CAS: 144701-25-7; Fmoc-D-Cha-Oh

该化合物是一种受氟化磷保护的氨酸衍生物,广泛用于peptide合成中.Fmoc组为地雷功能提供选择性保护,在温和基本条件下能够有控制的去防护.环己基子侧链有助于疏水性,使其在设计具有特定结构和约束特性的浸泡物时具有价值.手工业(R)配置确保合成应用中的立体化学精度.这种化合物在固相聚聚聚物(SPPS)中特别有用,因为其稳定性和与标准的混合试剂的兼容性是有利的.高纯度可满足严格的研究和药品开发要求.

结构式图片

相似化合物

188632-07-7 127095-92-5 135673-97-1

欧盟法规

C&L通报

上下游产品

(fluorenylmethoxy)carbonyl chloride L-2-cyclohexylalanine

合成工艺路线路线简述

    4-甲基-2-氧代戊酸置于甲酸,Sodium Carbonate,C26H34Clirn2O2S,高碘酸,1,3-丙二胺,三乙胺体系中,用 甲醇,水,甲胺 用作溶剂,化学反应 18.5H,反应生成芴甲氧羰酰基d-β环己基丙氨酸
    参考文献:使用铱基氢转移催化剂进行 α-酮酸的不对称还原胺化:获得未受保护的非天然 α-氨基酸
    标题:使用铱基氢转移催化剂进行 α-酮酸的不对称还原胺化:获得未受保护的非天然 α-氨基酸
    摘要:描述了由带有手性n-(2-吡啶甲基)磺酰胺基配体的 Cp*ir 配合物催化的 α-酮酸的直接不对称还原胺化.组合使用光学活性2-苯甘氨醇作为胺化剂对于使用甲酸的化学选择性和立体选择性转移氢化是有效的.随后用原高碘酸消除羟乙基部分可以以令人满意的分离产率(20个实例)提供各种未保护的α-氨基酸,并具有优异的光学纯度(高达> 99% Ee).
    Doi:10.1021/acs.Orglett.3C04378

    海关参考信息

    专利信息


    专利号:US-2021130409-A1
    优先权日:2017-09-01
    标 题 :Method for the Solid-Phase Synthesis of Cyclic Pentapeptides
    发明人:ZHENGGUO JIANG; LUCIANO FORNI; ROBERTSON ALAN
    权利人:Alsonex Pty Ltd
    摘要:A method for the synthesis of a cyclic ornithine-proline-D-cyclohexylalanine-tryptophan-arginine pentapeptide of Formula A; n n n n n n n n n n n n wherein R 1 and R 2 are, independently, —H, or —C(O)R 3 where R 3 is —CH 2 Ph, —CH 2 CH 2 Ph, —CHâ•?CHPh, —C(NHAC)CH 2 Ph;n nthe method comprising the steps of;n nforming a linear proline-D-cyclohexylalanine-tryptophan-arginine-ornithine pentapeptide of Formula B, attached to a polymeric resin;n n n n n n n n n n n n n n n n n wherein R 1 is as for Formula A, RES indicates the polymeric resin, and P 1 and P 2 are protecting groups;n ncyclising the linear pentapeptide of Formula B to form a cyclic pentapeptide of Formula C, attached to the polymeric resin;n n n n n n n n n n n n n n n cleaving the cyclic peptide of Formula C from the resin providing a cleaved cyclic pentapeptide having a free amine group of an ornithine residue;n noptionally substituting the free amine group of the ornithine residue of the cleaved cyclic peptide;n nremoving the protecting groups P 1 and P 2 , to providethe cyclic peptide of Formula A.

    专利号:US-8410028-B2
    优先权日:2003-12-17
    标 题:Methods for synthesis of encoded libraries
    发明人:MORGAN BARRY; HALE STEPHEN; ARICO-MUENDEL CHRISTOPHER C; CLARK MATTHEW; WAGNER RICHARD; ISRAEL DAVID I; GEFTER MALCOLM L; BENJAMIN DENNIS; HANSEN NILS JAKOB VEST; KAVARANA MALCOLM J; CREASER STEFFAN PHILLIP; FRANKLIN GEORGE J; CENTRELLA PAOLO A; ACHARYA RAKSHA A
    权利人:MORGAN BARRY; HALE STEPHEN; ARICO-MUENDEL CHRISTOPHER C; CLARK MATTHEW; WAGNER RICHARD; ISRAEL DAVID I; GEFTER MALCOLM L; BENJAMIN DENNIS; HANSEN NILS JAKOB VEST; KAVARANA MALCOLM J; CREASER STEFFAN PHILLIP; FRANKLIN GEORGE J; CENTRELLA PAOLO A; ACHARYA RAKSHA A; GLAXOSMITHKLINE LLC
    摘要:The present invention provides a method of synthesizing libraries of molecules which include an encoding oligonucleotide tag.

    专利号:US-2007042401-A1
    优先权日:2003-12-17
    标题 :Methods for synthesis of encoded libraries

    专利号:US-11279734-B2
    优先权日:2017-12-01
    标 题:Solution-phase affinity selection of inhibitors from combinatorial peptide libraries
    发明人:PENTELUTE BRADLEY L; TOUTI FAYCAL
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:The present invention provides novel peptides (e.g., peptides, macrocyclic peptides, mini-proteins) that modulate protein-protein interactions or salts thereof, and methods of making and using the inventive peptides. In some embodiments, the peptides are high affinity inhibitors (e.g., K D of at most 100 nM, at most 10 nM, at most 1 nM) of a protein-protein interaction. In certain embodiments, these peptides interfere with p53-MDM2 binding interactions (e.g., by binding to MDM2 (GenBank® Gene ID: 4193)). In some embodiments, the peptides interfere with the dimerization of the C-terminal domain of the human immunodeficiency virus (HIV) capsid protein (C-CA), comprising residues 146-231 of the HIV capsid protein (e.g., by binding to the C-terminal domain of the HIV capsid protein (C-CA), thereby inhibiting the dimeric interface of HIV capsid protein, thereby inhibiting viral assembly). These inventive peptides were rapidly generated and identified using novel methods described herein comprising combinatorial peptide synthesis and/or solution affinity selection.

    专利号:US-2012245040-A1
    优先权日:2003-12-17
    标题 :Methods for synthesis of encoded libraries

    专利号:US-2009062147-A1
    优先权日:2003-12-17
    标 题:Methods for synthesis of encoded libraries
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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):1793-1067.

    合成参考文献


    参考文献:10.1038/s41589-019-0245-2
    摘要:Touti F, Gates ZP, Bandyopadhyay A, Lautrette G, Pentelute BL. In-solution enrichment identifies peptide inhibitors of protein–protein interactions. Nature Chemical Biology. 2019 Mar 18;15(4):410–8. doi: 10.1038/s41589-019-0245-2.
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