methyl 6-O-(2-acetamido-2-deoxy-β-D-gluccopyranosyl)-α-D-galactopyranoside | 130234-65-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-O-(2-acetamido-2-deoxy-β-D-gluccopyranosyl)-α-D-galactopyranoside
• 英文别名: GlcNAc(b1-6)a-Gal1Me；N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methoxy]oxan-3-yl]acetamide
• CAS: 130234-65-0
• 化学式: C₁₅H₂₇NO₁₁
• 分子量: 397.379
• InChiKey: UXYSKKBVNODRDW-NVOJFDCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  187
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Α-D-乳酸吡喃糖苷甲酯 、 4-硝基苯基-2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖苷 以 N,N-二甲基甲酰胺 为溶剂， 反应 65.0h， 以33 mg的产率得到methyl 6-O-(2-acetamido-2-deoxy-β-D-gluccopyranosyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Enzymic synthesis of HexNAc-containing disaccharide glycosides

  摘要：

  The following disaccharide glycosides were obtained from the appropriate donor and acceptor glycosides by employing glycosidases from the mollusc Chamelea gallina as catalysts: alpha-D-Galp-OMe (N-acetyl-alpha-D- galactosaminidase), beta-D-GalpNAc-(1----3)-beta-D-Galp-OMe, beta-D-GlcpNAc-(1----3)-beta-D-Galp-OMe, and beta-D-GlcpNAc-(1----6)-alpha-D-Manp-OMe (N-acetyl-beta-D-hexosaminidase). The regioselectivity of the N-acetyl-beta-D-hexosaminidase-catalysed reactions depended on the anomeric configuration of the acceptor. Thus, alpha-D-Galp-OMe gave beta-D-GlcpNAc- (1----6)-alpha-D-Galp-OMe almost exclusively, whereas beta-D-Galp-OMe gave beta-D-GlcpNAc-(1----3)-beta-D-Galp-OMe and beta-D-GlcpNAc-(1----6)-beta-D-Galp-OMe in almost equal amounts. The isolation of the products by chromatography was straightforward.

  DOI：

  10.1016/0008-6215(90)84022-m

文献信息

• PROCESS FOR PRODUCING AN OLIGOSACCHARIDE COMPOUND BY USING GLYCOSIDASES FROM A MOLLUSC
  申请人：PROCUR AKTIEBOLAG

  公开号：EP0487607B1

  公开（公告）日：1995-05-17
• US5372937A
  申请人：——

  公开号：US5372937A

  公开（公告）日：1994-12-13