(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester | 145521-01-3

• 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-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester
• CAS: 145521-01-3
• 化学式: C₁₈H₃₂N₂O₁₁
• 分子量: 452.459
• InChiKey: BCRKJUXEIZMONR-XYZZWKNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.63
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  193.11
• 氢给体数：
  6.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  Boc-L-Ala-L-Ser-OMe 、 β-乳糖 反应 72.0h， 以5%的产率得到(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester
  参考文献：
  名称：

  Enzymatic synthesis of β-galactosyldipeptides and of β-1,3-digalactosylserine derivatives using β-galactosidase

  摘要：

  The transgalactosidation from lactose to dipeptides has been achieved using beta-galactosidase from E. Coli as catalyst. Two series of dipeptides have been studied, each of them containing a serine residue. The best condensations occur when serine is at the N-terminal end of the dipeptide. Mild hydrolysis of the ester group of the labile glycosyl-dipeptide derivatives has been achieved using subtilisin. We also describe the condensation of lactose with beta-galactosyl serine to give beta-1,3-digalactosyl-serine derivatives.

  DOI：

  10.1016/s0040-4020(01)85615-5