N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine | 873556-36-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine
• 英文别名: N6-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-isopropylideneadenosine triethylammonium salt；tert-butyl N-[9-[(3aR,4R,6R,6aR)-2,2-dimethyl-6-[(2-phenylmethoxybenzoyl)sulfamoyloxymethyl]-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]purin-6-yl]carbamate
• CAS: 873556-36-6
• 化学式: C₃₂H₃₆N₆O₁₀S
• 分子量: 696.738
• InChiKey: SBUFMDBAJCOHBH-UQCYUJMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  49
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  200
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  2',3'-异丙叉腺苷 在 咪唑 、 四丁基氟化铵 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 68.5h， 生成 N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine
  参考文献：
  名称：

  Rationally Designed Nucleoside Antibiotics That Inhibit Siderophore Biosynthesis of Mycobacterium tuberculosis

  摘要：

  A rationally designed nucleoside inhibitor of Mycobacterium tuberculosis growth (MIC99 = 0.19 mu M) that disrupts siderophore biosynthesis was identified. The activity is due to inhibition of the adenylate-forming enzyme MbtA which is involved in biosynthesis of the mycobactins.

  DOI：

  10.1021/jm051060o

文献信息

• Rationally Designed Nucleoside Antibiotics That Inhibit Siderophore Biosynthesis of <i>Mycobacterium </i><i>t</i><i>uberculosis</i>
  作者：Ravindranadh V. Somu、Helena Boshoff、Chunhua Qiao、Eric M. Bennett、Clifton E. Barry、Courtney C. Aldrich

  DOI：10.1021/jm051060o

  日期：2006.1.1

  A rationally designed nucleoside inhibitor of Mycobacterium tuberculosis growth (MIC99 = 0.19 mu M) that disrupts siderophore biosynthesis was identified. The activity is due to inhibition of the adenylate-forming enzyme MbtA which is involved in biosynthesis of the mycobactins.