H-Cys(Acm)-Glu-Cys(1)-Val-Pro-Val-Ser-Lys-Gly-Gln-Leu-Cys(1)-OH | 781647-10-7

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: H-Cys(Acm)-Glu-Cys(1)-Val-Pro-Val-Ser-Lys-Gly-Gln-Leu-Cys(1)-OH
• 英文别名: (3S,6R,11R,14S,17S,23S,26S,29S,32S)-6-[[(2S)-2-[[(2R)-3-(acetamidomethylsulfanyl)-2-aminopropanoyl]amino]-4-carboxybutanoyl]amino]-23-(4-aminobutyl)-17-(3-amino-3-oxopropyl)-26-(hydroxymethyl)-14-(2-methylpropyl)-2,5,13,16,19,22,25,28,31-nonaoxo-3,29-di(propan-2-yl)-8,9-dithia-1,4,12,15,18,21,24,27,30-nonazabicyclo[30.3.0]pentatriacontane-11-carboxylic acid
• CAS: 781647-10-7
• 化学式: C₅₄H₉₁N₁₅O₁₈S₃
• 分子量: 1334.6
• InChiKey: YICGRGQHTPGTGE-HGDKZEHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.9
• 重原子数：
  90
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  606
• 氢给体数：
  17
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  2,2'-二硫二吡啶 、 H-Cys(Acm)-Glu-Cys(1)-Val-Pro-Val-Ser-Lys-Gly-Gln-Leu-Cys(1)-OH 在 碘 、 溶剂黄146 作用下， 生成 (3S,6R,11R,14S,17S,23S,26S,29S,32S)-23-(4-aminobutyl)-17-(3-amino-3-oxopropyl)-6-[[(2S)-2-[[(2R)-2-amino-3-(pyridin-2-yldisulfanyl)propanoyl]amino]-4-carboxybutanoyl]amino]-26-(hydroxymethyl)-14-(2-methylpropyl)-2,5,13,16,19,22,25,28,31-nonaoxo-3,29-di(propan-2-yl)-8,9-dithia-1,4,12,15,18,21,24,27,30-nonazabicyclo[30.3.0]pentatriacontane-11-carboxylic acid
  参考文献：
  名称：

  A novel approach to the regioselective synthesis of a disulfide-linked heterodimeric bicyclic peptide mimetic of brain-derived neurotrophic factor

  摘要：

  We describe a novel acetamidomethyl to S-pyridinyl exchange that is used for the synthesis of a multi-disulfide-linked and constrained heterodimeric bicyclic peptide mimetic of brain-derived neurotrophic factor (BDNF). This simple and effective method should be readily transferable to the synthesis of similar disulfide-linked heterodimeric peptides, as well as being of general utility for the synthesis of peptides bearing multiple cystine frameworks. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.002
• 作为产物：
  描述：

  Acm-CECVPVSKGQLC 在 碳酸氢铵 、 二甲基亚砜 作用下， 生成 H-Cys(Acm)-Glu-Cys(1)-Val-Pro-Val-Ser-Lys-Gly-Gln-Leu-Cys(1)-OH
  参考文献：
  名称：

  A novel approach to the regioselective synthesis of a disulfide-linked heterodimeric bicyclic peptide mimetic of brain-derived neurotrophic factor

  摘要：

  We describe a novel acetamidomethyl to S-pyridinyl exchange that is used for the synthesis of a multi-disulfide-linked and constrained heterodimeric bicyclic peptide mimetic of brain-derived neurotrophic factor (BDNF). This simple and effective method should be readily transferable to the synthesis of similar disulfide-linked heterodimeric peptides, as well as being of general utility for the synthesis of peptides bearing multiple cystine frameworks. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.002