benzyl (9S,15S,21S)-9,21-bis((S)-2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-1-hydroxyethyl)-15-((S)-2-(6-amino-9H-purin-9-yl)-1-hydroxyethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate | 214604-70-3

• 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: benzyl (9S,15S,21S)-9,21-bis((S)-2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-1-hydroxyethyl)-15-((S)-2-(6-amino-9H-purin-9-yl)-1-hydroxyethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate
• CAS: 214604-70-3
• 化学式: C₄₅H₅₅N₂₁O₁₄
• 分子量: 1114.06
• InChiKey: WELRAHKYFCTHHB-ZDDOPBRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.12
• 重原子数：
  80.0
• 可旋转键数：
  23.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  519.62
• 氢给体数：
  14.0
• 氢受体数：
  27.0

反应信息

• 作为反应物：
  描述：

  benzyl (9S,15S,21S)-9,21-bis((S)-2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-1-hydroxyethyl)-15-((S)-2-(6-amino-9H-purin-9-yl)-1-hydroxyethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2S,3S)-2-[[2-[[(2S,3S)-2-[[2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-4-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxybutanoyl]amino]acetyl]amino]-4-(6-aminopurin-9-yl)-3-hydroxybutanoyl]amino]acetyl]amino]-4-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxybutanoic acid
  参考文献：
  名称：

  Application of l-threonine aldolase-catalyzed reaction for the preparation of a peptidic mimetic of RNA: A leading compound of Vero-toxin inhibitors

  摘要：

  A peptidic mimetic of RNA having a guanine-adenine-guanine code as a base sequence was prepared as a leading compound of Vero-toxin inhibitors. The synthesized hexapeptide is composed from two gamma-guanyl-beta-hydroxy-alpha-L-amino acids and one gamma-adenyl-beta-hydroxy-alpha-L-amino acid, which were prepared by using L-threonine aldolase-catalyzed reaction, in addition to three glycines. On designing this peptide, the beta-hydroxyl groups in the novel cc-amino acids are compared to the 2'-hydroxyl groups of RNA, and glycine was chosen as the mimic of the phosphate groups in the RNA backbone. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01567-6
• 作为产物：
  描述：

  benzyl (2S,3S)-2-amino-4-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxybutanoate 在 N-甲基吗啉 、 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 benzyl (9S,15S,21S)-9,21-bis((S)-2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-1-hydroxyethyl)-15-((S)-2-(6-amino-9H-purin-9-yl)-1-hydroxyethyl)-2,2-dimethyl-4,7,10,13,16,19-hexaoxo-3-oxa-5,8,11,14,17,20-hexaazadocosan-22-oate
  参考文献：
  名称：

  Application of l-threonine aldolase-catalyzed reaction for the preparation of a peptidic mimetic of RNA: A leading compound of Vero-toxin inhibitors

  摘要：

  A peptidic mimetic of RNA having a guanine-adenine-guanine code as a base sequence was prepared as a leading compound of Vero-toxin inhibitors. The synthesized hexapeptide is composed from two gamma-guanyl-beta-hydroxy-alpha-L-amino acids and one gamma-adenyl-beta-hydroxy-alpha-L-amino acid, which were prepared by using L-threonine aldolase-catalyzed reaction, in addition to three glycines. On designing this peptide, the beta-hydroxyl groups in the novel cc-amino acids are compared to the 2'-hydroxyl groups of RNA, and glycine was chosen as the mimic of the phosphate groups in the RNA backbone. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01567-6