FmocNHN=CH(CH2)2NHBoc | 872554-76-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: FmocNHN=CH(CH2)2NHBoc
• 英文别名: tert-butyl N-[3-(9H-fluoren-9-ylmethoxycarbonylhydrazinylidene)propyl]carbamate
• CAS: 872554-76-2
• 化学式: C₂₃H₂₇N₃O₄
• 分子量: 409.485
• InChiKey: PEDFAPMFYPNQLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  89.02
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  FmocNHN=CH(CH2)2NHBoc 在 sodium cyanoborohydride 、 溶剂黄146 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 以68%的产率得到FmocNHNH(CH2)3NHBoc
  参考文献：
  名称：

  Aza-β3-amino acid containing peptidomimetics as cAMP-dependent protein kinase substrates

  摘要：

  Peptidomimetic analogs of the peptide RRASVA, known as the "minimal substrate" of the catalytic subunit of the cAMP-dependent protein kinase (PKA), were synthesized by consecutive replacement of natural amino acids by their aza-beta(3) analogs. The peptidomimetics were tested as PKA substrates and the kinetic parameters of the phosphorylation reaction were determined. It was found that the interaction of these peptidomimetics with the enzyme active center was sensitive to the location of the backbone modification, while the maximal rate of the reaction was practically not affected by the structure of substrates. The pattern of molecular recognition of peptidomimetics was in agreement with the results of structure modeling and also with the results of computational docking study of peptide and peptidomimetic substrates with the active center of PKA. It was concluded that the specificity determining factors which govern substrate recognition by the enzyme should be grouped along the phosphorylatable substrate, and such clustering might open new perspectives for pharmacophore design of peptides and peptide-like ligands. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2010.05.004
• 作为产物：
  描述：

  tert-butyl N-(3,3-diethoxypropyl)carbamate 在 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 32.0h， 生成 FmocNHN=CH(CH2)2NHBoc
  参考文献：
  名称：

  Stable peptide-based PACE4 inhibitors

  摘要：

  提供了PACE4抑制剂及其用于治疗感染和癌症的用途。特别地，提供了一种方法或用于治疗受试者癌症的用途，包括向受试者施用PACE4抑制剂或所披露的组合物的治疗有效量。

  公开号：

  US09809621B2

文献信息

• Design, synthesis and cardioprotective effect of a new class of dual-acting agents: Phenolic tetrahydro-β-carboline RGD peptidomimetic conjugates
  作者：Wei Bi、Jianhui Cai、Sanguang Liu、Michèle Baudy-Floc’h、Lanrong Bi

  DOI：10.1016/j.bmc.2007.08.022

  日期：2007.11

  In this study, a new class of phenolic tetrahydro-beta-carboline RGD peptidomimetic conjugates was designed and synthesized. The radical scavenging activities of these newly synthesized compounds 12a-c were evaluated in PC 12 cell survival assays. The NO scavenging activities of these compounds were confirmed in the acetylcholine-induced vasorelaxation assay. Compounds 12a-c were efficacious in a rat arterial thrombosis model, and were active in ADP- or PAF-induced in vitro platelet aggregation assays, which Suggests these compounds also possess anti-thrombotic activity. The beneficial effects of dual-acting agent 12c were demonstrated on the ischemia-reperfusion induced cardiac infarct size and oxidative change in an in vivo rat model. (C) 2007 Elsevier Ltd. All rights reserved.