D-(1-13C)吡喃木糖 | 70849-21-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: D-(1-13C)吡喃木糖
• 中文别名: D-木糖-1-13C
• 英文名称: <1-13C>-D-xylose
• 英文别名: D-Xylose-1-(13)C；(3R,4S,5R)-(213C)oxane-2,3,4,5-tetrol
• CAS: 70849-21-7
• 化学式: C₅H₁₀O₅
• 分子量: 151.12
• InChiKey: SRBFZHDQGSBBOR-KOPVYNEGSA-N

物化性质

• 熔点：
  152-154 °C(lit.)
• 溶解度：
  甲醇（微溶，加热），水（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  L-丙氨酸-3-13C 、 D-(1-13C)吡喃木糖 在 phosphate buffer pH 6.0 作用下， 反应 1.0h， 生成 2-([2-13C]eth-1-yl)-4-hydroxy-5-[13C]methyl-3(2H)-furanone
  参考文献：
  名称：

  Formation of 4-Hydroxy-2,5-dimethyl-3(2H)-furanone and 4-Hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone through Maillard Reaction Based on Pentose Sugars

  摘要：

  The caramel-like smelling compounds 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF) and 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF) were identified by GC-MS and GC-MS/MS in Maillard reaction systems based on pentoses. The reaction was performed in a phosphate buffer by heating xylose, ribose, or arabinose with glycine or L-alanine at 90 degrees C for 1 h. HEMF was detected in the system pentose/alanine. HDMF was formed in both pentose/glycine and pentose/alanine systems as well as directly from pentoses. Experiments using C-13-labeled glycine and alanine suggest the incorporation of the Strecker degradation products formaldehyde and acetaldehyde into the pentose moiety, forming the furanones HDMF and HEMF, respectively. The presence of C-12-HDMF, which was approximately 30% of the total HDMF amount found in xylose/glycine, indicates that HDMF is partly formed by sugar fragmentation. The proposed mechanism for the formation of the furanones is based on decomposition of the Amadori compound via 2,3-enolization, chain elongation by the Strecker aldehydes, and reduction of the resulting acetylformoin-type intermediates to the target molecules.

  DOI：

  10.1021/jf950439o

文献信息

• Li, Elaine Yinan; Feather, Milton S., Journal of Carbohydrate Chemistry, 1994, vol. 13, # 3, p. 499 - 506
  作者：Li, Elaine Yinan、Feather, Milton S.

  DOI：——

  日期：——