BOC-alanylalanylvaline | 532926-62-8

• 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: BOC-alanylalanylvaline
• CAS: 532926-62-8
• 化学式: C₁₆H₂₉N₃O₆
• 分子量: 359.423
• InChiKey: OXRFJPWYYLZVHC-DCAQKATOSA-N

物化性质

• 沸点：
  625.6±50.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  133.83
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-氨基丁酸叔丁酯对甲苯磺酸盐 、 BOC-alanylalanylvaline 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到benzyl N-BOC-alanylalanylvalyl-4-aminobutyrate
  参考文献：
  名称：

  Synthesis and Evaluation of New Elastase Substrates as Tripartate Prodrugs

  摘要：

  Compounds consisting of a peptide sequence, 4-aminobutyric acid or 5-aminovaleric acid, respectively, as spacer units, and benzyl alcohol as a model leaving group have been prepared and tested for their ability to serve as substrates for porcine pancreatic elastase and human polymorphnuclear elastase. Those compounds containing an Ala-Ala-Ala sequence served as effective substrates for both enzymes. Hydrolytic cleavage, however, occurred exclusively at the ester bond, not at the pepticle-spacer bond. In order to direct the cleavage site from the ester to the amide bond the peptide sequence was varied. We introduced a proline residue in P-3 (in relation to the ester bond) which is known to prevent the cleavage of a substrate by elastase. No hydrolysis, however, either of the ester bond or of the pepticle-spacer bond, was found for these compounds.

  DOI：

  10.1002/1521-4184(200209)335:7<325::aid-ardp325>3.0.co;2-w
• 作为产物：
  描述：

  (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-methyl-thiobutyric acid S-benzyl ester 在 cucumisin 4,4'-联吡啶二硫醚 、 水 作用下， 以 二甲基亚砜 为溶剂， 生成 BOC-alanylalanylvaline
  参考文献：
  名称：

  Kaneda, Makoto; Minematsu, Yoshihiro; Powers, James C., Agricultural and Biological Chemistry, 1986, vol. 50, # 4, p. 1075 - 1076

  摘要：

  DOI：