6(I)-α-glucosylpanose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6(I)-α-glucosylpanose
• 英文别名: Glc(a1-6)Glc(a1-4)[Glc(a1-6)]Glc；(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• 化学式: C₂₄H₄₂O₂₁
• 分子量: 666.585
• InChiKey: DQZUHLDDGPKLRM-WNPOOKDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.5
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  348
• 氢给体数：
  14
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  6(I)-α-glucosylpanose 在 Geobacillus stearothermophilus α-glucosidase 作用下， 反应 18.0h， 生成 葡萄糖
  参考文献：
  名称：

  Bioengineering of Leuconostoc mesenteroides Glucansucrases That Gives Selected Bond Formation for Glucan Synthesis and/or Acceptor-Product Synthesis

  摘要：

  The variations in glucosidic linkage specificity observed in products of different glucansucrases appear to be based on relatively small differences in amino acid sequences in their sugar-binding acceptor subsites. Various amino acid mutations near active sites of DSRBCB4 dextransucrase from Leuconostoc mesenteroides B-1299CB4 were constructed. A triple amino acid mutation (S642N/E643N/V644S) immediately next to the catalytic D641 (putative transition state stabilizing residue) converted DSRBCB4 enzyme from the synthesis of mainly alpha-(1 -> 6) dextran to the synthesis of alpha-(1 -> 6) glucan containing branches of alpha-(1 -> 3) and alpha-(1 -> 4) glucosidic linkages. The subsequent introduction of mutation V532P/V535I, located next to the catalytic D530 (nucleophile), resulted in the synthesis of an alpha-glucan containing increased branched alpha-(1 -> 4) glucosidic linkages (approximately 11%). The results indicate that mutagenesis can guide glucansucrase toward the synthesis of various oligosaccharides or novel polysaccharides with completely altered linkages without compromising high transglycosylation activity and efficiency.

  DOI：

  10.1021/jf104629g
• 作为产物：
  描述：

  蔗糖 、 麦芽糖 在 Leuconostoc mesenteroides B-1299CB₄ dextransucrase DSRBCB₄, triple mutant S₆₄₂N/E₆₄₃N/V₆₄₄S 、 calcium chloride 作用下， 生成 panose 、 6(I)-α-glucosylpanose 、 O-α-D-glucoryranosyl-(1->4)-O-<α-D-glucopyranosyl-(1->6)>-D-glucopyranose 、 α-D-glucopyranosyl-(1->6)-α-D-glucopyranosyl-(1->6)-α-D-glucopyranosyl-(1->4)-D-glucopyranose
  参考文献：
  名称：

  Bioengineering of Leuconostoc mesenteroides Glucansucrases That Gives Selected Bond Formation for Glucan Synthesis and/or Acceptor-Product Synthesis

  摘要：

  The variations in glucosidic linkage specificity observed in products of different glucansucrases appear to be based on relatively small differences in amino acid sequences in their sugar-binding acceptor subsites. Various amino acid mutations near active sites of DSRBCB4 dextransucrase from Leuconostoc mesenteroides B-1299CB4 were constructed. A triple amino acid mutation (S642N/E643N/V644S) immediately next to the catalytic D641 (putative transition state stabilizing residue) converted DSRBCB4 enzyme from the synthesis of mainly alpha-(1 -> 6) dextran to the synthesis of alpha-(1 -> 6) glucan containing branches of alpha-(1 -> 3) and alpha-(1 -> 4) glucosidic linkages. The subsequent introduction of mutation V532P/V535I, located next to the catalytic D530 (nucleophile), resulted in the synthesis of an alpha-glucan containing increased branched alpha-(1 -> 4) glucosidic linkages (approximately 11%). The results indicate that mutagenesis can guide glucansucrase toward the synthesis of various oligosaccharides or novel polysaccharides with completely altered linkages without compromising high transglycosylation activity and efficiency.

  DOI：

  10.1021/jf104629g

文献信息

• Bioengineering of Leuconostoc mesenteroides Glucansucrases That Gives Selected Bond Formation for Glucan Synthesis and/or Acceptor-Product Synthesis
  作者：Hee Kyoung Kang、Atsuo Kimura、Doman Kim

  DOI：10.1021/jf104629g

  日期：2011.4.27

  The variations in glucosidic linkage specificity observed in products of different glucansucrases appear to be based on relatively small differences in amino acid sequences in their sugar-binding acceptor subsites. Various amino acid mutations near active sites of DSRBCB4 dextransucrase from Leuconostoc mesenteroides B-1299CB4 were constructed. A triple amino acid mutation (S642N/E643N/V644S) immediately next to the catalytic D641 (putative transition state stabilizing residue) converted DSRBCB4 enzyme from the synthesis of mainly alpha-(1 -> 6) dextran to the synthesis of alpha-(1 -> 6) glucan containing branches of alpha-(1 -> 3) and alpha-(1 -> 4) glucosidic linkages. The subsequent introduction of mutation V532P/V535I, located next to the catalytic D530 (nucleophile), resulted in the synthesis of an alpha-glucan containing increased branched alpha-(1 -> 4) glucosidic linkages (approximately 11%). The results indicate that mutagenesis can guide glucansucrase toward the synthesis of various oligosaccharides or novel polysaccharides with completely altered linkages without compromising high transglycosylation activity and efficiency.