N-pentenoyl-L-4,4'-biphenylalanine cyanomethyl ester | 1332617-63-6

• 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: N-pentenoyl-L-4,4'-biphenylalanine cyanomethyl ester
• 英文别名: cyanomethyl (2S)-2-(pent-4-enoylamino)-3-(4-phenylphenyl)propanoate
• CAS: 1332617-63-6
• 化学式: C₂₂H₂₂N₂O₃
• 分子量: 362.428
• InChiKey: KGSZDPPFJSZTEQ-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  79.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-pentenoyl-L-4,4'-biphenylalanine cyanomethyl ester 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 144.0h， 生成
  参考文献：
  名称：

  A New Strategy for the Synthesis of Bisaminoacylated tRNAs

  摘要：

  Tandemly activated tRNAs participate effectively in protein synthesis and exhibit superior chemical and biochemical stability compared to the more commonly used singly aminoacylated tRNAs. While several bisaminoacylated tRNAs have been prepared via the T4 RNA ligase-mediated condensation of bisaminoacylated pdCpAs and abbreviated tRNA transcripts (tRNA-C(OH)), the bisaminoacylated pdCpAs are difficult to prepare when using bulky amino acids. Described herein is a new strategy for preparing bisaminoacylated tRNAs, applicable even for bulky amino acids.

  DOI：

  10.1021/ol201993c
• 作为产物：
  描述：

  4-戊烯酸 在 碳酸氢钠 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 38.0h， 生成 N-pentenoyl-L-4,4'-biphenylalanine cyanomethyl ester
  参考文献：
  名称：

  A New Strategy for the Synthesis of Bisaminoacylated tRNAs

  摘要：

  Tandemly activated tRNAs participate effectively in protein synthesis and exhibit superior chemical and biochemical stability compared to the more commonly used singly aminoacylated tRNAs. While several bisaminoacylated tRNAs have been prepared via the T4 RNA ligase-mediated condensation of bisaminoacylated pdCpAs and abbreviated tRNA transcripts (tRNA-C(OH)), the bisaminoacylated pdCpAs are difficult to prepare when using bulky amino acids. Described herein is a new strategy for preparing bisaminoacylated tRNAs, applicable even for bulky amino acids.

  DOI：

  10.1021/ol201993c

文献信息

• Probing of CD4 binding pocket of HIV-1 gp120 glycoprotein using unnatural phenylalanine analogues
  作者：Xiaobo Yu、Poulami Talukder、Chandrabali Bhattacharya、Nour Eddine Fahmi、Jamie A. Lines、Larisa M. Dedkova、Joshua LaBaer、Sidney M. Hecht、Shengxi Chen

  DOI：10.1016/j.bmcl.2014.10.058

  日期：2014.12

  CD4-gp120 interaction is the first step for HIV-1 entry into host cells. A highly conserved pocket in gp120 protein is an attractive target for developing gp120 inhibitors or novel HIV detection tools. Here we incorporate seven phenylalanine derivatives having different sizes and steric conformations into position 43 of domain 1 of CD4 (mD1.2) to explore the architecture of the 'Phe43 cavity' of HIV-1 gp120. The results show that the conserved hydrophobic pocket in gp120 tolerates a hydrophobic side chain of residue 43 of CD protein, which is 12.2 angstrom in length and 8.0 angstrom in width. This result provides useful information for developing novel gp120 inhibitors or new HIV detection tools. Published by Elsevier Ltd.