guanosine 5'-diphosphate-L-galactose | 6815-91-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: guanosine 5'-diphosphate-L-galactose
• 英文别名: GDP-L-galactose；[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
• CAS: 6815-91-4
• 化学式: C₁₆H₂₅N₅O₁₆P₂
• 分子量: 605.346
• InChiKey: MVMSCBBUIHUTGJ-QIXZNPMTSA-N

物化性质

• 密度：
  2.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -6.2
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  327
• 氢给体数：
  10
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  C₃₇H₆₂N₂O₂₂ 、 guanosine 5'-diphosphate-L-galactose 在 bovine serum albumine 、 calf intestine alkaline phosphatase 、 Na-cacodylate buffer 、 recombinant fucosyl-transferase III 、 manganese(ll) chloride 作用下， 以27 mg的产率得到
  参考文献：
  名称：

  Enzymatic synthesis of sialyl-Lewisa-libraries with two non-natural monosaccharide units

  摘要：

  A series of sialylated type-I sugars, which have the natural N-acetyl group of the glucosamine moiety replaced by a wide range of amides, is incubated with recombinant fucosyl-transferase III and nonnatural guanosine-diphosphate activated donor-sugars. Surprisingly, the enzyme tolerates the simultaneous alterations on the donor and acceptor to form a wide array of sialyl-Lewis(a)-analogues. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00092-4

文献信息

• Chemoenzymatic synthesis of l-galactosylated dimeric Sialyl Lewis X structures employing α-1,3-fucosyltransferase V
  作者：Arno Düffels、Luke G. Green、Roman Lenz、Steven V. Ley、Stephane P. Vincent、Chi-Huey Wong

  DOI：10.1016/s0968-0896(00)00187-5

  日期：2000.10

  L-Galactosylated dimeric sialyl Lewis X (SLeX) has been prepared employing a combination of chemical and enzymatic synthetic methods. GDP-L-galactose has been chemically synthesised. Enzymatic transfer of L-galactose onto the acceptor (Sia-alpha2,3-Gal-beta1,4-GlcNAc-beta1,3/6)2-Man-alpha1-OMe was achieved using the human alpha-1,3-fucosyltransferase V.

  L-半乳糖基化的二聚唾液酸路易斯X（SLeX）已采用化学和酶促合成方法的组合制备。GDP-L-半乳糖已化学合成。使用人alpha-1,3-岩藻糖基转移酶V将L-半乳糖酶转移到受体（Sia-alpha2,3-Gal-beta1,4-GlcNAc-beta1,3 / 6）2-Man-alpha1-OMe上。
• The specificity of an α-(1 → 2)-l-galactosyltransferase from albumen glands of the snail Helix pomatia
  作者：Holger Lüttge、Thorsten Heidelberg、Katja Stangier、Joachim Thiem、Hagen Bretting

  DOI：10.1016/s0008-6215(96)00277-7

  日期：1997.1

  The specificity of an L-galactosyltransferase (L-Gal-T) from albumen glands of the snail Helix pomatia has been studied. This enzyme transfers L-Gal from GDP-L-Gal to various disaccharides with beta-linked D-Gal in terminal non-reducing position, forming an alpha-(1 --> 2) linkage. The subterminal residue and the type of interglycosidic linkage proved to be of minor importance. However, the branched trisaccharide beta-D-Gal-(1 --> 3)-[beta-D-Gal-(1 --> 6)]-beta-D-Gal-(1 --> O)Me is a very poor acceptor. The specificity of the L-Gal-T correlates well with the equimolar occurrence of L-Gal and the structural element --> 2)-Gal-(1 --> found in the storage polysaccharide of this snail. Since L-Fuc is also transferred from its GDP-activated form, the membrane preparations of the albumen glands can be used to synthesize fucosylated oligosaccharides. (C) 1997 Elsevier Science Ltd.