(S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-((2S,3R)-2-Amino-3-hydroxy-butyrylamino)-4-methyl-pentanoylamino]-4-methyl-pentanoylamino}-4-carboxy-butyrylamino)-4-methyl-pentanoylamino]-propionylamino}-5-guanidino-pentanoic acid

• 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: (S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-((2S,3R)-2-Amino-3-hydroxy-butyrylamino)-4-methyl-pentanoylamino]-4-methyl-pentanoylamino}-4-carboxy-butyrylamino)-4-methyl-pentanoylamino]-propionylamino}-5-guanidino-pentanoic acid
• 英文别名: (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[[(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
• 化学式: C₃₆H₆₆N₁₀O₁₁
• 分子量: 814.98
• InChiKey: IVLBOGPFTPEIOB-UNRDKQAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  57
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  360
• 氢给体数：
  12
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  硫代异氰酸苯酯 、 (S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-((2S,3R)-2-Amino-3-hydroxy-butyrylamino)-4-methyl-pentanoylamino]-4-methyl-pentanoylamino}-4-carboxy-butyrylamino)-4-methyl-pentanoylamino]-propionylamino}-5-guanidino-pentanoic acid 在 吡啶 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 (S)-2-((S)-2-{(S)-2-[(S)-4-Carboxy-2-((S)-2-{(S)-2-[(2S,3R)-3-hydroxy-2-(3-phenyl-thioureido)-butyrylamino]-4-methyl-pentanoylamino}-4-methyl-pentanoylamino)-butyrylamino]-4-methyl-pentanoylamino}-propionylamino)-5-guanidino-pentanoic acid
  参考文献：
  名称：

  Promotion and Stabilization of b ₁ ions in Peptide Phenythiocarbamoyl Derivatives: Analogies with Condensed‐phase Chemistry

  摘要：

  The preparation of the N-terminal phenylthiocarbamoyl (PTC) derivative is the first step in the condensed phase chemistry employed in the Edman method for peptide sequencing; subsequent treatment with anhydrous acid effects cleavage of the N-terminal peptide bond yielding a derivatized amino acid and a truncated peptide. Low-energy collisional activation of peptide PTC derivative [M+2H](2+) ions during electrospray tandem mass spectrometry results in highly favoured cleavage of the N-terminal peptide bond yielding complementary b(1) and y(n-1) fragments. The cleavage is evidently promoted by protonation of the peptide backbone. The apparently close mechanistic similarity between the gas-phase and condensed-phase processes may be readily understood in terms of current thinking concerning the mechanism of formation of b-type ions, which involves nucleophilic attack by an N-terminal carbonyl moiety on the carbonyl carbon of the first peptide bond. Collisionally activated decomposition of source-formed b(1) ions from a peptide PTC derivative is consistent with ion rearrangement similar to the PTC-phenylthiohydantoin isomerization observed in the condensed phase. (C) 1997 by John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1096-9888(199702)32:2<225::aid-jms471>3.0.co;2-#