Evidence for lipoxin formation by bovine polymorphonuclear leukocytes via triple dioxygenation of arachidonic acid

FEBS Letters

Walstra, Pauline¹  Veldink, Gerrit A.¹  Vliegenthart, Johannes F.G.¹  Verhagen, Jan¹  Klerks, Johannes P.M.¹  Vermeer, Mario A.¹ 

[1] Department of Bio-Organic Chemistry, State University of Utrecht, Padualaan 8, NL-3584 CH Utrecht, The Netherlands

关键词: Lipoxin;    Triple dioxygenation;    Arachidonic acid;    (Bovine polymorphonuclear leukocyte);    5-HPETE;    5(S)-hydroperoxy-6-trans-8;    11;    14-cis-eicosatetraenoic acid;    5-HETE;    racemic 5-hydroxy-6-trans-8;    11;    14-cis-eicosatetraenoic acid;    5;    15-diHETE;    5(S);    15(S)-dihydroxy-6;    13-trans-8;    11-cis-eicosatetraenoic acid;    5HP;    15-HETE;    5(S)-hydroperoxy;    15(S)-hydroxy-6;    13-trans-8;    11-cis-eicosatetraenoic acid;    8HP;    15-HETE;    8(S)-hydroperoxy;    15(S)-hydroxy-5;    11-cis-9;    13-trans-eicosatetraenoic acid;    15-hydroxy-LTA4;    5(S)-5;    6-oxido-15(S)-hydroxy-7;    9;    13-trans-11-cis-eicosatetraenoic acid;    LXA;    5;    6;    15-trihydroxy-7;    9;    11;    13-eicosatetraenoic acid;    LXB;    5;    14;    15-trihydroxy-6;    8;    10;    12-eicosatetraenoic acid;    PMN;    polymorphonuclear leucocyte;   

DOI  :  10.1016/0014-5793(88)80609-4

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

Incubation of bovine polymorphonuclear leukocytes (PMNs) with arachidonic acid leads to the formation of four lipoxins. The same lipoxins are also formed upon incubation of bovine PMNs with 5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid, 5-hydroxy-6-trans-8,11,14-cis-eicosatetraenoic acid, 5(S)-hydroperoxy, 15(S)-hydroxy-6,13-trans-8, 11-cis-eicosatetraenoic acid or 5(S), 15(S)-dihydroxy-6,13-trans-8,11-cis-eicosatetraenoic acid. A 5,6-epoxide as intermediate in lipoxin formation in the bovine PMN is highly improbable because the 5-hydroxy compounds are as good substrates as the 5-hydroperoxy compounds. Moreover, the two main lipoxins were found to coelute with the two lipoxins produced via a triple dioxygenation of arachidonic acid by soybean lipoxygenase-1. Hence the bovine PMN is the first cell for which evidence is presented that the formation of lipoxins proceeds mainly via triple dioxygenation and not via 15-hydroxy-leukotriene A₄ as is proposed for human and porcine PMNS.

【 授权许可】

Unknown