cyclo

• 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
• 英文别名: cyclo[Ala-Trp-Arg-Tyr-D-Pro-Phe]；2-[3-[(3S,6S,9S,12S,15S,18R)-15-benzyl-3-[(4-hydroxyphenyl)methyl]-9-(1H-indol-3-ylmethyl)-12-methyl-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosan-6-yl]propyl]guanidine
• 化学式: C₄₃H₅₂N₁₀O₇
• 分子量: 820.949
• InChiKey: GHXSPKHIKUTYKF-DOGRCBOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  60
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  266
• 氢给体数：
  9
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  cyclo 在 palladium on activated charcoal 、 20 percent palladium hydroxide /C 碳酸氢铵 、 三乙胺 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.5h， 生成 cyclo
  参考文献：
  名称：

  Cyclic Hexapeptides and Chimeric Peptides as Mimics of Tendamistat

  摘要：

  We describe the design and evaluation of structural mimics of tendamistat, a 74-residue proteinaceous inhibitor of alpha-amylase. Cyclic hexapeptides were designed in which the sequence Trp-Arg-Tyr is constrained to the i + 1 to i + 3 positions of a type I beta-turn; these compounds inhibit alpha-amylase with K-i values of 14-32 mu M, significantly more tightly than related linear tri- and hexapeptides. Incorporation of the bicyclic Nagai-Sato type II beta-turn mimic opposite the Trp-Arg-Tyr sequence in a chimeric molecule leads to a weaker inhibitor. NMR studies indicate that the desired beta-turn conformation is adopted by the cyclic hexapeptides but not by the chimeric molecule, supporting the interpretation that the former are indeed acting as small molecule mimics of tendamistat.

  DOI：

  10.1021/ja00102a008

文献信息

• Cyclic Hexapeptides and Chimeric Peptides as Mimics of Tendamistat
  作者：Felicia A. Etzkorn、Tao Guo、Mark A. Lipton、Steven D. Goldberg、Paul A. Bartlett

  DOI：10.1021/ja00102a008

  日期：1994.11

  We describe the design and evaluation of structural mimics of tendamistat, a 74-residue proteinaceous inhibitor of alpha-amylase. Cyclic hexapeptides were designed in which the sequence Trp-Arg-Tyr is constrained to the i + 1 to i + 3 positions of a type I beta-turn; these compounds inhibit alpha-amylase with K-i values of 14-32 mu M, significantly more tightly than related linear tri- and hexapeptides. Incorporation of the bicyclic Nagai-Sato type II beta-turn mimic opposite the Trp-Arg-Tyr sequence in a chimeric molecule leads to a weaker inhibitor. NMR studies indicate that the desired beta-turn conformation is adopted by the cyclic hexapeptides but not by the chimeric molecule, supporting the interpretation that the former are indeed acting as small molecule mimics of tendamistat.