benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside | 1554005-06-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside
• CAS: 1554005-06-9
• 化学式: C₄₉H₅₁O₉P
• 分子量: 814.912
• InChiKey: MFWDHEUVCUPOJX-GTFHEYDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.63
• 重原子数：
  59.0
• 可旋转键数：
  22.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  90.91
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside 在 10 wt% Pd(OH)2 on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以92%的产率得到7-O-phosphono-6-deoxy-glycero-D-mannoheptopyranosyl phosphate
  参考文献：
  名称：

  Chemoenzymatic synthesis of ADP-d-glycero-β-d-manno-heptose and study of the substrate specificity of HldE

  摘要：

  An efficient one-pot three enzymes strategy for chemoenzymatic synthesis of ADP-D-glycero-beta-D-mannoheptose (ADP-D, D-heptose) was reported using chemically synthesized D, D-heptose-7-phosphate and the ADP-D, D-heptose biosynthetic enzymes HldE and GmhB. Moreover, the result of investigating substrate specificity of the kinase action of HldE revealed that HldE had highly restricted substrate specificity towards structurally modified heptose-7-phosphate analogs. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2013.12.019
• 作为产物：
  描述：

  benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside 在 四氮唑 、 叔丁基过氧化氢 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 癸烷 、 二氯甲烷 、 乙腈 为溶剂， 反应 2.5h， 生成 benzyl 7-O-dibenzyl-phosphono-2,3,4-O-tri-benzyl-6-deoxy-glycero-α-D-mannoheptopyranoside
  参考文献：
  名称：

  Chemoenzymatic synthesis of ADP-d-glycero-β-d-manno-heptose and study of the substrate specificity of HldE

  摘要：

  An efficient one-pot three enzymes strategy for chemoenzymatic synthesis of ADP-D-glycero-beta-D-mannoheptose (ADP-D, D-heptose) was reported using chemically synthesized D, D-heptose-7-phosphate and the ADP-D, D-heptose biosynthetic enzymes HldE and GmhB. Moreover, the result of investigating substrate specificity of the kinase action of HldE revealed that HldE had highly restricted substrate specificity towards structurally modified heptose-7-phosphate analogs. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2013.12.019