Cbz-Trp-Met-OMe | 16856-20-5

• 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: Cbz-Trp-Met-OMe
• 英文别名: L-Methionine, N-[(phenylmethoxy)carbonyl]-L-tryptophyl-, methyl ester；methyl (2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoyl]amino]-4-methylsulfanylbutanoate
• CAS: 16856-20-5
• 化学式: C₂₅H₂₉N₃O₅S
• 分子量: 483.588
• InChiKey: QAVXRITZLBAEFD-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Cbz-Trp-Met-OMe 在 双氧水 、 甲基三氧化铼(VII) 作用下， 以 乙醇 为溶剂， 以100%的产率得到(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methanesulfinyl-butyric acid methyl ester
  参考文献：
  名称：

  A novel oxidative side-chain transformation of α-amino acids and peptides by methyltrioxorhenium/H2O2 system

  摘要：

  N-Boc derivatives of Met, Cys, and Trp, the properties of which resemble those of the respective amino acid residues present in proteins, are efficiently oxidized by methyltrioxorhenium and H2O2. A high regioselectivity for the oxidation of these residues when embedded into peptides was also found. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.074

文献信息

• A novel oxidative side-chain transformation of α-amino acids and peptides by methyltrioxorhenium/H2O2 system
  作者：Francesco Lazzaro、Marcello Crucianelli、Francesco De Angelis、Veronica Neri、Raffaele Saladino

  DOI：10.1016/j.tetlet.2004.10.074

  日期：2004.12

  N-Boc derivatives of Met, Cys, and Trp, the properties of which resemble those of the respective amino acid residues present in proteins, are efficiently oxidized by methyltrioxorhenium and H2O2. A high regioselectivity for the oxidation of these residues when embedded into peptides was also found. (C) 2004 Elsevier Ltd. All rights reserved.