(S)-2-(2-aminoethylthio)-4-methylpentanoic acid | 61844-81-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-(2-aminoethylthio)-4-methylpentanoic acid
• 英文别名: H-Glyψ(CH2S)Leu-OH；(S)-(-)-2-(β-Aminoethylmercapto)-4-methylvaleriansaeure；(2S)-2-[(2-Aminoethyl)sulfanyl]-4-methylpentanoic acid；(2S)-2-(2-aminoethylsulfanyl)-4-methylpentanoic acid
• CAS: 61844-81-3
• 化学式: C₈H₁₇NO₂S
• 分子量: 191.294
• InChiKey: SDUXPZWPIXGGNQ-ZETCQYMHSA-N

物化性质

• 沸点：
  316.4±27.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  88.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-aminoethylthio)-4-methylpentanoic acid 在 盐酸 、 1-羟基苯并三唑 、 对甲苯磺酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 N-<(1S)-(1-methoxycarbonyl-2-methylpropyl)carbamoyl>-L-leucylglycyl-Ψ(CH2S)-leucine benzyl ester
  参考文献：
  名称：

  Dutta, Anand S.; Giles, Michael, B.; Gormley, James J., Journal of the Chemical Society. Perkin transactions I, 1987, p. 111 - 120

  摘要：

  DOI：
• 作为产物：
  描述：

  D-亮氨酸 在 三乙胺 、 potassium bromide 、 sodium nitrite 作用下， 以 硫酸 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 (S)-2-(2-aminoethylthio)-4-methylpentanoic acid
  参考文献：
  名称：

  Dutta, Anand S.; Giles, Michael, B.; Gormley, James J., Journal of the Chemical Society. Perkin transactions I, 1987, p. 111 - 120

  摘要：

  DOI：

文献信息

• Antagonists of substance P. Further modifications of SP antagonists obtained by replacing either positions 7, 9 or 7, 8 and 11 of SP with D-amino acid residues
  作者：Anand S. Dutta、James J. Gormley、Anthony S. Graham、Ian Briggs、James W. Growcott、Alec Jamieson

  DOI：10.1021/jm00157a009

  日期：1986.7

  Antagonists of SP and the C-terminal (6-11)-hexapeptide have been obtained by multiple D-amino acid substitutions in various positions of SP and by protecting the N alpha-Arg1 and N epsilon Lys3 amino groups with benzyloxycarbonyl groups. On the guinea pig ileum a number of these antagonized both SP and the hexapeptide. Except [N alpha-Z-Arg1,D-Pro2,N epsilon-Z-Lys3,Asn5,Arg6,D-Phe7,D-Trp9]-SP-OMe (4) and the corresponding amide 7, which were more potent antagonists of SP than the hexapeptide, all the others, e.g., [N alpha-Z-Arg1,D-Pro2,4,N epsilon-Z-Lys3,D-Phe7,8,Sar9,D-Met11]-SP-OMe (9), [N alpha-Z-Arg1,D-Pro2,4,N epsilon-Z-Lys3,D-Phe7,8,Sar9,MeLeu10,D-Met11]-SP -OMe (11), were more potent antagonists of the hexapeptide. On the rat spinal cord preparation, most of the antagonists were only active against the hexapeptide. A few antagonized SP, but these also reduced carbachol or both carbachol and glutamate responses. Two of the antagonists, [D-Pro2,Asn5,Lys6,D-Phe7,D-Trp9]-SP-OMe (2) and [Boc-D-Pro4,D-Phe7,8,Sar9,D-Met11]-SP(4-11)-OMe (10), were inactive on the ileum but still antagonized the hexapeptide on the spinal cord. The smallest peptides to antagonize SP and the hexapeptide were two heptapeptides, 6 and 21, [Z-Asn5,Arg6,D-Phe7,8,Gly9 psi (CH2S)D-Leu10,D-Met11]-SP(5-11)-OMe (21) being more potent than 6. None of the antagonists showed significant analgesic activity without side effects. Some of the antagonists were shown to release histamine from isolated rat peritoneal cells.
• Peptide-gap inhibitors. 2. Stereoselective synthesis of enantiomeric dipeptide analogs of glycylleucine which contain methylene thioether groups substituted for peptide linkages
  作者：John A. Yankeelov、Kam-Fook Fok、Donna J. Carothers

  DOI：10.1021/jo00402a044

  日期：1978.4
• YANKEELOV, JOHN A. , JR.;FOK, KAM-FOOK
  作者：YANKEELOV, JOHN A. , JR.、FOK, KAM-FOOK

  DOI：——

  日期：——
• Dutta, Anand S.; Giles, Michael, B.; Gormley, James J., Journal of the Chemical Society. Perkin transactions I, 1987, p. 111 - 120
  作者：Dutta, Anand S.、Giles, Michael, B.、Gormley, James J.、Williams, Joseph C.、Kusner, Edward J.

  DOI：——

  日期：——