CAS: 73724-43-3; N-(((9H-Fluoren-9-yl)Methoxy)Carbonyl)-S-(Tert-Butylthio)-L-Cysteine

该化合物是一种受保护的cysteine衍生物,广泛用于peptide合成.Fmoc组确保对地雷功能的正方位保护,而tet-butiylthio moity则稳定了硫醇组的氧化.该化合物有助于高效的固相peptide合成,从而能够在轻微的脱保护条件下精确地将cysteine残留物纳入其中.

结构式图片

相似化合物

501326-55-2 30044-61-2 1013096-03-1

上下游产品

CAS号135248-89-4 Fm°C-L-半胱氨酸 | CAS号75-66-1 叔丁基硫醇 | CAS号30044-51-0 S-叔丁基巯基L-半胱氨酸 | CAS号28920-43-6 芴甲氧羰酰氯(Fm°C-Cl)

合成工艺路线路线简述

  • 合成目标产物 Fmoc-Cys(Stbu)-Oh 主要起始原料 Fmoc-Osu
  • (文献来源)合成步骤主要原料 Fmoc-Osu
📜9-芴甲基-N-琥珀酰亚胺基碳酸酯置于盐酸,2,2'-二硫双(5-硝基吡啶),Sodium Carbonate,锌体系中,用 二氯甲烷,水,乙酸乙酯,丙酮 作为反应溶剂,化学反应 2.0H,反应生成 亚芴甲氧羰基半胱胺酸
参考文献:Flemer,Stevenson,Protein And Peptide Letters,2014,Vol. 21,# 12,P. 1257-1264
标题:Flemer,Stevenson,Protein And Peptide Letters,2014,Vol. 21,# 12,P. 1257-1264

海关参考信息

专利信息


专利号:US-2023391818-A1
优先权日:2020-11-05
标 题:Peptide synthesis method for suppressing defect caused by diketopiperazine formation
发明人:NOMURA KENICHI; KAGE MIRAI; TAMIYA MINORU; KANAZAWA JUNICHIRO
权利人:CHUGAI PHARMACEUTICAL CO LTD
摘要:Solid-phase synthesis of a peptide has a problem that a desired elongation reaction is prevented from proceeding by diketopiperazine and a 6-membered diamine skeleton compound formed when a protective group at the N-terminal is removed. The present inventors have found that when in production of a peptide by a solid-phase method, a peptide in which an amino group at the N-terminal is protected with a protective group having an Fmoc skeleton is treated in a specific solvent with a base having a pKa of 23 or more in acetonitrile as a conjugate acid, and a peptide chain is then elongated, it is possible to solve the problem described above.

专利号:CN-113956333-A
优先权日:2021-12-22
标题:A kind of synthesis and purification method of linaclotide

专利号:CN-118085036-B
优先权日:2022-11-25
标题 :An amphiphilic D/L cyclic peptide capable of self-assembly to form a nanohelix and a synthesis and assembly method thereof

专利号:CN-113956333-B
优先权日:2021-12-22
标题:A kind of synthesis and purification method of linaclotide

专利号:CN-118255842-A
优先权日:2022-12-28
标 题:A solid-liquid phase synthesis method of linaclotide

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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):1793-807.

合成参考文献


参考文献:10.1055/s-0029-1217225
摘要:Synthesis of Amide-Modified Farnesyl-cysteine Analogues. Synfacts. 2009 Jun 22;2009(07):0815. doi: 10.1055/s-0029-1217225.
参考文献:10.1007/978-1-0716-0720-6_2
摘要:Bouchenna J, Sénéchal M, Drobecq H, Vicogne J, Melnyk O. The Problem of Aspartimide Formation During Protein Chemical Synthesis Using SEA-Mediated Ligation. 2020. In: Springer Protocols Handbooks.
参考文献:10.1007/s10967-024-09901-z
摘要:Xu X, Mao Y, Zhou P, Wu Y, Liu Y, Wang H, Lu C, Zou P. Preparation and bioevaluation of a 99mTc-labeled small-molecular radiotracer for PD-L1 imaging. J Radioanal Nucl Chem. 2024 Nov 30;334(2):1621–9. doi: 10.1007/s10967-024-09901-z.
参考文献:10.1007/s10967-026-10736-z
摘要:Mao Y, Zhou P, Jiang J, Liu Y, Wang H, Han G, Wu J, Zou P, Lu C. Synthesis and preliminary evaluation of a 99mTc-labeled bivalent radiotracer targeting PD-L1. J Radioanal Nucl Chem. 2026 Jan;335(1):385–95. doi: 10.1007/s10967-026-10736-z.
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