Fmoc-Glu(t-Bu) 2,4,5-trichlrophenyl ester | 914615-60-4

• 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: Fmoc-Glu(t-Bu) 2,4,5-trichlrophenyl ester
• 英文别名: 5-O-tert-butyl 1-O-(2,4,5-trichlorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanedioate
• CAS: 914615-60-4
• 化学式: C₃₀H₂₈Cl₃NO₆
• 分子量: 604.914
• InChiKey: PZIPXURAMBMKOC-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Fmoc-Phe 2,4,5-trichlrophenyl ester 、 Fmoc-2-氨基异丁酸 、 Fmoc-Glu(t-Bu) 2,4,5-trichlrophenyl ester 、 N-Fmoc-1-氨基环丙烷羧酸 生成 Ac-Phe-Met-Aib-Tyr-Trp-Glu-Ac₃c-Leu-NH2
  参考文献：
  名称：

  Discovery of Potent Antagonists of the Interaction between Human Double Minute 2 and Tumor Suppressor p53

  摘要：

  DOI：

  10.1021/jm990966p
• 作为产物：
  描述：

  2,4,5-三氯苯酚 在 吡啶 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Fmoc-Glu(t-Bu) 2,4,5-trichlrophenyl ester
  参考文献：
  名称：

  Synthesis of aryl esters of protected amino acids from aryl sulfonates

  摘要：

  Aryl esters of Boc- and Fmoc-protected amino acids derived from electron-deficient phenols have been prepared in good yields from aryl 4-nitrobenzenesulfonates in the presence of l-hydroxy-benzotriazole as catalyst. (C) 1999 Published by Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4039(99)01178-8

文献信息

• Discovery of 3-Aminobenzyloxycarbonyl as an N-Terminal Group Conferring High Affinity to the Minimal Phosphopeptide Sequence Recognized by the Grb2-SH2 Domain
  作者：Pascal Furet、Brigitte Gay、Carlos García-Echeverría、Joseph Rahuel、Heinz Fretz、Joseph Schoepfer、Giorgio Caravatti

  DOI：10.1021/jm9702185

  日期：1997.10.1

  The observation that anthranilic acid as N-terminal group produces a dramatic increase of the binding affinity of the phosphopeptide sequence Glu-pTyr-Ile-Asn for the Grb2-SH2 domain was rationalized by molecular modeling. The model, which invokes a stacking interaction between the N-terminal group and the SH2 domain residue Arg alpha A2, was subsequently used to design the 3-aminobenzyloxycarbonyl N-terminal group. The latter confers high affinity (IC50 = 65 nM in an ELISA assay) to the minimal sequence pTyr-Ile-Asn recognized by the Grb2-SH2 domain.