(3S)-4-[[(2S,3S)-1-[[2-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2R)-3-[[[2-(8-acetyloxy-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl)acetyl]amino]methylsulfanyl]-1-[[(2S)-1-[[(1S)-1-carboxyethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-5-amino-1,5-dioxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-[[(2S)-2-amino-3-methylbutanoyl]amino]-4-oxobutanoic acid | 1264863-16-2

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: (3S)-4-[[(2S,3S)-1-[[2-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2R)-3-[[[2-(8-acetyloxy-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl)acetyl]amino]methylsulfanyl]-1-[[(2S)-1-[[(1S)-1-carboxyethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-5-amino-1,5-dioxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-[[(2S)-2-amino-3-methylbutanoyl]amino]-4-oxobutanoic acid
• CAS: 1264863-16-2
• 化学式: C₆₀H₁₀₂N₁₈O₂₀S
• 分子量: 1427.64
• InChiKey: NPYLBWKFHTVBBD-VWWLQRBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.9
• 重原子数：
  99
• 可旋转键数：
  45
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  632
• 氢给体数：
  19
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  (3S)-4-[[(2S,3S)-1-[[2-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2R)-3-[[[2-(8-acetyloxy-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl)acetyl]amino]methylsulfanyl]-1-[[(2S)-1-[[(1S)-1-carboxyethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-5-amino-1,5-dioxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-[[(2S)-2-amino-3-methylbutanoyl]amino]-4-oxobutanoic acid 在 盐酸胍 、 苯硫酚 、 肼 作用下， 反应 8.0h， 以93%的产率得到Val-Asp-Ile-Gly-Gly-Ser-Arg-Gln-Gly-Cys-Val-Ala
  参考文献：
  名称：

  Hydrazine-Sensitive Thiol Protecting Group for Peptide and Protein Chemistry

  摘要：

  In the search for a new Cys side-chain protecting group that is compatible to the solid-phase peptide synthesis yet can be removed under mild conditions, the Hqm and Hgm groups that are readily deprotected by using aqueous hydrazine have been developed. The utility of these groups for peptide and protein chemistry is tested by the total synthesis of a peptide antibiotic trifolitoxin and the human neutrophil defensin hNP2.

  DOI：

  10.1021/ol1028755