α-D-Galp-(1->6)-α-D-Galp-O-Me

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-Galp-(1->6)-α-D-Galp-O-Me
• 英文别名: methyl α-D-galactopyranosyl-(1->6)-α-D-galactopyranoside；Gal(a1-6)a-Gal1Me；(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• 化学式: C₁₃H₂₄O₁₁
• 分子量: 356.327
• InChiKey: ZQPVHVKWCGZNDW-UTQKIZKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Α-D-乳酸吡喃糖苷甲酯 、 4-硝基苯基-α-D-吡喃半乳糖苷 在 α-galactosidase Aga T from Bacillus stearothermophilus 作用下， 以 phosphate buffer 为溶剂， 反应 7.0h， 以143 mg的产率得到α-D-Galp-(1->6)-α-D-Galp-O-Me
  参考文献：
  名称：

  Comparative study of new α-galactosidases in transglycosylation reactions

  摘要：

  We have studied the potential of several newly cloned a-galactosidases to catalyze the regioselective synthesis of disaccharides using 4-nitrophenylgalactoside as a donor. The kinetics of the reactions were followed by in situ NMR spectroscopy. The following thermophilic enzymes have been tested: Aga A and an isoenzyme Aga B obtained from the strain KVE39 and Aga 285 from the strain IT285 of Bacillus stearothermophilus; Aga T is an alpha-galactosidase from Thermus brockianus (strain IT360). Two other non-thermophilic oc-galactosidases have also been evaluated: Aga I (Streptococcus mutans, strain Ingbritt) and Raf A (Escherichia coli, strain D1021). For all of the enzymes studied, high regioselectivity was observed leading to two (1 --> 6)-disaccharides: 4-nitrophenyl alpha-D-galactopyranosyl-( 1 --> 6)-alpha-D-galactopyranoside and methyl alpha-D-galactopyranosyl-(1 --> 6)-alpha-D-galactopyranoside, which were obtained in 54% (Aga B) and 20% (Aga T) yields, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00170-1

文献信息

• α-Galactosyl fluoride in transfer reactions mediated by the green coffee beans α-galactosidase in ice
  作者：Petra Spangenberg、Corinne André、Virginie Langlois、Michel Dion、Claude Rabiller

  DOI：10.1016/s0008-6215(01)00309-3

  日期：2002.2

  We show that the yields in saccharide synthesis by tranglycosylation with alpha-galactosidase from green coffee beans can be greatly enhanced when working in ice. Thus, methyl alpha-D-galactopyranosyl-(1-->3)-alpha-D-galactopyranoside (3a) produced by reaction of alpha-D-galactopyranosyl fluoride 1 with methyl alpha-D-galactopyranoside (2) is obtained with 51% yield in ice while only 29% is synthesized at 37 degreesC. This result, already previously found by others with proteases and by us with a P-galactosidase appears to be a general property of hydrolases. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Comparative study of new α-galactosidases in transglycosylation reactions
  作者：Petra Spangenberg、Corinne André、Michel Dion、Claude Rabiller、Ralf Mattes

  DOI：10.1016/s0008-6215(00)00170-1

  日期：2000.10

  We have studied the potential of several newly cloned a-galactosidases to catalyze the regioselective synthesis of disaccharides using 4-nitrophenylgalactoside as a donor. The kinetics of the reactions were followed by in situ NMR spectroscopy. The following thermophilic enzymes have been tested: Aga A and an isoenzyme Aga B obtained from the strain KVE39 and Aga 285 from the strain IT285 of Bacillus stearothermophilus; Aga T is an alpha-galactosidase from Thermus brockianus (strain IT360). Two other non-thermophilic oc-galactosidases have also been evaluated: Aga I (Streptococcus mutans, strain Ingbritt) and Raf A (Escherichia coli, strain D1021). For all of the enzymes studied, high regioselectivity was observed leading to two (1 --> 6)-disaccharides: 4-nitrophenyl alpha-D-galactopyranosyl-( 1 --> 6)-alpha-D-galactopyranoside and methyl alpha-D-galactopyranosyl-(1 --> 6)-alpha-D-galactopyranoside, which were obtained in 54% (Aga B) and 20% (Aga T) yields, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.