Glc(a1-6)Glc(b1-6)a-Glc | 76419-51-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Glc(a1-6)Glc(b1-6)a-Glc
• 英文别名: (2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• CAS: 76419-51-7
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: FBJQEBRMDXPWNX-PUFXIOBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.9
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  gentibiose 、 蔗糖 在 sodium acetate 作用下， 以 水 为溶剂， 生成 Glc(a1-6)Glc(b1-6)a-Glc 、 Glc(a1-6)Glc(b1-6)b-Glc 、 Glc(a1-3)Glc(a1-6)Glc(b1-6)a-Glc 、 、 α-D-Glcp-(1->6)-α-D-Glcp-(1->6)-β-D-Glcp-(1->6)-D-Glcp 、 Glc(a1-6)Glc(a1-3)Glc(a1-6)Glc(b1-6)a-Glc 、
  参考文献：
  名称：

  Acceptor products of alternansucrase with gentiobiose. Production of novel oligosaccharides for food and feed and elimination of bitterness

  摘要：

  In the presence of suitable acceptor molecules, dextransucrase makes a homologous series of oligosaccharides in which the isomers differ by a single glucosyl unit, whereas alternansucrase synthesizes one trisaccharide, two tetrasaccharides, etc. Previously, we showed that alternansucrase only forms certain isomers of DP > 4 from maltose in measurable amounts, and that these oligosaccharides belong to the oligoatternan series rather than the oligodextran series. We now demonstrate that the acceptor products from gentiobiose, also formed in good yields (nearly 90% in unoptimized reactions), follow a pattern similar to those formed from maltose. The initial product is a single trisaccharide, alpha-D-Glcp-(1 -> 6)-beta-D-Glcp-(1 -> 6)-D-Glc. Two tetrasaccharides were formed in approximately equal quantities: alpha-D-Glcp-(1 -> 3)-alpha-DGlcp-(1 -> 6)-beta-D-Glcp-(1 -> 6)-D-Glc and alpha-D-Glcp-(1 -> 6)-alpha-D-Glcp-(1 -> 6)-alpha-D-Glcp-(1 -> 6)-D-Glc. just one pentasaccharide was isolated from the reaction mixture, alpha-D-Glcp-(1 -> 6)-alpha-D-Glcp-(1 -> 3)-alpha-D-Glcp(1 -> 6)-beta-D-Glcp-(1 -> 6)-D-Glc. Our hypothesis that the enzyme is incapable of forming two consecutive alpha-(1 -> 3) linkages, and does not form products with more than two consecutive alpha-(1 -> 6) linkages, apparently applies to other acceptors as well as to maltose. The glucosylation of gentiobiose reduces or eliminates its bitter taste. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2008.10.017

文献信息

• Acceptor products of alternansucrase with gentiobiose. Production of novel oligosaccharides for food and feed and elimination of bitterness
  作者：Gregory L. Côté

  DOI：10.1016/j.carres.2008.10.017

  日期：2009.1

  In the presence of suitable acceptor molecules, dextransucrase makes a homologous series of oligosaccharides in which the isomers differ by a single glucosyl unit, whereas alternansucrase synthesizes one trisaccharide, two tetrasaccharides, etc. Previously, we showed that alternansucrase only forms certain isomers of DP > 4 from maltose in measurable amounts, and that these oligosaccharides belong to the oligoatternan series rather than the oligodextran series. We now demonstrate that the acceptor products from gentiobiose, also formed in good yields (nearly 90% in unoptimized reactions), follow a pattern similar to those formed from maltose. The initial product is a single trisaccharide, alpha-D-Glcp-(1 -> 6)-beta-D-Glcp-(1 -> 6)-D-Glc. Two tetrasaccharides were formed in approximately equal quantities: alpha-D-Glcp-(1 -> 3)-alpha-DGlcp-(1 -> 6)-beta-D-Glcp-(1 -> 6)-D-Glc and alpha-D-Glcp-(1 -> 6)-alpha-D-Glcp-(1 -> 6)-alpha-D-Glcp-(1 -> 6)-D-Glc. just one pentasaccharide was isolated from the reaction mixture, alpha-D-Glcp-(1 -> 6)-alpha-D-Glcp-(1 -> 3)-alpha-D-Glcp(1 -> 6)-beta-D-Glcp-(1 -> 6)-D-Glc. Our hypothesis that the enzyme is incapable of forming two consecutive alpha-(1 -> 3) linkages, and does not form products with more than two consecutive alpha-(1 -> 6) linkages, apparently applies to other acceptors as well as to maltose. The glucosylation of gentiobiose reduces or eliminates its bitter taste. Published by Elsevier Ltd.