Neu5Ac8Mea2-6LacbProN3 | 1332835-37-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Neu5Ac8Mea2-6LacbProN3
• 英文别名: 3-azidopropyl O-(5-acetamido-3,5-dideoxy-8-O-methyl-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-O-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside
• CAS: 1332835-37-6
• 化学式: C₂₇H₄₆N₄O₁₉
• 分子量: 730.678
• InChiKey: CLVZLDDFPCENCM-KGBPXYIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.84
• 重原子数：
  50.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  361.84
• 氢给体数：
  11.0
• 氢受体数：
  19.0

反应信息

• 作为产物：
  描述：

  benzyl 2-azido-3,6-di-O-benzyl-2-deoxy-5-O-methyl-α-D-mannofuranoside 在 吡啶 、 N_. meningitidis CMP-sialic acid synthetase 、 palladium 10% on activated carbon 、 Pasteurella multocida sialic acid aldolase 、 Photobacterium damselae α2-6-sialyltransferase 、 氢气 、 胞苷-5’-三磷酸 、 magnesium chloride 作用下， 以 乙醇 为溶剂， 37.0 ℃ 、379.22 kPa 条件下， 反应 4.0h， 生成 Neu5Ac8Mea2-6LacbProN3
  参考文献：
  名称：

  Chemoenzymatic synthesis of C8-modified sialic acids and related α2–3- and α2–6-linked sialosides

  摘要：

  Naturally occurring 8-O-methylated sialic acids, including 8-O-methyl-N-acetylneuraminic acid and 8-O-methyl-N-glycolylneuraminic acid, along with 8-O-methyl-2-keto-3-deoxy-D-glycero-D-galactononulosonic acid (Kdn8Me) and 8-deoxy-Kdn were synthesized from corresponding 5-O-modified six-carbon monosaccharides and pyruvate using a sialic acid aldolase cloned from Pasteurella multocida strain P-1059 ( PmNanA). In addition, alpha 2-3- and alpha 2-6-linked sialyltrisaccharides containing Neu5Ac8Me and Kdn8Deoxy were also synthesized using a one-pot multienzyme approach. The strategy reported here provides an efficient approach to produce glycans containing various C8-modified sialic acids for biological evaluations. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.083