Boc-Arg(Tos)-Gly-Asp(OcHex)-Val-OBzl | 152020-32-1

• 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: Boc-Arg(Tos)-Gly-Asp(OcHex)-Val-OBzl
• CAS: 152020-32-1
• 化学式: C₄₂H₆₁N₇O₁₁S
• 分子量: 872.053
• InChiKey: FNZVTRALRMOEAS-UEMWQVMZSA-N

物化性质

• 熔点：
  79-81 °C
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  61.0
• 可旋转键数：
  20.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  260.28
• 氢给体数：
  7.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  Boc-Arg(Tos)-Gly-Asp(OcHex)-Val-OBzl 在 N-甲基吗啉 、 盐酸 、 N,N'-二环己基碳二亚胺 作用下， 生成 1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetyl-Arg(Tos)-Gly-Asp(OcHex)-Val-OBzl
  参考文献：
  名称：

  Synthesis and bioactivities of nitronyl nitroxide and RGD containing pseudopeptides

  摘要：

  1-(1',3'-Dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetic acid (3), and 1-(1',3'-dioxyl-4',4',5',5'-tetramethyldihydroimidazol-2'-yl)-phenyl-4-yloxylacetyl-RGDS (13), -RGDV (14), -RGDF (15) were synthesized. The ESR measurement gave the same spectroscopy for 3 and 13-15. The NO scavenging tests in vitro, anti-platelet aggregation tests in vitro and the anti-thrombosis assay in vivo indicated that introducing 3 into the N-terminal of RGDS, RGDV and RGDF the corresponding bioactivities for both of 3 and RGD peptides can be remained completely. The present combinations provided a beneficial strategy for simultaneous scavenging NO and anti-thrombosis, and for the use of spin label of RGD peptides in the conformational researches. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.041
• 作为产物：
  描述：

  ((S)-1-benzylcarbamoyl-2-methyl-propyl)-carbamic acid tert-butyl ester 生成 Boc-Arg(Tos)-Gly-Asp(OcHex)-Val-OBzl
  参考文献：
  名称：

  Dual-acting agents that possess free radical scavenging and antithrombotic activities: Design, synthesis, and evaluation of phenolic tetrahydro-β-carboline RGD peptide conjugates

  摘要：

  A new approach to construct a single dual-acting agent is described. Compounds 6a-c are potent free radical scavengers as demonstrated by the EC50 values in PC12 cell survival assay in term of NO, H2O2, and (OH)-O-. scavenging activity. The Ach-induced vaso-relaxation assay further confirms the potent NO scavenging activity of compounds 6a-c. In addition, 6a-c are efficacious in a rat arterial thrombosis, and are active in ADP- or PAF-induced in vitro platelet aggregation assay, suggesting that compounds 6a-c also possess anti-thrombotic activities. Since both free radical and thrombogenesis are important risk factors in myocardial ischemic/reperfusion injuries, these dual-acting agents having both free radical scavenging and antithrombolic activities may potentially be beneficial toward their treatment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.024

文献信息

• Zhao, Ming; Peng, Shiqi, Advanced Synthesis and Catalysis, 1999, vol. 341, # 7, p. 668 - 676
  作者：Zhao, Ming、Peng, Shiqi

  DOI：——

  日期：——
• Synthesis and antithrombotic activity of carbolinecarboxyl RGD sequence
  作者：Na Lin、Ming Zhao、Chao Wang、Shiqi Peng

  DOI：10.1016/s0960-894x(01)00809-5

  日期：2002.2

  3S-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid, RGDS, RGDV, RGDF and their linkers were synthesized. The anti-aggregation and adhesion of platelet indicated that the in vitro activities of the linkers remained at the same level as RGDS, RGDV, and RGDF (p > 0.05). The antithrombotic activities in vivo suggested, however, that the potencies of RGDS, RGDV and RGDF were enhanced by the introduction of 3S-1,2,3,4-tetrahydo-beta-carboline-3-carboxyl group into their alpha amino group (p < 0.05, 0.01 or 0.001). (C) 2002 Elsevier Science Ltd. All rights reserved.