CAS: 82337-46-0; 12(R)-Hete

该化合物是来自芳香酸的雌性沙质动物家族的生物活性脂,其特征是乙酰氨酸,该化合物在乙酰乙酸脊的第12碳位置,特别是R配置中的氢氧基,在各种生理过程,包括炎症,细胞信号和血管功能中起着重要作用.12(R)-HETE被认为是一种信号分子,影响细胞反应,例如扩散和迁移,特别是在免疫和内皮细胞中,其生产往往与脂氧酶的活动,催化多饱性脂肪酸氧化的酶的活动有关.此外,已经研究过12(R)-HETE在各种病理条件下的潜在影响,包括癌症和心血管疾病.作为一种比较具体的代谢物,它作为与脂质代谢和炎状反应有关的研究的宝贵生物标志.

结构式图片

上下游产品

all cis 5,8,11,14-eicosatetraenoic acid (R)-methyl (5Z,8Z,10Z,14Z)-12-hydroxyeicosa-5,8,10,14-tetraenoate (5Z,8Z,10E)-(R)-12-(tert-Butyl-diphenyl-silanyloxy)-icosa-5,8,10-trien-14-ynoic acid methyl ester Methyl (5Z,8Z,10E,12R,14Z)-12(tert-butyldiphenylsiloxy),5,8,10,14-icosatetraenoate

合成工艺路线路线简述

  • 506-32-1 = 82337-46-0 + 73347-43-0 + 146646-43-7 + 83603-31-0
    反应条件:1.1 Reagents: Nadph,Ethylenediaminetetraacetic Acid,Egta,Phenylmethylsulfonyl Fluoride,Dithiothreitol,Oxygen Catalysts: Monooxygenase Solvents: Water; 30 - 40 Min,Ph 7.4,37 °C
    标题:Bis-Allylic Hydroxylation Of Polyunsaturated Fatty Acids By Hepatic Monooxygenases And Its Relation To The Enzymic And Nonenzymic Formation Of Conjugated Hydroxy Fatty Acids
    作者:Oliw,Ernst H.; Et Al
    参考文献:Archives Of Biochemistry And Biophysics 日期:1993 卷标:300(1) 页码:434-9
📜花生四烯酸置于12-Lipoxygenase From Gracliariopsis Lemaneiformis Air体系中,用 乙醇 作为反应溶剂,化学反应 1.33H,反应生成 (5Z,8Z,10E,12R,14Z)-12-羟基-5,8,10,14-二十碳四烯酸
参考文献:12-Lipoxygenase Activity In The Red Marine Alga Gracilariopsis Lemaneiformis
标题:12-Lipoxygenase Activity In The Red Marine Alga Gracilariopsis Lemaneiformis
摘要:
DOI:10.1016/0031-9422(90)85166-D

海关参考信息

专利信息


专利号:US-2004110228-A1
优先权日:2002-04-01
标 题:Combinatorial organic synthesis of unique biologically active compounds
发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

专利号:US-11407837-B2
优先权日:2017-09-11
标 题 :GPCR binding proteins and synthesis thereof
发明人:GLANVILLE JACOB
权利人:TWIST BIOSCIENCE CORP
摘要:Provided herein are methods and compositions relating to G protein-coupled receptor (GPCR) libraries having nucleic acids encoding for a scaffold comprising a GPCR binding domain. Libraries described herein include variegated libraries comprising nucleic acids each encoding for a predetermined variant of at least one predetermined reference nucleic acid sequence. Further described herein are protein libraries generated when the nucleic acid libraries are translated. Further described herein are cell libraries expressing variegated nucleic acid libraries described herein.

专利号:US-4599443-A
优先权日:1981-06-29
标题:Unsaturated eicosanoic acids
发明人:CHAN KA-KONG; HOLLAND GEORGE W; ROSEN PERRY
权利人:HOFFMANN LA ROCHE
摘要:A compound of the formula ##STR1## where R 1 is hydrogen, lower alkyl, alkaline earth metal or alkali metal; or magnesium halide salts thereof, useful as intermediates for unsaturated eicosanoic acids and derivatives thereof which inhibit the synthesis of SRS-A.

专利号:US-4642364-A
优先权日:1981-06-29
标题:Unsaturated eicosanoic acids
发明人:CHAN KA-KONG; HOLLAND GEORGE W; ROSEN PERRY
权利人:HOFFMANN LA ROCHE
摘要:Unsaturated eicosanoic acids and derivatives thereof which inhibit the synthesis of SRS-A are useful for treating and preventing asthma and allergic responses caused by SRS-A as well as useful in inhibiting inflammation.

专利号:US-4500462-A
优先权日:1981-06-29
标题 :Unsaturated eicosanoic acids
发明人:CHAN KA-KONG; HOLLAND GEORGE W; ROSEN PERRY
权利人:HOFFMANN LA ROCHE
摘要:Eicosa-5,8-diynoic acids and 2-fluoro-eicostrien-5-ynoic acid and esters thereof which inhibit the synthesis of SRS-A are useful for treating and preventing asthma and allergic responses caused by SRS-A as well as useful in inhibiting inflammation.

专利号:RU-2037481-C1
优先权日:1989-10-27
标 题:Derivatives of substituted benzoylbenzene-, biphenyl or 2-oxazolealkanoic acid or their pharmacologically acceptable salts, and a method of their synthesis

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品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Synthesis Of 12(S),20-, 12(S),19(R)-, And 12(S),19(S)-Dihydroxyeicosa-Cis-5,8,14-Trans-10-Tetraenoic Acids, Metabolites Of 12(S)-Hete
作者:Sukumar Manna,Jacques Viala,Pendri Yadagiri,J.R Falck
摘要:Enantiospecific Syntheses Of The 20- And Both 19-Hydroxy Metabolites Of 12(S)-Hete Were Accomplished Using Readily Available, Chiral Precursors.

合成参考文献


参考文献:10.1084/jem.20072329
摘要:Okuno T, Iizuka Y, Okazaki H, Yokomizo T, Taguchi R, Shimizu T. 12(S)-Hydroxyheptadeca-5Z, 8E, 10E-trienoic acid is a natural ligand for leukotriene B4 receptor 2. J Exp Med. 2008 Apr 14;205(4):759–66.
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