cyclo-Gln-Arg(Tos)-Pro-Ala-Lys(Z) | 544477-26-1

• 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: cyclo-Gln-Arg(Tos)-Pro-Ala-Lys(Z)
• 英文别名: cyclo[Ala-Lys(Cbz)(Cbz)-Gln-Arg(Tos)(Tos)-Pro]；benzyl N-[4-[(3S,6S,9S,12S,15S)-3-[3-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]propyl]-6-(3-amino-3-oxopropyl)-12-methyl-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazabicyclo[13.3.0]octadecan-9-yl]butyl]carbamate
• CAS: 544477-26-1
• 化学式: C₄₀H₅₆N₁₀O₁₀S
• 分子量: 869.012
• InChiKey: TYRYJGVXIZDCRG-LJEIBCANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  61
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  311
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  cyclo-Gln-Arg(Tos)-Pro-Ala-Lys(Z) 在 氢氟酸 作用下， 以64%的产率得到cyclo-Gln-Arg-Pro-Ala-Lys
  参考文献：
  名称：

  Synthesis and thrombolytic activity of fibrinogen fragment related cyclopeptides

  摘要：

  In the modification of the fibrinogen fragment related sequences ARPAK, QRPAK GRPAK and KRPAK, the corresponding cyclo-ARPAK, cyclo-QRPAK, cyclo-GRPAK, and cyclo-KRPAK were prepared in the diluted solution. The bioassay in vivo indicated that the thrombolytic potencies of cyclo-ARPAK, cyclo-GRPAK, cyclo-QRPAK, and cyclo-KRPAK were significantly higher than that of ARPAK, QRPAK, GRPAK, and KRPAK. In water, the cyclopeptides were incubated with pepsin or trypsin at 37degreesC for 64 h. There was no degradation product observed, on the other hand, with the same condition, the peptides were completely hydrolyzed in 8 h. The relationships among the rigidity or the conformation and the thrombolytic activity in vivo and the stability to enzyme-induced hydrolysis in vitro of the cyclopeptides were discussed. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)01072-7
• 作为产物：
  描述：

  Boc-Gln-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl 在 N-甲基吗啉 、 盐酸 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 cyclo-Gln-Arg(Tos)-Pro-Ala-Lys(Z)
  参考文献：
  名称：

  Synthesis and thrombolytic activity of fibrinogen fragment related cyclopeptides

  摘要：

  In the modification of the fibrinogen fragment related sequences ARPAK, QRPAK GRPAK and KRPAK, the corresponding cyclo-ARPAK, cyclo-QRPAK, cyclo-GRPAK, and cyclo-KRPAK were prepared in the diluted solution. The bioassay in vivo indicated that the thrombolytic potencies of cyclo-ARPAK, cyclo-GRPAK, cyclo-QRPAK, and cyclo-KRPAK were significantly higher than that of ARPAK, QRPAK, GRPAK, and KRPAK. In water, the cyclopeptides were incubated with pepsin or trypsin at 37degreesC for 64 h. There was no degradation product observed, on the other hand, with the same condition, the peptides were completely hydrolyzed in 8 h. The relationships among the rigidity or the conformation and the thrombolytic activity in vivo and the stability to enzyme-induced hydrolysis in vitro of the cyclopeptides were discussed. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)01072-7

文献信息

• Synthesis and thrombolytic activity of fibrinogen fragment related cyclopeptides
  作者：Ming Zhao、Na Lin、Chao Wang、Shiqi Peng

  DOI：10.1016/s0960-894x(02)01072-7

  日期：2003.3

  In the modification of the fibrinogen fragment related sequences ARPAK, QRPAK GRPAK and KRPAK, the corresponding cyclo-ARPAK, cyclo-QRPAK, cyclo-GRPAK, and cyclo-KRPAK were prepared in the diluted solution. The bioassay in vivo indicated that the thrombolytic potencies of cyclo-ARPAK, cyclo-GRPAK, cyclo-QRPAK, and cyclo-KRPAK were significantly higher than that of ARPAK, QRPAK, GRPAK, and KRPAK. In water, the cyclopeptides were incubated with pepsin or trypsin at 37degreesC for 64 h. There was no degradation product observed, on the other hand, with the same condition, the peptides were completely hydrolyzed in 8 h. The relationships among the rigidity or the conformation and the thrombolytic activity in vivo and the stability to enzyme-induced hydrolysis in vitro of the cyclopeptides were discussed. (C) 2003 Published by Elsevier Science Ltd.