2-O-α-D-galactopyranosyl-D-galactopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-O-α-D-galactopyranosyl-D-galactopyranose
• 英文别名: α-D-Manp-(1->2)-D-Manp；Galα1-4Gal；alpha-D-galactosyl-(1->2)-D-galactose；(3R,4S,5R,6R)-6-(hydroxymethyl)-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2,4,5-triol
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: HIWPGCMGAMJNRG-JZSVMVJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  1,3,4,6-四-o-乙酰基-alpha-d-吡喃半乳糖 在 palladium on activated charcoal 氢气 、 氰化汞 作用下， 以 硝基甲烷 、 乙醇 、 苯 为溶剂， 反应 15.0h， 生成 2-O-α-D-galactopyranosyl-D-galactopyranose
  参考文献：
  名称：

  2-O-α-d-吡喃半乳糖基-d-吡喃半乳糖和2-O-（2-O-α-d-吡喃半乳糖基-α-d-吡喃半乳糖基）-d-吡喃葡萄糖十一烷酸酯的合成

  摘要：

  摘要通过2,3,4,6-四-O-苄基-α-d-吡喃半乳糖酰氯与2,2,2-三氯乙基的缩合反应合成2-O-α-d-吡喃半乳糖基-d-吡喃半乳糖在氰化汞存在下的3,4,6-三-O-苄基-α-d-吡喃半乳糖苷。通过缩合1,3,4,6-四-O-乙酰基-2-O-（3,4,6-三-O-乙酰基-α-d-吡喃半乳糖基）-α-制备标题三糖十一乙酸酯在各种糖苷化催化剂的存在下，将d-吡喃葡萄糖与2,3,4,6-四-O-苄基-α-d-吡喃半乳糖基氯或溴化物，然后进行脱苄基和乙酰化。

  DOI：

  10.1016/0008-6215(84)85061-2

文献信息

• Reverse Reaction of<i>Aspergillus niger</i>APC-9319 α-Galactosidase in a Supersaturated Substrate Solution: Production of α-Linked Galactooligosaccharide (α-GOS)
  作者：Akiko YAMASHITA、Hiroyuki HASHIMOTO、Koki FUJITA、Masamichi OKADA、Shigeharu MORI、Sumio KITAHATA

  DOI：10.1271/bbb.69.1381

  日期：2005.1

  The α-galactosidase that effectively catalyzes a reverse reaction of galactose, Aspergillus niger APC-9319 α-galactosidase, was screened from industrial enzyme preparations for food processing containing α-galactosidase activity. Reverse reaction of A. niger APC-9319 α-galactosidase was performed using a supersaturated solution (90% galactose [w/v]). A. niger APC-9319 α-galactosidase was not inhibited even in high substrate concentration, and effectively catalyzed the reverse reaction. The yield of the reaction product, α-linked galactooligosaccharide (α-GOS), increased greatly as the initial concentration of galactose increased to 90% (w/v), and was more than 50%. Furthermore, the half life of enzyme activity was about three times as long as that using 60% galactose (w/v). α-GOS (1.4 g) was prepared from galactose (3.0 g) by reverse reaction of A. niger APC-9319 α-galactosidase. The α-GOS contained 58% α-galactobiose (α-Gal2), 28% α-galactotriose, and 14% oligosaccharides larger than α-galactotriose. The main component of positional isomers in α-Gal2 was α-1,6Gal2.

  从含有α-半乳糖苷酶活性的食品加工工业酶制剂中筛选出能有效催化半乳糖逆反应的Aspergillus niger APC-9319 α-半乳糖苷酶。使用过饱和溶液（90%半乳糖[w/v]）进行A. niger APC-9319 α-半乳糖苷酶的逆反应。即使在高的底物浓度下，A. niger APC-9319 α-半乳糖苷酶也没有被抑制，并且能有效催化逆反应。反应产物α-半乳糖寡糖（α-GOS）的产率随着半乳糖初始浓度的增加而大幅增加，达到90%（w/v）时超过50%。此外，酶活性的半衰期约为使用60%半乳糖（w/v）时的三倍。通过A. niger APC-9319 α-半乳糖苷酶的逆反应，从3.0 g半乳糖制备了1.4 g的α-GOS。α-GOS含有58%的α-半乳二糖（α-Gal2），28%的α-半乳三糖，以及14%的大于α-半乳三糖的寡糖。α-Gal2中的主要位置异构体是α-1,6Gal2。
• The synthesis of 2-O-α-d-galactopyranosyl-d-galactopyranose and 2-O-(2-O-α-d-galactopyranosyl-α-d-galactopyranosyl)-d-glucopyranose undeca-acetate
  作者：Bogdan Doboszewski、Aleksander Zamojski

  DOI：10.1016/0008-6215(84)85061-2

  日期：1984.9

  Abstract The synthesis of 2-O-α- d -galactopyranosyl- d -galactopyranose was accomplished by condensation of 2,3,4,6-tetra-O-benzyl-α- d -galactopyranosyl chloride with 2,2,2-trichloroethyl 3,4,6-tri-O-benzyl-α- d -galactopyranoside in the presence of mercuric cyanide. The title trisaccharide undeca-acetate was prepared by condensing 1,3,4,6-tetra-O-acetyl-2-O-(3,4,6-tri-O-acetyl-α- d -galactopyranosyl)-α-

  摘要通过2,3,4,6-四-O-苄基-α-d-吡喃半乳糖酰氯与2,2,2-三氯乙基的缩合反应合成2-O-α-d-吡喃半乳糖基-d-吡喃半乳糖在氰化汞存在下的3,4,6-三-O-苄基-α-d-吡喃半乳糖苷。通过缩合1,3,4,6-四-O-乙酰基-2-O-（3,4,6-三-O-乙酰基-α-d-吡喃半乳糖基）-α-制备标题三糖十一乙酸酯在各种糖苷化催化剂的存在下，将d-吡喃葡萄糖与2,3,4,6-四-O-苄基-α-d-吡喃半乳糖基氯或溴化物，然后进行脱苄基和乙酰化。