Stachyose | 1197349-63-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Stachyose
• 英文别名: α-D-glucopyranosyl-(1->6)-α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1->2)-β-D-fructofuranoside；Glc(a1-6)Gal(a1-6)Glc(a1-2b)Fruf；(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6S)-6-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1197349-63-5
• 化学式: C₂₄H₄₂O₂₁
• 分子量: 666.585
• InChiKey: UQZIYBXSHAGNOE-UGNDLXISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8
• 重原子数：
  45
• 可旋转键数：
  11
• 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

• 作为产物：
  描述：

  α-D-galactopyranosyl-(1->6)-O-α-D-glucopyranosyl-(1->2)-β-D-fructofuranoside pentahydrate 、 蔗糖 在 sodium azide 作用下， 以 sodium acetate buffer 、 水 为溶剂， 以81%的产率得到α-D-glucopyranosyl-(1->3)-α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1->2)-β-D-fructofuranoside
  参考文献：
  名称：

  Glucosylation of raffinose via alternansucrase acceptor reactions

  摘要：

  The glucansucrase known as alternansucrase [EC 2.4.1.140] can transfer glucosyl units from sucrose to raffinose to give good yields of oligosaccharides, which may serve as prebiotics. The main products were the tetrasaccharides alpha-D-Glcp-(1 -> 3)-alpha-D-Galp-(1 -> 6)-alpha-D-Glcp-(1 <-> 2)-beta-D-Fruf and alpha-D-Glcp-(1 -> 4)-alpha-D-Galp-(1 -> 6)-alpha-D-Glcp-(1 <-> 2)-beta-D-Fruf in ratios ranging from 4:1 to 9:1, along with lesser amounts of alpha-D-Glcp-(1 -> 6)-alpha-D-Galp-(1 -> 6)-alpha-D-Glcp-(1 <-> 2)-beta-D-Fruf. Ten unusual pentasaccharide structures were isolated. Three of these arose from glucosylation of the major tetrasaccharide product, two each from the minor tetrasaccharides, and three were the result of glucosylations of the fructose acceptor product leucrose or isomaltulose. The major pentasaccharide product arose from glucosylation of the major tetrasaccharide at position 4 of the fructofuranosyl unit, to give a subunit structure analogous to that of maltulose. A number of hexasaccharides and higher oligosaccharides were also produced. Unlike alternansucrase, dextransucrase [EC 2.4.1.5] gave only a single tetrasaccharide product in low yield, and no significant amounts of higher oligosaccharides. The tetrasaccharide structure from dextransucrase was found to be alpha-D-Glcp-(1 -> 4)-alpha-D-Galp-(1 -> 6)-alpha-D-Glcp-(1 <-> 2)-beta-D-Fruf, which is at odds with the previously published structure. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2009.06.023