4-O-β-maltotriosyl-D-glucose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-O-β-maltotriosyl-D-glucose
• 英文别名: Glc(a1-4)Glc(a1-4)Glc(a1-4)Glc(b1-4)Glc；(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₃₀H₅₂O₂₆
• 分子量: 828.727
• InChiKey: FTNIPWXXIGNQQF-BXQVSLOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -11.2
• 重原子数：
  56
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  427
• 氢给体数：
  17
• 氢受体数：
  26

反应信息

• 作为产物：
  描述：

  纤维素二糖 、 maltotetraose 在 acetate buffer 作用下， 反应 5.0h， 以52 mg的产率得到4-O-β-maltotriosyl-D-glucose
  参考文献：
  名称：

  Transglycosylation reaction of maltotriose-forming amylase from Streptomyces griseus

  摘要：

  A maltotriose-forming amylase from Streptomyces griseus produced predominantly p-nitrophenyl alpha-maltotetraoside through a transglycosylation reaction from maltotetraose as a donor and p-nitrophenyl alpha-D-glucopyranoside as an acceptor in an organic co-solvent. With p-nitrophenyl beta-D-glucopyranoside acceptor, the enzyme catalyzed the formation of an alpha-(1 drop 3)-linked tetrasaccharide (p-nitrophenyl 3(1)-O-alpha-maltotriosyl-beta-D-glucopyranoside in a yield of 16%, based on the acceptor added with its isomer p-nitrophenyl beta-maltotetraoside. This was also the case for the formation of o-chloro-p-nitrophenyl 3(1)-O-alpha-maltotriosyl-beta-D-glucopyranoside with o-chloro-p-nitrophenyl beta-D-glucopyranoside acceptor. The results shows that the anomeric configuration of the aryl group in the glucosyl accepters had an effect on the position of transglycosylation.

  DOI：

  10.1016/0008-6215(93)84154-x

文献信息

• Transglycosylation reaction of maltotriose-forming amylase from Streptomyces griseus
  作者：Taichi Usui、Takeomi Murata、Yoshihiko Yabuuchi、Koichi Ogawa

  DOI：10.1016/0008-6215(93)84154-x

  日期：1993.12

  A maltotriose-forming amylase from Streptomyces griseus produced predominantly p-nitrophenyl alpha-maltotetraoside through a transglycosylation reaction from maltotetraose as a donor and p-nitrophenyl alpha-D-glucopyranoside as an acceptor in an organic co-solvent. With p-nitrophenyl beta-D-glucopyranoside acceptor, the enzyme catalyzed the formation of an alpha-(1 drop 3)-linked tetrasaccharide (p-nitrophenyl 3(1)-O-alpha-maltotriosyl-beta-D-glucopyranoside in a yield of 16%, based on the acceptor added with its isomer p-nitrophenyl beta-maltotetraoside. This was also the case for the formation of o-chloro-p-nitrophenyl 3(1)-O-alpha-maltotriosyl-beta-D-glucopyranoside with o-chloro-p-nitrophenyl beta-D-glucopyranoside acceptor. The results shows that the anomeric configuration of the aryl group in the glucosyl accepters had an effect on the position of transglycosylation.