N_ε-(1-deoxy-D-lactulosyl-1)-L-lysine

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: N_ε-(1-deoxy-D-lactulosyl-1)-L-lysine
• 英文别名: ε-lactuloselysine；H-Lys(Lact)-OH；(2S)-2-amino-6-[[(2R,3S,4R,5R)-2,3,5-trihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methylamino]hexanoic acid
• 化学式: C₁₈H₃₄N₂O₁₂
• 分子量: 470.474
• InChiKey: JWSQBONNDPOGGW-NTRCCSDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.7
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  245
• 氢给体数：
  10
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  β-乳糖 在 吗啉 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N_ε-(1-deoxy-D-lactulosyl-1)-L-lysine
  参考文献：
  名称：

  Convenient Synthesis of Lactuloselysine and Its Use for LC-MS Analysis in Milk-like Model Systems

  摘要：

  The synthesis of the Amadori product lactuloselysine [N-epsilon-(1-deoxy-D-lactulosyl-1)-L-lysine] was obtained starting from FMOC-lysine-OR (N-alpha-9-fluorenylmethoxy-carbonyl-NepsilonH2-L-lysine-OH) and lactose. Compound identity was confirmed by MALDI-ToF, electrospray, and NMR analysis. A selective LC-MS procedure which allowed the detection of lactuloselysine up to 10 ng mL(-1) was set up and used to follow the formation of the compound in a lactose-lysine model system; quantification of this molecule after complete enzymatic hydrolysis of whey-proteins from milk samples was also performed.

  DOI：

  10.1021/jf990237i

文献信息

• Convenient Synthesis of Lactuloselysine and Its Use for LC-MS Analysis in Milk-like Model Systems
  作者：Francesco Vinale、Simona Maria Monti、Barbara Panunzi、Vincenzo Fogliano

  DOI：10.1021/jf990237i

  日期：1999.11.1

  The synthesis of the Amadori product lactuloselysine [N-epsilon-(1-deoxy-D-lactulosyl-1)-L-lysine] was obtained starting from FMOC-lysine-OR (N-alpha-9-fluorenylmethoxy-carbonyl-NepsilonH2-L-lysine-OH) and lactose. Compound identity was confirmed by MALDI-ToF, electrospray, and NMR analysis. A selective LC-MS procedure which allowed the detection of lactuloselysine up to 10 ng mL(-1) was set up and used to follow the formation of the compound in a lactose-lysine model system; quantification of this molecule after complete enzymatic hydrolysis of whey-proteins from milk samples was also performed.