methyl 2-[[(2S)-2-(prop-2-enoxycarbonylamino)-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoyl]amino]acetate | 145520-96-3

• 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: methyl 2-[[(2S)-2-(prop-2-enoxycarbonylamino)-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoyl]amino]acetate
• CAS: 145520-96-3
• 化学式: C₁₆H₂₆N₂O₁₁
• 分子量: 422.389
• InChiKey: MXSFAAWTBKWXHC-VGWZMKPKSA-N

物化性质

• 沸点：
  700.4±60.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  193
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Aloc-Ser-Gly-OMe 、 β-乳糖 反应 40.0h， 以13%的产率得到methyl 2-[[(2S)-2-(prop-2-enoxycarbonylamino)-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoyl]amino]acetate
  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

文献信息

• Enzymatic synthesis of β-galactosyldipeptides and of β-1,3-digalactosylserine derivatives using β-galactosidase
  作者：Sandra Attal、Sylvie Bay、Danièle Cantacuzene

  DOI：10.1016/s0040-4020(01)85615-5

  日期：1992.1

  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.