CAS: 84888-35-7; Boc-Cys(Fm)-Oh

该化合物是一种合成氨基酸衍生物,其特征为:以氟辛基甲基组和二甲基乙氧基保护组改造的硅基脊柱,其特点是:其独特的结构,包括西斯泰因边链中的硫磺原子,有助于其潜在的再活动性和形成脱硫联结的能力.氟基甲基组增强了其稳定性和溶性,使其在丙二甲基氧基合成和生物合成应用中有用.二甲基氧基碳基组是一种保护性动物,允许在合成过程中有选择地反应.该化合物通常用于有机化学和生物化学领域,特别是在聚苯酯和其他复杂分子的合成领域.其特性,例如有机溶剂中的溶液和在不同条件下的稳定性,使它成为宝贵的化学研究与发展中间体.

英文名称Boc-Cys(Fm)-Oh
中文名称N-[(1,1-二甲基乙氧基)羰基]-S-(9H-芴-9-基甲基)-L-半胱氨酸
IUPAC名称S-((9H-fluoren-9-yl)methyl)-N-(tert-butoxycarbonyl)-L-cysteine
其它别名Boc-Cys(Fm)-Oh; Boc-Cysteine(Fm)-Oh; Boc-S-9-Fluorenylmethyl-L-Cysteine; Boc-S-Fluorenylmethyl-L-Cysteine; N-Alpha-T-Butoxycarbonyl-S-9-Fluorenylmethyl-L-Cysteine; N-Tert-Butoxycarbonyl-S-Fluorenylmethyl-L-Cysteine; Boc-L-Cys(Fm)-Oh; N-Alpha-T-Butyloxycarbonyl-S-(9-Fluorenylmethyl)-L-Cysteine
CAS编号84888-35-7
MFCD编号:MFCD00076921
分子式:C22H25NO4S
分子量:399.51
产品CID: 1839978
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: AIZZGGDXFGAYMR-IBGZPJMESA-N
AIZZGGDXFGAYMR-IBGZPJMESA-N…
计算化学: 氢键受体数4.0氢键供体数2.0可旋转键数6.0

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

上下游产品

tert-butyl dicarbonatedi-tert-butyl dicarbonate (R)-9H-fluorenyl-9-methyl-L-cysteine {[(tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile S-Fm-L-cysteineB°C-Ala-Ala-Thr-Cys-Phe-Ala-Arg-Asn-SH L2,L-AlaL5>enkephalinamideL2,L-AlaL5enkephalinamide L-cystine

合成工艺路线路线简述

合成目标产物 Boc-Cys(Fm)-Oh 主要起始原料 (9H-Fluoren-9-yl)Methyl 4-Methylbenzene-1-Sulfonate
10389-65-8 + 71532-40-6 = 84888-35-7
反应条件:1.1 Reagents: Zinc,Hydrochloric Acid Solvents: Ethyl Acetate,Water; 45 Min,Rt1.2 Reagents: Diisopropylethylamine Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dimethylformamide; 24 H,Rt
标题:A Comprehensive One-Pot Synthesis Of Protected Cysteine And Selenocysteine Spps Derivatives
作者:Jr.,Stevenson Flemer
参考文献:Protein & Peptide Letters 日期:2014 卷标:21(12) 页码:1257-1264]

58632-95-4 + 84888-34-6 = 84888-35-7
反应条件:1.1 Reagents: Sodium Carbonate Solvents: Tetrahydrofuran,1,4-Dioxane,Water
标题:Convenient Syntheses Of Fluorenylmethyl-Based Side Chain Derivatives Of Glutamic And Aspartic Acids,Lysine,And Cysteine
作者:Albericio,F.; Nicolas,E.; Rizo,J.; Ruiz-Gayo,M.; Pedroso,E.; Et Al
参考文献:Synthesis 日期:1990 卷标:(2) 页码:119-22

N,N'-双(叔丁氧羰基)-L-胱氨酸置于盐酸,N,N-二异丙基乙胺,锌体系中,用水,乙酸乙酯,N,N-二甲基甲酰胺作为反应溶剂,化学反应 0.5H,反应生成 N-α-叔丁氧羰基-S-(9-芴甲基)-L-半胱氨酸
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

2902600000-乙苯
2905122000-异丙醇
2905143000-叔丁醇
2912110000-甲醛
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-7674881-B2
优先权日:2005-10-07
标题:Convergent synthesis of proteins by kinetically controlled ligation
发明人：KENT STEPHEN; PENTELUTE BRAD; BANG DUHEE; JOHNSON ERIK; DUREK THOMAS
权利人:UNIV CHICAGO
摘要:The present invention concerns methods and compositions for synthesizing a polypeptide using kinetically controlled reactions involving fragments of the polypeptide for a fully convergent process. In more specific embodiments, a ligation involves reacting a first peptide having a protected cysteyl group at its N-terminal and a phenylthioester at its C-terminal with a second peptide having a cysteine residue at its N-termini and a thioester at its C-termini to form a ligation product. Subsequent reactions may involve deprotecting the cysteyl group of the resulting ligation product and/or converting the thioester into a thiophenylester.

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