3,8-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate | 1332835-34-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,8-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate
• 英文别名: Kdn8Deoxy
• CAS: 1332835-34-3
• 化学式: C₉H₁₆O₈
• 分子量: 252.221
• InChiKey: RZYRXIQDUVJYDF-PPSQTFTMSA-N

物化性质

• 沸点：
  644.0±55.0 °C(predicted)
• 密度：
  1.724±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.99
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  147.68
• 氢给体数：
  6.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  5-deoxyl-D-mannofuranoside 、 sodium pyruvate 在 Pasteurella multocida sialic acid aldolase 作用下， 反应 48.0h， 以90%的产率得到3,8-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate
  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