3-O-(α-D-glucopyranosyl)-D-galactopyranose | 33799-30-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-(α-D-glucopyranosyl)-D-galactopyranose
• 英文别名: 3-O-α-D-glucopyranosyl-D-galactopyranose；Nigerose；Glc(a1-3)Gal；(3R,4S,5S,6R)-6-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2,3,5-triol
• CAS: 33799-30-3
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: QIGJYVCQYDKYDW-ZAGQINEYSA-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：

  2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-β-D-glucopyranosyl bromide 在 2,4,6-三甲基吡啶 、 甲醇 、 palladium on activated charcoal 、 KU-2(H⁽¹⁺⁾) resin 、 sodium methylate 作用下， 以 乙腈 为溶剂， 反应 72.0h， 生成 3-O-(α-D-glucopyranosyl)-D-galactopyranose
  参考文献：
  名称：

  沙门氏菌和明尼苏达沙门氏菌合成o特异性多糖的四糖重复单元

  摘要：

  四糖β-D-Man-（1→4）-α-L-Rha-（1→3）-D-Gal-（4←1）-α-D-Glc是O特异性多糖的重复单元从脂多糖链沙门氏菌明斯特和S，明尼阿波利斯，通过苄基2,6-二-O-苄基- 4-0（2,3,4-三-O-苄基-6-O-苯甲酰基α的糖基化得到-D-吡喃葡萄糖基）-β-D-吡喃半乳糖苷与3-O-乙酰基-4-0-（2,3,4,6-四-O-乙酰基-β-D-甘露吡喃糖基）-β-L-鼠李糖吡喃糖- 1,2-（原乙酸甲酯），然后除去保护基。通过甲基化分析，CrO 3 -AcOH氧化和13 C-NMR确认了合成四糖的结构。

  DOI：

  10.1016/0040-4020(80)87023-2

文献信息

• The synthesis of 2-, 3-, 4- and 6-O-α-d-glucopyranosyl-d-galactopyranose, and their evaluation as nutritional supplements for pre-term infants
  作者：Peter J. Meloncelli、Tracey M. Williams、Peter E. Hartmann、Robert V. Stick

  DOI：10.1016/j.carres.2007.04.022

  日期：2007.9

  Four methods have been screened for the synthesis of some alpha-D-glucopyrano sides, with the recently reported (Mukaiyama) combination of 2,3,4,6-tetra-O-benzyl- alpha-D-glucopyranosyl iodide and triphenylphosphine oxide being the most successful, especially in the diastereoselectivity exhibited. The alpha-D-glueopyranosides so obtained have been deprotected to yield 2-, 3-, 4- and 6-O-alpha-D-glucopyranosyl-D-galactopyranose. Only the last disaccharide showed any hydrolysis by alpha-glycosidases but this success was not emulated by mucosal extracts from the small intestine of the pig. (c) 2007 Elsevier Ltd. All rights reserved.
• DIRECT STARCH TO FERMENTABLE SUGAR AS FEEDSTOCK FOR THE PRODUCTION OF ISOPRENE, ISOPRENOID PRECURSOR MOLECULES, AND/OR ISOPRENOIDS
  申请人：Danisco US Inc.

  公开号：EP2831247A1

  公开（公告）日：2015-02-04
• METHODS OF MAKING FERMENTABLE SUGAR
  申请人：Danisco US Inc.

  公开号：EP2831258A2

  公开（公告）日：2015-02-04
• DIRECT STARCH TO FERMENTABLE SUGAR
  申请人：Danisco US Inc.

  公开号：US20150152457A1

  公开（公告）日：2015-06-04

  Provided herein are compositions and methods related to the direct conversion of the starch in a ground or fractionated grain into a fermentable sugar feedstock capable of serving as a carbon source for the industrial production of one or more products by a fermenting organism. Such conversions may be performed at temperatures at or below the initial gelatinization temperature of the starch present in the grain and may utilize one or more isolatable endogenous enzymes present in certain unrefined grains.
• US9315831B2
  申请人：——

  公开号：US9315831B2

  公开（公告）日：2016-04-19