acetyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2,3,4-tri-O-acetyl-α-D-mannopyranoside | 896100-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2,3,4-tri-O-acetyl-α-D-mannopyranoside
• 英文别名: Gal2Ac3Ac4Ac6Ac(b1-6)a-Man1Ac2Ac3Ac4Ac；[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3R,4S,5S,6R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methoxy]oxan-2-yl]methyl acetate
• CAS: 896100-96-2
• 化学式: C₂₈H₃₈O₁₉
• 分子量: 678.598
• InChiKey: GNTLGGDVHFXGLI-SGNBZDRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  47
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  238
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  acetyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2,3,4-tri-O-acetyl-α-D-mannopyranoside 在 CMP-唾液酸合成酶 、 alpha-N-acetylgalactosaminide alpha-2,6-sialyltransferase 甲醇 、 Tris-HCl buffer 、 recombinant E_. coli sialic acid aldolase 、 sodium methylate 、 胞苷-5’-三磷酸 、 magnesium chloride 作用下， 反应 36.0h， 生成
  参考文献：
  名称：

  Aldolase-Catalyzed Synthesis of β-d-Galp-(1→9)-d-KDN:  A Novel Acceptor for Sialyltransferases

  摘要：

  [graphics]beta-D-Galp-(1 -> 9)-D-KDN, a disaccharide component of the cell wall of Streptomyces sp. MB-8, was synthesized from beta-D-Galp-(1 -> 6)-D-Manp and pyruvate using a sialic acid aldolase. The obtained KDN-containing compound was a novel acceptor for bacterial sialyltransferases. Unusual alpha 2,3- and alpha 2,6-linked sialyltrisaccharides and a tetrasaccharide were synthesized using a one-pot two-enzyme system containing a Neisseria meningitidis CMP-sialic acid synthetase and a Pasteurella multocida sialyltransferase or a Photobacterium damsela alpha 2,6-sialyltransferase.

  DOI：

  10.1021/ol060736m
• 作为产物：
  描述：

  2,3,4,6-O-四乙酰基-D-半乳糖 在 三氟甲磺酸三甲基硅酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 acetyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2,3,4-tri-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  Aldolase-Catalyzed Synthesis of β-d-Galp-(1→9)-d-KDN:  A Novel Acceptor for Sialyltransferases

  摘要：

  [graphics]beta-D-Galp-(1 -> 9)-D-KDN, a disaccharide component of the cell wall of Streptomyces sp. MB-8, was synthesized from beta-D-Galp-(1 -> 6)-D-Manp and pyruvate using a sialic acid aldolase. The obtained KDN-containing compound was a novel acceptor for bacterial sialyltransferases. Unusual alpha 2,3- and alpha 2,6-linked sialyltrisaccharides and a tetrasaccharide were synthesized using a one-pot two-enzyme system containing a Neisseria meningitidis CMP-sialic acid synthetase and a Pasteurella multocida sialyltransferase or a Photobacterium damsela alpha 2,6-sialyltransferase.

  DOI：

  10.1021/ol060736m