S-benzhydryl-L-cysteine methyl ester hydrochloride | 59524-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-benzhydryl-L-cysteine methyl ester hydrochloride
• 英文别名: methyl (2R)-2-amino-3-benzhydrylsulfanylpropanoate;hydrochloride
• CAS: 59524-29-7
• 化学式: C₁₇H₂₀NO₂S*Cl
• 分子量: 337.87
• InChiKey: ZYKFPEBBJHQAAR-RSAXXLAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  77.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-benzhydryl-L-cysteine methyl ester hydrochloride 在 sodium hydroxide 、 N-羟基丁二酰亚胺 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 生成
  参考文献：
  名称：

  Seidel,C. et al., Journal fur praktische Chemie (Leipzig 1954), 1976, vol. 318, p. 229 - 247

  摘要：

  DOI：

文献信息

• Synthesis and catalytic properties of the pentapeptide, Thr-Ala-Cys-His-Asp
  作者：I. Photaki、V. Bardakos、A. W. Lake、G. Lowe

  DOI：10.1039/j39680001860

  日期：——

  cysteine. The catalytic activity towards p-nitrophenyl acetate was comparable with those of cysteine hydrochloride and glutathione, but did not depend on the presence of the thiol group. The hydrolysis of p-nitrophenyl acetate by the pentapeptide obeyed Michaelis–Menten kinetics and it was further shown that an acetyl peptide intermediate was formed by reaction with the imidazole group of the histidine

  五肽，Thr-Ala-Cys-His-Asp，是通过使用S-二苯甲基保护的半胱氨酸合成的。对乙酸对硝基苯酯的催化活性与半胱氨酸盐酸盐和谷胱甘肽的催化活性相当，但是不取决于硫醇基团的存在。p的水解五肽的乙酸-硝基苯酯服从Michaelis-Menten动力学，并且进一步表明，乙酰肽中间体是通过与组氨酸残基的咪唑基反应形成的。但是，五肽仅比咪唑本身稍好。因此，看来对于组间的协同作用，需要比通过将氨基酸残基在肽链中彼此相邻放置所获得的取向约束大得多的定向约束。
• Aldehyde derivatives and their use as calpain inhibitors
  申请人：FUJIREBIO Inc.

  公开号：EP0520336A2

  公开（公告）日：1992-12-30

  Aldehyde derivatives with a specific calpain inhibiting activity and a platelet-aggregation inhibiting effect with formula (I) or formula (II): wherein R1 represents an aromatic hydrocarbon group, a heterocyclic group, or a group of -X-R3 in which X represents O, -S(O)m- (m = 0, 1, or 2), and R3 represents an aromatic hydrocarbon group, a heterocyclic group, or an alkyl group; Z represents R4-Y- or R60-CH(R5)- in which Y represents a 3- to 7-membered nitrogen-containing saturated heterocyclic group, or a single cyclic saturated hydrocarbon group, R4 represents an alkyl group, an alkenyl group, an alkynyl group, an acyl group, a sulfonyl group, an alkoxycarbonyl group, a carbamoyl group, or a thiocarbamoyl group, R5 represents hydrogen, an alkyl group, or an aromatic hydrocarbon group, and R6 represents an acyl group, a carbamoyl group, a thiocarbamoyl group, or an alkyl group; and n is an integer of 1 to 5. wherein R7, R8, R9, and R10 are defined in the specification.

  具有特异性钙蛋白酶抑制活性和血小板聚集抑制作用的式 (I) 或式 (II) 醛衍生物： 其中 R1 代表芳香烃基团、杂环基团或-X-R3 的基团，其中 X 代表 O、-S(O)m- (m = 0、1 或 2)，R3 代表芳香烃基团、杂环基团或烷基；Z 代表 R4-Y- 或 R60-CH(R5)-，其中 Y 代表 3 至 7 元含氮饱和杂环基团，或单环饱和烃基团，R4 代表烷基、烯基、炔基、酰基、磺酰基、烷基、炔基或烷基R5 代表氢、烷基或芳香烃基，R6 代表酰基、氨基甲酰基、硫代氨基甲酰基或烷基；n 是 1 至 5 的整数。 其中 R7、R8、R9 和 R10 的定义见说明书。
• Mercury binding by ferrocenoyl peptides with sulfur-containing side chains: Electrochemical, spectroscopic and structural studies
  作者：Conor C.G. Scully、Paul Jensen、Peter J. Rutledge

  DOI：10.1016/j.jorganchem.2008.06.005

  日期：2008.8

  Ferrocenoyl peptides incorporating amino acids derived from either L- methionine, L- cysteine or DL- homocysteine have been synthesised and investigated as agents for heavy metal binding and detection. Heavy metal - peptide interactions have been characterised using cyclic voltammetry to follow changes in the potential of the Fe( II)/ Fe( III) redox couple, revealing that these systems interact with mercury( II) ions more strongly than with other thiophilic heavy metals such as cadmium( II), silver( I) and lead( II). Proton NMR experiments have demonstrated 1: 1 peptide: mercury binding and enabled quantitative characterisation of this binding interaction. Crystal structures for two of these ferrocenoyl peptide derivatives have been elucidated, revealing that these compounds adopt a P- 1,30 open solid state conformation in the absence of mercury; this arrangement precludes intramolecular hydrogen bonding between chains, while extensive intermolecular hydrogen bonding is evident. The particular af. nity of these systems for mercury( II) opens the possibility of incorporating them in new, biologically inspired sensors for detecting this toxic pollutant. (c) 2008 Elsevier B. V. All rights reserved.
• Seidel,C. et al., Journal fur praktische Chemie (Leipzig 1954), 1976, vol. 318, p. 229 - 247
  作者：Seidel,C. et al.

  DOI：——

  日期：——