4-O-α-D-galactopyranosyl-β-D-galactopyranose | 75281-88-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-O-α-D-galactopyranosyl-β-D-galactopyranose
• 英文别名: 4-O-alpha-D-galactopyranosyl-beta-D-galactopyranose；(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• CAS: 75281-88-8
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: GUBGYTABKSRVRQ-IBLCYFAMSA-N

物化性质

• 沸点：
  667.9±55.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)
• 物理描述：
  Solid
• 熔点：
  212-213°C

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 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：

  benzyl 3-O-benzoyl-2,6-di-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 在 氢气 作用下， 生成 4-O-α-D-galactopyranosyl-β-D-galactopyranose
  参考文献：
  名称：

  A new stereospecific method for 1,2-cis-glycosylation

  摘要：

  A new stereospecific method for 1,2-cis-glycosylation involves the reaction of 1,2-trans-glycosyl thiocyanates with sugar trityl ethers in the presence of triphenylmethylium perchlorate, The method has been applied to give disaccharide derivatives with (1 --> 6), (1 --> 4),(1 --> 3), and (1 --> 2) linkages.

  DOI：

  10.1016/0008-6215(91)84047-i

文献信息

• α-Galactobiosyl units: thermodynamics and kinetics of their formation by transglycosylations catalysed by the GH36 α-galactosidase from Thermotoga maritima
  作者：Anna S. Borisova、Dina R. Ivanen、Kirill S. Bobrov、Elena V. Eneyskaya、Georgy N. Rychkov、Mats Sandgren、Anna A. Kulminskaya、Michael L. Sinnott、Konstantin A. Shabalin

  DOI：10.1016/j.carres.2014.11.003

  日期：2015.1

  a limiting factor for application of the enzyme in the directed synthesis of oligogalactosides. However, this property can be used as a convenient tool in studies of thermodynamics of a glycosidic bond. Here, a novel approach to energy difference estimation is suggested. Both transglycosylation and hydrolysis of three types of galactosidic linkages were investigated using total kinetics of formation

  来自滨海嗜热菌（TmGal36A）的α-半乳糖苷酶的广泛区域选择性是该酶在寡半乳糖苷的定向合成中应用的限制因素。但是，该性质可以用作研究糖苷键热力学的方便工具。在此，提出了一种新的能量差估计方法。使用由海藻T.36（一种保留性的外泌作用糖苷水解酶）的单体糖苷水解酶家族36α-半乳糖苷酶催化的pNP-半乳糖苷的形成和水解的总动力学，研究了三种类型的半乳糖苷键的转糖基化和水解。我们估计了1,2-和1,3-键之间的过渡态自由能差（DeltaDeltaG（double dagger）0值等于5.34 +/- 0.85 kJ / mol）和1,6-键和1，之间 在由TmGal36A催化的反应过程中，pNP-半乳糖苷中有3个键（DeltaDeltaG（双匕首）0 = 1.46 +/- 0.23 kJ / mol）。利用自由能差形成和水解糖苷键（DeltaDeltaG（双匕首）F-DeltaDeltaG（双匕首）H），我们发现1
• Glycoconjugate and sugar nucleotide synthesis using solid supports
  申请人：——

  公开号：US20020150968A1

  公开（公告）日：2002-10-17

  This invention relates to methods and compositions for the in vitro production of glycoconjugates. In particular, a preferred production system is provided that comprises a solid support, at least one sugar nucleotide producing enzyme, at least one glycosyltransferase, at least one bioenergetic, and at least one acceptor. The sugar nucleotide producing enzyme(s) is preferably immobilized on the solid support. The glycosyltransferase may be co-immobilized on the solid support with the sugar nucleotide producing enzyme(s), or may be provided to the solid support in solution.

  本发明涉及用于体外制备糖基共轭物的方法和组合物。特别地，提供了一种首选的生产系统，该系统包括固体支持物、至少一种糖核苷酸产生酶、至少一种糖基转移酶、至少一种生物能量和至少一种受体。最好将糖核苷酸产生酶固定在固体支持物上。糖基转移酶可以与糖核苷酸产生酶共同固定在固体支持物上，或者可以以溶液形式提供给固体支持物。
• Glycosylation employing glycopyranosyl fluorides promoted by TiF₄ under mild conditions
  作者：Joachim Thiem、Matthias Wiesner

  DOI：10.1080/07328303.2020.1837151

  日期：2020.10.12

  Glycopyranosyl fluorides are shown as efficient glycosyl donors by glycosylation of appropriate aglycon structures under mild conditions with Lewis acid catalysis in anhydrous ether or acetonitrile. Further direct reaction sequences gave naturally occurring disaccharide derivatives of biological interest.
• Composition for therapeutic or diagnostic use
  申请人：Källenius, Gunilla Petterson

  公开号：EP0035484B1

  公开（公告）日：1984-08-22
• PEPTIDE-CARBOHYDRATE CONJUGATES GENERATING T-CELL IMMUNITY
  申请人：AstraZeneca AB

  公开号：EP0675733B1

  公开（公告）日：2000-12-06