CAS: 122996-47-8; (2S,4R)-1-(((9H-Fluoren-9-yl)Methoxy)Carbonyl)-4-(Tert-Butoxy)Pyrrolidine-2-Carboxylic Acid

该化合物是氢氧丙烯酸的一种受保护衍生物,其特点是N-终点的Fmoc(9-氟烯酰氟碳氢基)组和氢氧基边链的叔丁基(tBU)乙醚保护组,该化合物广泛用于固相peptide合成(SPPS),以引入氢丙烯酸残留物,同时防止意外的副作用.Fmoc组在温和的基本条件下确保正对硫的去保护,而tBu组则在酸性条件下提供稳定性,促进选择性的去保护战略.它与标准的peptide联动试剂的高度纯度和兼容性使它成为建造复杂的peptide和peptiomic的可靠选择,特别是在生物医学研究和药物开发方面.

结构式图片

相似化合物

464193-92-8 1276694-30-4 268729-12-0

欧盟法规

C&L通报

合成工艺路线路线简述

    Fmoc-Hyp(Tbu)-Ohbzl置于三氟乙酸体系中,化学反应生成Fmoc-4-叔丁氧基-L-脯氨酸
    参考文献:含 L-阿拉伯糖基化羟脯氨酸和硫酸化酪氨酸的糖肽的化学合成
    标题:含 L-阿拉伯糖基化羟脯氨酸和硫酸化酪氨酸的糖肽的化学合成
    摘要:翻译后修饰的肽是生物体的重要调节分子.在这里,我们报告了 β-1,2-连接的l-阿拉伯糖基化 Fmoc 保护的羟脯氨酸结构单元的立体选择性全合成及其与硫酸化酪氨酸和羟脯氨酸一起掺入植物肽激素 Psy1 中.在新戊基保护的硫酸化酪氨酸脱保护之前,通过从l-阿拉伯糖基团中去除乙酰基获得干净的糖肽.
    Doi:10.1021/acs.Orglett.3C00411

    海关参考信息

    专利信息


    专利号:US-2020247841-A1
    优先权日:2017-09-27
    标 题 :Synthesis of icatibant
    发明人:RAMU VASANTHAKUMAR GANGA; PATIL NITIN SOPANRAO; PALLE VENTAKA RAGHAVENDRACHARYUL; Yogesha
    权利人:BIOCON LTD
    摘要:The present invention relates to the efficient solid-phase synthesis of Icatibant represented by Formula (I). The present invention relates to an efficient process for the preparation of Icatibant by sequential coupling employing solid phase approach. It involves sequential coupling of protected amino acids to prepare Icatibant. The present invention also involves the usage of inorganic salts during the coupling, wash with HOBt in DMF solution after Fmoc-deprotection step to ensure complete removal of piperidine and reactions are going for completion, and thus avoid addition/deletion sequences and also improve the process yield.

    专利号:US-9388212-B2
    优先权日:2013-02-21
    标 题:Solid phase peptide synthesis via side chain attachment
    发明人:BARLOS KLEOMENIS K
    权利人:CHEMICAL & BIOPHARMACEUTICAL LAB OF PATRAS S A
    摘要:The present application discloses peptides and peptaibols of high purity may be obtained by solid phase peptide synthesis using as the starting resin hydroxy amino acids, hydroxy amino acid amides, hydroxy amino alcohols or small peptides containing hydroxy amino acids attached to polymers through their side chain.

    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-11884714-B2
    优先权日:2019-03-01
    标 题:Cyclic peptide analogs of melanocortin and amanitin and methods of making such
    发明人:PERRIN DAVID; TODOROVIC MIHAJLO; BÉNARD FRANÇOIS; ZHANG CHENGCHENG
    权利人:UNIV BRITISH COLUMBIA; PROVINCIAL HEALTH SERVICES AUTHORITY
    摘要:The invention described herein is based in part on the discovery of a protein/peptide crosslink, which introduces fluorescent properties, and which has been applied to synthesize analogues of melanocortin and amanitin as choice peptides to be explored in the context of isoindole peptides. Without limitation, it is expected that those trained in the art of peptide synthesis and stapling would appreciate the consequences of this invention such that other peptides of varied length can be similarly constrained by isoindole staples as featured herein.

    专利号:AU-2018343242-A1
    优先权日:2017-09-27
    标 题 :Synthesis of Icatibant

    专利号:EP-3688009-A1
    优先权日:2017-09-27
    标题:Synthesis of icatibant
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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.
    [参考文献]: Yang Li, Et Al. Non-Covalent Photo-Patterning Of Gelatin Matrices Using Caged Collagen Mimetic Peptides. Macromol Biosci. 2015 Jan;15(1):52-62.

    合成参考文献


    参考文献:10.1385/1-59259-783-1:349
    摘要:Knight CG, Onley CM, Farndale RW. Peptide synthesis in the study of collagen-platelet interactions. Methods Mol Biol. 2004;273():349–64. doi: 10.1385/1-59259-783-1:349.
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