4-C-methyl-L-ribitol | 1033100-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-C-methyl-L-ribitol
• 英文别名: 2-C-methyl-D-ribitol；(2S,3R,4R)-2-methylpentane-1,2,3,4,5-pentol
• CAS: 1033100-02-5
• 化学式: C₆H₁₄O₅
• 分子量: 166.174
• InChiKey: MLMZDKFLNSRHDV-PBXRRBTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-C-methyl-L-ribitol 在 Gluconobacter thailandicus NBRC 3254 作用下， 以 水 为溶剂， 以65%的产率得到4-C-methyl-L-ribulose
  参考文献：
  名称：

  Towards the biotechnological isomerization of branched sugars: d-tagatose-3-epimerase equilibrates both enantiomers of 4-C-methyl-ribulose with both enantiomers of 4-C-methyl-xylulose

  摘要：

  Microbial oxidation of 2-C-methyl-D-ribitol and 2-C-methyl-D-arabinitol by Gluconobacter thailandicus NBRC 3254 produces 4-C-methyl-L-ribulose and 4-C-methyl-D-ribulose, respectively. Further, 4-C-methyl-L-ribulose and 4-C-methyl-D-ribulose were equilibrated by D-tagatose-3-epimerase (DTE) with 4-C-methyl-L-Xylulose and 4-C-methyl-D-XY11110se, respectively. These transformations demonstrate that polyol dehydrogenase and DTE act on branched synthetic sugars. The green preparation of all of the stereoisomers of 4-C-methyl pentuloses illustrates the ability of biotechnology to generate novel branched mono saccharides. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.047
• 作为产物：
  描述：

  2-C-甲基-D-核糖酸-1,4-内酯 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以100%的产率得到4-C-methyl-L-ribitol
  参考文献：
  名称：

  Towards the biotechnological isomerization of branched sugars: d-tagatose-3-epimerase equilibrates both enantiomers of 4-C-methyl-ribulose with both enantiomers of 4-C-methyl-xylulose

  摘要：

  Microbial oxidation of 2-C-methyl-D-ribitol and 2-C-methyl-D-arabinitol by Gluconobacter thailandicus NBRC 3254 produces 4-C-methyl-L-ribulose and 4-C-methyl-D-ribulose, respectively. Further, 4-C-methyl-L-ribulose and 4-C-methyl-D-ribulose were equilibrated by D-tagatose-3-epimerase (DTE) with 4-C-methyl-L-Xylulose and 4-C-methyl-D-XY11110se, respectively. These transformations demonstrate that polyol dehydrogenase and DTE act on branched synthetic sugars. The green preparation of all of the stereoisomers of 4-C-methyl pentuloses illustrates the ability of biotechnology to generate novel branched mono saccharides. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.047

文献信息

• Towards the biotechnological isomerization of branched sugars: d-tagatose-3-epimerase equilibrates both enantiomers of 4-C-methyl-ribulose with both enantiomers of 4-C-methyl-xylulose
  作者：Devendar Rao、Akihide Yoshihara、Pushpakiran Gullapalli、Kenji Morimoto、Goro Takata、Filipa P. da Cruz、Sarah F. Jenkinson、Mark R. Wormald、Raymond A. Dwek、George W.J. Fleet、Ken Izumori

  DOI：10.1016/j.tetlet.2008.03.047

  日期：2008.5

  Microbial oxidation of 2-C-methyl-D-ribitol and 2-C-methyl-D-arabinitol by Gluconobacter thailandicus NBRC 3254 produces 4-C-methyl-L-ribulose and 4-C-methyl-D-ribulose, respectively. Further, 4-C-methyl-L-ribulose and 4-C-methyl-D-ribulose were equilibrated by D-tagatose-3-epimerase (DTE) with 4-C-methyl-L-Xylulose and 4-C-methyl-D-XY11110se, respectively. These transformations demonstrate that polyol dehydrogenase and DTE act on branched synthetic sugars. The green preparation of all of the stereoisomers of 4-C-methyl pentuloses illustrates the ability of biotechnology to generate novel branched mono saccharides. (c) 2008 Elsevier Ltd. All rights reserved.