi, S W, Ingram, C D, Harris, T M, Brash, A R. Absolute configuration of cis-12-oxophytodienoic acid of flaxseed: implications for the mechanism of biosynthesis from the 13(S)-hydroperoxide of linolenic acid. Biochemistry, 27(1), 18-24, 1988

Ingram, C D, Brash, A R. Characterization of HETEs and related conjugated dienes by UV spectroscopy. Lipids, 23(4), 340-4, 1988

K??hn, H, Brash, AR, Wiesner, R, Alder, L. Lipoxygenase catalyzed oxygenation of hydroxy fatty acids to lipoxins. Adv Exp Med Biol, 229, 39-49, 1988

Murray, J J, Brash, A R. Rabbit reticulocyte lipoxygenase catalyzes specific 12(S) and 15(S) oxygenation of arachidonoyl-phosphatidylcholine. Arch Biochem Biophys, 265(2), 514-23, 1988

Brash, A R, Baertschi, S W, Ingram, C D, Harris, T M. Isolation and characterization of natural allene oxides: unstable intermediates in the metabolism of lipid hydroperoxides. Proc Natl Acad Sci U S A, 85(10), 3382-6, 1988

Yamamoto, S, Ueda, N, Yokoyama, C, Fitzsimmons, BJ, Rokach, J, Oates, JA, Brash, AR. Lipoxin syntheses by arachidonate 12- and 5-lipoxygenases purified from porcine leukocytes. Adv Exp Med Biol, 229, 15-26, 1988

Hawkins, D J, K??hn, H, Petty, E H, Brash, A R. Resolution of enantiomers of hydroxyeicosatetraenoate derivatives by chiral phase high-pressure liquid chromatography. Anal Biochem, 173(2), 456-62, 1988

Brash, A R, Baertschi, S W, Ingram, C D, Harris, T M. On non-cyclooxygenase prostaglandin synthesis in the sea whip coral, Plexaura homomalla: an 8(R)-lipoxygenase pathway leads to formation of an alpha-ketol and a Racemic prostanoid. J Biol Chem, 262(33), 15829-39, 1987

Kuhn, H, Wiesner, R, Alder, L, Fitzsimmons, B J, Rokach, J, Brash, A R. Formation of lipoxin B by the pure reticulocyte lipoxygenase via sequential oxygenation of the substrate. Eur J Biochem, 169(3), 593-601, 1987

Yamamoto, S, Ueda, N, Yokoyama, C, Kaneko, S, Shinjo, F, Yoshimoto, T, Oates, JA, Brash, AR, Fitzsimmons, BJ, Rokach, J. Dioxygenase and leukotriene A synthase activities of arachidonate 5- and 12-lipoxygenases purified from porcine leukocytes. Adv Prostaglandin Thromboxane Leukot Res, 17A, 55-9, 1987

Hawkins, DJ, Brash, AR. Eggs of the sea urchin, Strongylocentrotus purpuratus, contain a prominent (11R) and (12R) lipoxygenase activity. J Biol Chem, 262(16), 7629-34, 1987

Ueda, N, Yokoyama, C, Yamamoto, S, Fitzsimmons, BJ, Rokach, J, Oates, JA, Brash, AR. Lipoxin synthesis by arachidonate 12-lipoxygenase purified from porcine leukocytes. Biochem Biophys Res Commun, 149(3), 1063-9, 1987

Brash, A R, Ingram, C D, Harris, T M. Analysis of a specific oxygenation reaction of soybean lipoxygenase-1 with fatty acids esterified in phospholipids. Biochemistry, 26(17), 5465-71, 1987

Glasgow, W C, Brash, A R. Specific short-chain aldehydes are cleavage products of the transformation of arachidonic acid to hydroperoxyeicosatetraenoic acids and leukotrienes. Adv Prostaglandin Thromboxane Leukot Res, 17A, 105-8, 1987

Brash, A R, Oates, J A, Yokoyama, C, Yamamoto, S. Mechanism of transformation of 15(S)-hydroperoxyeicosatetraenoic acid to 15-series leukotrienes by purified porcine leukocyte 12-lipoxygenase. Adv Prostaglandin Thromboxane Leukot Res, 17A, 75-7, 1987

Glasgow, WC, Harris, TM, Brash, AR. A short-chain aldehyde is a major lipoxygenase product in arachidonic acid-stimulated porcine leukocytes. J Biol Chem, 261(1), 200-4, 1986

Brash, AR, Ingram, CD, Maas, RL. A secondary isotope effect in the lipoxygenase reaction. Biochim Biophys Acta, 875(2), 256-61, 1986

Gerzer, R, Brash, AR, Hardman, JG. Activation of soluble guanylate cyclase by arachidonic acid and 15-lipoxygenase products. Biochim Biophys Acta, 886(3), 383-9, 1986

Yokoyama, C, Shinjo, F, Yoshimoto, T, Yamamoto, S, Oates, JA, Brash, AR. Arachidonate 12-lipoxygenase purified from porcine leukocytes by immunoaffinity chromatography and its reactivity with hydroperoxyeicosatetraenoic acids. J Biol Chem, 261(35), 16714-21, 1986

Brash, AR, Ingram, CD. Lipoxygenase metabolism of endogenous and exogenous arachidonate in leukocytes: GC-MS analyses of incubations in H2(18)O buffers. Prostaglandins Leukot Med, 23(2-3), 149-54, 1986

Watson, ML, Workman, RJ, Herzer, W, Branch, RA, Oates, JA, Brash, AR. Systemic synthesis of prostaglandin I2 following sustained infusion of angiotensin II in conscious dogs. Eur J Pharmacol, 127(1-2), 9-16, 1986

Murray, JJ, Tonnel, AB, Brash, AR, Roberts, LJ, Gosset, P, Workman, R, Capron, A, Oates, JA. Release of prostaglandin D2 into human airways during acute antigen challenge. N Engl J Med, 315(13), 800-4, 1986

Ueda, N, Yamamoto, S, Oates, JA, Brash, AR. Stereoselective hydrogen abstraction in leukotriene A4 synthesis by purified 5-lipoxygenase of porcine leukocytes. Prostaglandins, 32(1), 43-8, 1986

Meijer, L, Brash, AR, Bryant, RW, Ng, K, Maclouf, J, Sprecher, H. Stereospecific induction of starfish oocyte maturation by (8R)-hydroxyeicosatetraenoic acid. J Biol Chem, 261(36), 17040-7, 1986

Lawson, JA, Brash, AR, Doran, J, FitzGerald, GA. Measurement of urinary 2,3-dinor-thromboxane B2 and thromboxane B2 using bonded-phase phenylboronic acid columns and capillary gas chromatography--negative-ion chemical ionization mass spectrometry. Anal Biochem, 150(2), 463-70, 1985

Beckman, JK, Gay, JC, Brash, AR, Lukens, JN, Oates, JA. Investigations of the biological activity of leukotriene A4 in human polymorphonuclear leukocytes. Biochem Biophys Res Commun, 133(1), 23-9, 1985

Brash, AR. Specific lipoxygenase attack on arachidonate and linoleate esterified in phosphatidylcholine: precedent for an alternative mechanism in activation of icosanoid biosynthesis. Adv Prostaglandin Thromboxane Leukot Res, 15, 197-9, 1985

Blair, IA, Brash, AR, Daugherty, J, FitzGerald, GA. Quantitative analysis of leukotriene B4 in human serum. Adv Prostaglandin Thromboxane Leukot Res, 15, 61-5, 1985

FitzGerald, GA, Lawson, J, Blair, IA, Brash, AR. Analysis of urinary metabolites of thromboxane and prostacyclin by negative-ion chemical-ionization gas chromatography/mass spectrometry. Adv Prostaglandin Thromboxane Leukot Res, 15, 87-90, 1985

Beckman, JK, Gay, JC, Brash, AR, Lukens, JN, Oates, JA. Differential effects of lipoxygenase products on FMLP and LTB4 evoked neutrophil aggregation. Lipids, 20(6), 357-60, 1985

Beckman, JK, Gay, JC, Brash, AR, Lukens, JN, Oates, JA. Stimulation by lipoxygenase products of superoxide anion production in FMLP-treated neutrophils. Lipids, 20(5), 318-21, 1985

Maas, RL, Ingram, CD, Porter, AT, Oates, JA, Taber, DF, Brash, AR. Investigation of the chemical conversion of hydroperoxyeicosatetraenoate to leukotriene epoxide using stereospecifically labeled arachidonic acid. Comparison with the enzymatic reaction. J Biol Chem, 260(7), 4217-28, 1985

Brash, AR, Porter, AT, Maas, RL. Investigation of the selectivity of hydrogen abstraction in the nonenzymatic formation of hydroxyeicosatetraenoic acids and leukotrienes by autoxidation. J Biol Chem, 260(7), 4210-6, 1985

Brash, AR, Murray, JJ, Oates, JA. The 5-lipoxygenase and 15-lipoxygenase of neutrophils and eosinophils. Prog Clin Biol Res, 199, 143-52, 1985

Murray, JJ, Tonnel, AB, Brash, AR, Roberts, LJ, Gosset, P, Workman, R, Capron, A, Oates, JA. Prostaglandin D2 is released during acute allergic bronchospasm in man. Trans Assoc Am Physicians, 98, 275-80, 1985

Brash, AR. A review of possible roles of the platelet 12-lipoxygenase. Circulation, 72(4), 702-7, 1985

Hoffman, LH, Davenport, GR, Brash, AR. Endometrial prostaglandins and phospholipase activity related to implantation in rabbits: effects of dexamethasone. Biol Reprod, 30(3), 544-55, 1984

Schneider, HA, Yonker, RA, Longley, S, Katz, P, Mathias, J, Panush, RS. Scleroderma esophagus: a nonspecific entity. Ann Intern Med, 100(6), 848-50, 1984

Gay, JC, Beckman, JK, Brash, AR, Oates, JA, Lukens, JN. Enhancement of chemotactic factor-stimulated neutrophil oxidative metabolism by leukotriene B4. Blood, 64(4), 780-5, 1984

Brash, AR, Maas, RL, Oates, JA. On the mechanism of biosynthesis of 5- and 15-series leukotrienes. J Allergy Clin Immunol, 74(3 Pt 2), 316-23, 1984

FitzGerald, GA, Smith, B, Pedersen, AK, Brash, AR. Increased prostacyclin biosynthesis in patients with severe atherosclerosis and platelet activation. N Engl J Med, 310(17), 1065-8, 1984

Watson, ML, Goodman, RP, Gill, JR, Branch, RA, Brash, AR, Fitzgerald, GA. Endogenous prostacyclin synthesis is decreased during activation of the renin-angiotensin system in man. J Clin Endocrinol Metab, 58(2), 304-8, 1984

Turk, J, Rand, TH, Maas, RL, Lawson, JA, Brash, AR, Roberts, LJ, Colley, DG, Oates, JA. Identification of lipoxygenase products from arachidonic acid metabolism in stimulated murine eosinophils. Biochim Biophys Acta, 750(1), 78-90, 1983

FitzGerald, GA, Oates, JA, Hawiger, J, Maas, RL, Roberts, LJ, Lawson, JA, Brash, AR. Endogenous biosynthesis of prostacyclin and thromboxane and platelet function during chronic administration of aspirin in man. J Clin Invest, 71(3), 676-88, 1983

FitzGerald, GA, Maas, RL, Lawson, JA, Oates, JA, Roberts, LJ, Brash, AR. Aspirin inhibits endogenous prostacyclin and thromboxane biosynthesis in man. Adv Prostaglandin Thromboxane Leukot Res, 11, 265-6, 1983

Maas, RL, Lawson, JA, Brash, AR, Oates, JA. Derivatization and analysis of leukotrienes by desorption-chemical ionization mass spectrometry at subnanomole level. Adv Prostaglandin Thromboxane Leukot Res, 11, 229-34, 1983

Maas, RL, Brash, AR. Evidence for a lipoxygenase mechanism in the biosynthesis of epoxide and dihydroxy leukotrienes from 15(S)-hydroperoxyicosatetraenoic acid by human platelets and porcine leukocytes. Proc Natl Acad Sci U S A, 80(10), 2884-8, 1983

Brash, AR, Jackson, EK, Saggese, CA, Lawson, JA, Oates, JA, FitzGerald, GA. Metabolic disposition of prostacyclin in humans. J Pharmacol Exp Ther, 226(1), 78-87, 1983

Watson, ML, Gill, JR, Branch, RA, Oates, JA, Brash, AR. Systemic prostaglandin I2 synthesis is normal in patients with Bartter''s syndrome. Lancet, 2(8346), 368-70, 1983

FitzGerald, GA, Brash, AR, Oates, JA, Pedersen, AK. Endogenous prostacyclin biosynthesis and platelet function during selective inhibition of thromboxane synthase in man. J Clin Invest, 72(4), 1336-43, 1983

Brash, AR, Jackson, EK, Lawson, JA, Branch, RA, Oates, JA, FitzGerald, GA. Quantitative aspects of prostacyclin metabolism in humans. Adv Prostaglandin Thromboxane Leukot Res, 11, 119-22, 1983

Turk, J, Maas, RL, Roberts, LJ, Brash, AR, Oates, JA. Conjugated triene metabolites of arachidonic acid derived from dioxygenation at carbon-15: origin from eosinophil and mechanisms of biosynthesis. Adv Prostaglandin Thromboxane Leukot Res, 11, 123-32, 1983

Jackson, EK, Gerkens, JF, Brash, AR, Branch, RA. Acute renal artery constriction increases renal prostaglandin I2 biosynthesis and renin release in the conscious dog. J Pharmacol Exp Ther, 222(2), 410-3, 1982

Turk, J, Maas, RL, Brash, AR, Roberts, LJ, Oates, JA. Arachidonic acid 15-lipoxygenase products from human eosinophils. J Biol Chem, 257(12), 7068-76, 1982

Maas, RL, Turk, J, Oates, JA, Brash, AR. Formation of a novel dihydroxy acid from arachidonic acid by lipoxygenase-catalyzed double oxygenation in rat mononuclear cells and human leukocytes. J Biol Chem, 257(12), 7056-67, 1982

Maas, RL, Ingram, CD, Taber, DF, Oates, JA, Brash, AR. Stereospecific removal of the DR hydrogen atom at the 10-carbon of arachidonic acid in the biosynthesis of leukotriene A4 by human leukocytes. J Biol Chem, 257(22), 13515-9, 1982

Brash, AR. Quantitation of the major urinary metabolite of PGF2 alpha in the human by GC-MS. Methods Enzymol, 86, 579-85, 1982

Falardeau, P, Brash, AR. Quantitation of two dinor metabolites of prostacyclin by GC-MS. Methods Enzymol, 86, 585-92, 1982

Maas, RL, Brash, AR, Oates, JA. Novel leukotrienes and lipoxygenase products from arachidonic acid. Adv Prostaglandin Thromboxane Leukot Res, 9, 29-44, 1982

Roberts, LJ, Brash, AR, Oates, JA. Metabolic fate of thromboxane A2 and prostacyclin. Adv Prostaglandin Thromboxane Leukot Res, 10, 211-25, 1982

Goodman, RP, Killam, AP, Brash, AR, Branch, RA. Prostacyclin production during pregnancy: comparison of production during normal pregnancy and pregnancy complicated by hypertension. Am J Obstet Gynecol, 142(7), 817-22, 1982

Goodman, RP, Brash, AR. Measurement of 5,8,11, 14-icosatetraynoic acid in plasma by gas-liquid chromatography. J Lipid Res, 22(3), 541-3, 1981

Brash, AR, Hickey, DE, Graham, TP, Stahlman, MT, Oates, JA, Cotton, RB. Pharmacokinetics of indomethacin in the neonate. Relation of plasma indomethacin levels to response of the ductus arteriosus. N Engl J Med, 305(2), 67-72, 1981

Maas, RL, Brash, AR, Oates, JA. A second pathway of leukotriene biosynthesis in porcine leukocytes. Proc Natl Acad Sci U S A, 78(9), 5523-27, 1981

Falardeau, P, Oates, JA, Brash, AR. Quantitative analysis of two dinor urinary metabolites of prostaglandin I2. Anal Biochem, 115(2), 359-67, 1981

FitzGerald, GA, Brash, AR, Falardeau, P, Oates, JA. Estimated rate of prostacyclin secretion into the circulation of normal man. J Clin Invest, 68(5), 1272-6, 1981

Oliw, EH, Lawson, JA, Brash, AR, Oates, JA. Arachidonic acid metabolism in rabbit renal cortex. Formation of two novel dihydroxyeicosatrienoic acids. J Biol Chem, 256(19), 9924-31, 1981

Gould, SR, Brash, AR, Conolly, ME, Lennard-Jones, JE. Studies of prostaglandins and sulphasalazine in ulcerative colitis. Prostaglandins Med, 6(2), 165-82, 1981

Hubbard, WC, Hough, A, Brash, AR, Johnson, RM, Oates, JA. The VX-2 carcinoma: humoral effects and arachidonic acid metabolism. Adv Prostaglandin Thromboxane Res, 6, 525-7, 1980

Boeynaems, JM, Brash, AR, Oates, JA, Hubbard, WC. Preparation and assay of monohydroxy-eicosatetraenoic acids. Anal Biochem, 104(2), 259-67, 1980

Goetzl, EJ, Brash, AR, Tauber, AI, Oates, JA, Hubbard, WC. Modulation of human neutrophil function by monohydroxy-eicosatetraenoic acids. Immunology, 39(4), 491-501, 1980

Hubbard, WC, Hough, AJ, Brash, AR, Watson, JT, Oates, JA. Metabolism of linoleic and arachidonic acids in VX2 carcinoma tissue: identification of monohydroxy octadecadienoic acids and monohydroxy eicosatetraenoic acids. Prostaglandins, 20(3), 431-47, 1980

Brash, AR, Baillie, TA. The identification of 5beta,7alpha-dihydroxy-11-oxotetranor-prostane-1,16-dioic acid as a urinary metabolite of prostaglandin F2alpha in the rat. Biochim Biophys Acta, 572(2), 371-5, 1979

Brash, AR, Conolly, ME. The effect of indomethacin on the biosynthesis and metabolism of prostaglandin F2alpha in man. Prostaglandins, 15(6), 983-91, 1978

Brash, AR, Baillie, TA. A comparison of t-butyldimethylsilyl and trimethylsilyl ether derivatives for the characterization of urinary metabolites of prostaglandin F2alpha by gas chromatography mass spectrometry. Biomed Mass Spectrom, 5(5), 346-56, 1978

Gould, SR, Brash, AR, Conolly, ME. Increased prostaglandin production in ulcerative colitis. Lancet, 2(8028), 98, 1977

Brash, AR, Draffan, GH, Clare, RA, Baillie, TA. A new method for the determination of the major metabolite of prostaglandin F2alpha in human urine based on stable isotope dilution and gas chromatography-mass spectrometry. Biochem Soc Trans, 4(4), 706-8, 1976

Brash, AR, Baillie, TA, Clare, RA, Draffan, GH. Quantitative determination of the major metabolite of prostaglandins F1alpha and F2alpha in human urine by stable isotope dilution and combined gas chromatography--mass spectrometry. Biochem Med, 16(1), 77-94, 1976

Brash, AR, Jones, RL. Straight phase separation of prostaglandin methyl esters on lipophilic gels. Prostaglandins, 5(5), 441-54, 1974

Brash, AR, Jones, RL. Proceedings: Applications of liquid-gel partition chromatography in the prostaglandin field. Br J Pharmacol, 52(1), 145P, 1974

Brash, AR, Cuthbert, AW. The effects of saponins on the transporting epithelium of isolated frog skin. Br J Pharmacol, 40(3), 544P, 1970