(4R,7S,10S,13R,16S,19R)-N-[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-19-[[(2R)-2-amino-3-phenylpropanoyl]amino]-10-[4-[[(2R)-2,4-dihydroxybutanoyl]amino]butyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide | 1350543-87-1

• 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: (4R,7S,10S,13R,16S,19R)-N-[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-19-[[(2R)-2-amino-3-phenylpropanoyl]amino]-10-[4-[[(2R)-2,4-dihydroxybutanoyl]amino]butyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
• CAS: 1350543-87-1
• 化学式: C₆₁H₇₆N₁₂O₁₂S₂
• 分子量: 1233.48
• InChiKey: DHPCWXJOEUPCGX-VVPGLEDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  87
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  445
• 氢给体数：
  15
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  在 silver nitrate 、 N,N-二异丙基乙胺 、 盐酸 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 32.0h， 以40%的产率得到(4R,7S,10S,13R,16S,19R)-N-[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-19-[[(2R)-2-amino-3-phenylpropanoyl]amino]-10-[4-[[(2R)-2,4-dihydroxybutanoyl]amino]butyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
  参考文献：
  名称：

  Preparation of pseudo glycoamino acid and its application to glycopeptide synthesis

  摘要：

  A pseudo glycoamino acid composed of a 1,3-diol structure and an amino acid was synthesized. This amino acid analog can act as an alternative acceptor to an amino acid containing GlcNAc for transglycosylation by Endo-M. A pseudo glycopeptide was synthesized using the pseudo glycoamino acid by a solid phase procedure. We attempted transglycosylation of N-glycan to the peptide using Endo-M. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.121

文献信息

• Preparation of pseudo glycoamino acid and its application to glycopeptide synthesis
  作者：Yusuke Tomabechi、Toshiyuki Inazu

  DOI：10.1016/j.tetlet.2011.09.121

  日期：2011.11

  A pseudo glycoamino acid composed of a 1,3-diol structure and an amino acid was synthesized. This amino acid analog can act as an alternative acceptor to an amino acid containing GlcNAc for transglycosylation by Endo-M. A pseudo glycopeptide was synthesized using the pseudo glycoamino acid by a solid phase procedure. We attempted transglycosylation of N-glycan to the peptide using Endo-M. (C) 2011 Elsevier Ltd. All rights reserved.