Boc-Gln-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl | 202411-04-9

• 英文名称: Boc-Gln-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl
• 英文别名: benzyl (2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[[(2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-6-(phenylmethoxycarbonylamino)hexanoate
• CAS: 202411-04-9
• 化学式: C₅₂H₇₂N₁₀O₁₃S
• 分子量: 1077.27
• InChiKey: PYTHUHVYIXOPFQ-QZSSTNKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  76.0
• 可旋转键数：
  27.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  335.71
• 氢给体数：
  9.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  Boc-Gln-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl 在 sodium hydroxide 作用下， 生成 Boc-Gln-Arg(Tos)-Pro-Ala-Lys(Z)-OH
  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-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl 在 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 51.0h， 生成 Boc-Gln-Arg(Tos)-Pro-Ala-Lys(Z)-OBzl
  参考文献：
  名称：

  A new class of β-carboline alkaloid-peptide conjugates with therapeutic efficacy in acute limb ischemia/reperfusion injury

  摘要：

  We describe a novel class of beta-carboline alkaloid-peptide conjugates that possess both free radical scavenging and thrombolytic activity. These conjugates demonstrate therapeutic efficacy in a rat arterial thrombosis assay, as well as free radical scavenging capacity as evaluated in a PC12 cell survival assay. Our results indicate that beta-carboline alkaloid-peptide conjugate 26a exerts a significant protective effect against local and remote organ injury induced by limb I/R injury in the rat. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.01.021

文献信息

• Synthesis and Biological Activity of Nitronyl Nitroxide Containing Peptides
  作者：Ming Zhao、Junling Liu、Chao Wang、Lili Wang、Hu Liu、Shiqi Peng

  DOI：10.1021/jm050050k

  日期：2005.6.1

  [1-(1 ',3 '-Dioxyl-4 ',4 ',5 ',5 '-tetramethyldihydroimidazol-2-yl)-phenyl-4-yl]oxyacetic acid (4), a nitronyl nitroxide, and its peptide derivatives, N-[1-(1 ',3 '-dioxyl-4 ',4 ',5 ',5 '-tetramethyldihydroimidazol-2-yl)-phenyl-4-yl]oxyacetyl-ARPAK (9a), -GRPAK (9b), and -QRPAK (9c), were synthesized and characterized. Judging from the results of electron spin resonance analysis, the newly synthesized nitronyl nitroxide containing peptides, 9a, 9b, and 9c, demonstrated the characteristics of free radicals. The free radical scavenging activities of 9a, 9b, and 9c were assessed using in vitro free radical scavenging tests. The thrombolysis effect of 9a, 9b, and 9c was evaluated using an euglobulin clot lysis test, a fibrinolytic lysis test, and in vivo thrombolysis tests. Results indicated that these nitronyl nitroxide containing peptides possessed both free radical scavenging activity and thrombolytic activity.
• Zhao, Ming; Peng, Shiqi, Advanced Synthesis and Catalysis, 1999, vol. 341, # 7, p. 668 - 676
  作者：Zhao, Ming、Peng, Shiqi

  DOI：——

  日期：——