2R-[(2R-acetylamino-3-tritylsulfanyl-propionyl)-(methyl)-amino]-3-mercapto-propionic acid methyl ester | 1129670-85-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2R-[(2R-acetylamino-3-tritylsulfanyl-propionyl)-(methyl)-amino]-3-mercapto-propionic acid methyl ester
• 英文别名: methyl (2R)-2-[[(2R)-2-acetamido-3-tritylsulfanylpropanoyl]-methylamino]-3-sulfanylpropanoate
• CAS: 1129670-85-4
• 化学式: C₂₉H₃₂N₂O₄S₂
• 分子量: 536.716
• InChiKey: WISIEDZLUWZFER-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2R-[(2R-acetylamino-3-tritylsulfanyl-propionyl)-(methyl)-amino]-3-mercapto-propionic acid methyl ester 、 2,2'-二硫双(5-硝基吡啶) 以 二氯甲烷 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics

  摘要：

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.085
• 作为产物：
  描述：

  2R-[(2R-acetylamino-3-tritylsulfanyl-propionyl)-(methyl)-amino]-3-tert-butyldisulfanyl-propionic acid methyl ester 在 N-甲基吗啉 、 1,4-二巯基-2,3-丁二醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以84%的产率得到2R-[(2R-acetylamino-3-tritylsulfanyl-propionyl)-(methyl)-amino]-3-mercapto-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics

  摘要：

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.085

文献信息

• Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics
  作者：Erik L. Ruggles、P. Bruce Deker、Robert J. Hondal

  DOI：10.1016/j.tet.2008.11.085

  日期：2009.2

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.