sodium β-D-galactopyranosyl-(1->9)-3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosonate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: sodium β-D-galactopyranosyl-(1->9)-3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosonate
• 英文别名: sodium;(2S,4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-2,4,5-trihydroxyoxane-2-carboxylate
• 化学式: C₁₅H₂₅O₁₄*Na
• 分子量: 452.345
• InChiKey: HHJPUVBTDYCDTR-NFXXALPXSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -10.52
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  250
• 氢给体数：
  9
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  sodium β-D-galactopyranosyl-(1->9)-3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosonate 、 N-acetyl neuraminic acid 在 CMP-唾液酸合成酶 、 alpha-N-acetylgalactosaminide alpha-2,6-sialyltransferase Tris-HCl buffer 、 胞苷-5’-三磷酸 、 magnesium chloride 作用下， 反应 12.0h， 以90%的产率得到
  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：

  acetyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-2,3,4-tri-O-acetyl-α-D-mannopyranoside 在 甲醇 、 Tris-HCl buffer 、 recombinant E_. coli sialic acid aldolase 、 sodium methylate 作用下， 反应 24.0h， 生成 sodium β-D-galactopyranosyl-(1->9)-3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosonate
  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