CAS: 24587-32-4; (2S,4R)-1-Glycyl-4-Hydroxypyrrolidine-2-Carboxylic Acid

该化合物是一种在制药和生化应用方面具有巨大潜力的手性丙烯二醇衍生物,其独特的立体化学,以氢氧基和氨基乙基功能组为主,增强了其作为peptide合成和药物开发构件的效用.该化合物的硬性丙烯基和极地替代成分有助于改进目标相互作用中的结合性和选择性.其结构特征还有利于溶性性和稳定性,使之适合用于水体和有机反应系统.该化合物在设计蛋白抑制剂,受体调节器和其他生物活性分子方面特别有用,为合成途径的立体化学结果提供了精确的控制.

结构式图片

上下游产品

N-(N-benzyloxycarbonylglycyl)-4-hydroxy-L-proline 4R-4-hydroxyproline cis-1-(N-benzyloxycarbonyl-glycyl)-4-hydroxy-L-prolinecis-1-(N-benzyloxycarbonyl-glycyl)-4-hydroxy-L-proline hydroxy L-proline

合成工艺路线路线简述

    N-(N-Benzyloxycarbonylglycyl)-4-Hydroxy-L-Proline置于甲醇,钯,溶剂黄146体系中,化学反应生成(2S,4R)-1-(2-氨基乙酰基)-4-羟基吡咯烷-2-羧酸
    参考文献:Smith; Bergmann,Journal Of Biological Chemistry,1944,Vol. 153,P. 627,649
    标题:Smith; Bergmann,Journal Of Biological Chemistry,1944,Vol. 153,P. 627,649

    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-9751911-B2
    优先权日:2012-11-27
    标 题:Solomonamide analogue compounds, pharmaceuticals containing solomonamide analogue compounds, and processes for the preparation thereof
    发明人:REDDY DUMBALA SRINIVASA; KOMIRISHETTY KASHINATH; NATARAJAN VASUDEVAN
    权利人:COUNCIL SCIENT IND RES
    摘要:Solomanamide analogs of Formula-I having anti-inflammatory activity, and viable synthetic routes for the preparation of such analogs, including the synthesis of macrocyclic core of Salomanamide analogs. The Solomanamide analogs of Formula-I or their pharmaceutical salt may be provided in a pharmaceutical composition and administered in an effective amount for the treatment of inflammation and/or pain.

    专利号:US-2786049-A
    优先权日:1956-02-20
    标 题:Synthesis of peptide structures
    发明人:LUNDGREN HAROLD P; WALDEN MAYO K; GORDON ROSE WILLIAM
    权利人:LUNDGREN HAROLD P; WALDEN MAYO K; GORDON ROSE WILLIAM

    专利号:IL-142499-A
    优先权日:1994-06-08
    标题 :Building units for synthesis of backbone cyclized peptide analogs

    专利号:US-6265375-B1
    优先权日:1994-06-08
    标题 :Conformationally constrained backbone cyclized peptide analogs
    发明人:GILON CHAIM; EREN DORON; ZELTSER IRINA; SERI-LEVY ALON; BITAN GAL; MULLER DAN
    权利人:YISSUM RES DEV CO; PEPTOR LTD
    摘要:Novel backbone cyclized peptide analogs are formed by means of bridging groups attached via the alpha nitrogens of amino acid derivatives to provide novel non-peptidic linkages. Novel building units disclosed are Nalpha(omega-functionalized) amino acids constructed to include a spacer and a terminal functional group. One or more of these Nalpha(omega-functionalized) amino acids are incorporated into a peptide sequence, preferably during solid phase peptide synthesis. The reactive terminal functional groups are protected by specific protecting groups that can be selectively removed to effect either backbone-to-backbone or backbone-to-side chain cyclizations. The invention is specifically exemplified by backbone cyclized bradykinin antagonists having biological activity. Further embodiments of the invention are somatostatin analogs having one or two ring structures involving backbone cyclization.
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    主要参考文献

    参考标题:Solomonamide Analogue Compounds, Pharmaceuticals Containing Solomonamide Analogue Compounds, And Processes For The Preparation Thereof
    摘要:Solomanamide Analogues Of Formula-I Having Anti-Inflammatory Activity, And Viable Synthetic Routes For The Preparation Of Such Analogues, Including The Synthesis Of Macrocyclic Core Of Salomanamide Analogues. The Solomanamide Analogues Of Formula-I Or Their Pharmaceutical Salt May Be Provided In A Pharmaceutical Composition And Administered In An Effective Amount For The Treatment Of Inflammation And/or Pain.

    合成参考文献


    参考文献:10.1074/jbc.m501453200
    摘要:Schumacher M, Mizuno K, Bächinger HP. The Crystal Structure of the Collagen-like Polypeptide (Glycyl-4(R)-hydroxyprolyl-4(R)-hydroxyprolyl)9 at 1.55 Å Resolution Shows Up-puckering of the Proline Ring in the Xaa Position. Journal of Biological Chemistry. 2005 May;280(21):20397–403. doi: 10.1074/jbc.m501453200.
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