c(GSWKWP) | 1192363-34-0

• 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: c(GSWKWP)
• 英文别名: cyclo[Gly-Ser-Trp-Lys-Trp-Pro]；(3S,6S,9S,12S,18S)-6-(4-aminobutyl)-12-(hydroxymethyl)-3,9-bis(1H-indol-3-ylmethyl)-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosane-2,5,8,11,14,17-hexone
• CAS: 1192363-34-0
• 化学式: C₃₈H₄₇N₉O₇
• 分子量: 741.847
• InChiKey: CEKWORVPAYGYCK-XDIGFQIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  54
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  244
• 氢给体数：
  9
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Fmoc-甘氨酸 、 Fmoc-L-脯氨酸 、 FMOC-O-叔丁基-L-丝氨酸 、 N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 、 Fmoc-L-色氨酸(Boc)-OH 在 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 c(GSWKWP)
  参考文献：
  名称：

  Identification of new agonists of urotensin-II from a cyclic peptide library

  摘要：

  Urotensin-II (UT-II) is thought to be involved in the regulation of cardiovascular homeostasis and pathology. A head-to-tail cyclic hexapeptide library based on UT-II sequence was designed, synthesized, and evaluated by the activity on the UT-II receptor (GPR-14). A new synthetic sequence, WK[Xaa] (Xaa: amino acid with aromatic side chain), was identified as a characteristic minimum fragment activating hUT-II receptor instead of the WK[Y] sequence. Compound 1 showed an agonistic activity with an EC50 value of 6.94 nM. The conformational investigation suggested that 1 did not have typical secondary structure in the message sequence. Structural analyses may enable us to investigate the active conformation of UT-II and lead to the identification of new ligands for GPR-14. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.058