cyclo[-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-] | 1211457-64-5

• 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: cyclo[-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-]
• 英文别名: cyclo[-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-]2；2-[(3S,6S,12S,15S,21S,24S,27S,28R,33S,36S,42S,45S,51S,54S,57S,58R)-42-(2-amino-2-oxoethyl)-3,21,33,51-tetrabenzyl-24,54-bis[(2S)-butan-2-yl]-28,30,30,58,60,60-hexamethyl-2,5,11,14,20,23,26,32,35,41,44,50,53,56-tetradecaoxo-29,59-dioxa-1,4,10,13,19,22,25,31,34,40,43,49,52,55-tetradecazaheptacyclo[55.3.0.06,10.015,19.027,31.036,40.045,49]hexacontan-12-yl]acetamide
• CAS: 1211457-64-5
• 化学式: C₉₀H₁₂₀N₁₆O₁₈
• 分子量: 1714.04
• InChiKey: YLINCRRZENYPED-MTAJUVJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  124
• 可旋转键数：
  16
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  459
• 氢给体数：
  10
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  NH2-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-OH 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以61%的产率得到cyclo[-Asn-Pro-Phe-Thr(ψ(Me,Me)pro)-Ile-Phe-Pro-]
  参考文献：
  名称：

  Synthesis of the cyclic heptapeptide axinellin A

  摘要：

  The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(Psi(Me,Me)pro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.090

文献信息

• Synthesis of the cyclic heptapeptide axinellin A
  作者：Kelly A. Fairweather、Nima Sayyadi、Christos Roussakis、Katrina A. Jolliffe

  DOI：10.1016/j.tet.2009.11.090

  日期：2010.1

  The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(Psi(Me,Me)pro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product. (C) 2009 Elsevier Ltd. All rights reserved.