2-deoxy-2-(propylamino)ascorbic acid

• 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: 2-deoxy-2-(propylamino)ascorbic acid
• 英文别名: 2-Deoxy-2-(propylamino)ascorbic acid；(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-4-(propylamino)-2H-furan-5-one
• 化学式: C₉H₁₅NO₅
• 分子量: 217.222
• InChiKey: WUXPJEBYYMPMDO-YLWLKBPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  99
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  正丙胺 、 L-threo-2,3-hexodiulosono-1,4-lactone 以 四氢呋喃 为溶剂， 反应 1.0h， 以4%的产率得到2-deoxy-2-(propylamino)ascorbic acid
  参考文献：
  名称：

  Reactions of Dehydroascorbic Acid with Primary Aliphatic Amines Including N^α-Acetyllysine

  摘要：

  The reaction of L-debydroascorbic acid (DHA) with primary aliphatic amines including N-alpha-acetyllysine was examined by HPLC A new aminoreductone, 2-deoxy-2-(propylamino)ascorbic acid (1) was isolated and the structure elucidated by spectroscopic data. Furthermore oxalic acid mono-(2) and diamides (3) were identified as important degradation products of DHA under Maillard conditions, 3-Deoxy-3-(alkylamino)ascorbic acids (4), typical condensation products of L-ascorbic acid and amines, were also detected in the reaction mixtures of DHA. All produces are formed under oxidative and nonoxidative conditions from DHA.

  DOI：

  10.1021/jf9601426

文献信息

• Reactions of Dehydroascorbic Acid with Primary Aliphatic Amines Including <i>N</i>^α-Acetyllysine
  作者：Bernd Larisch、Monika Pischetsrieder、Theodor Severin

  DOI：10.1021/jf9601426

  日期：1996.1.1

  The reaction of L-debydroascorbic acid (DHA) with primary aliphatic amines including N-alpha-acetyllysine was examined by HPLC A new aminoreductone, 2-deoxy-2-(propylamino)ascorbic acid (1) was isolated and the structure elucidated by spectroscopic data. Furthermore oxalic acid mono-(2) and diamides (3) were identified as important degradation products of DHA under Maillard conditions, 3-Deoxy-3-(alkylamino)ascorbic acids (4), typical condensation products of L-ascorbic acid and amines, were also detected in the reaction mixtures of DHA. All produces are formed under oxidative and nonoxidative conditions from DHA.