phenyl 2-(aminocarbonyl)amino-2-deoxy-1-thio-β-D-glucopyranoside | 1300713-84-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 2-(aminocarbonyl)amino-2-deoxy-1-thio-β-D-glucopyranoside
• 英文别名: [(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenylsulfanyloxan-3-yl]urea
• CAS: 1300713-84-1
• 化学式: C₁₃H₁₈N₂O₅S
• 分子量: 314.362
• InChiKey: AHOPEPRYODTHFK-OOCWMUITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  150
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  potassium cyanate 、 phenyl 2-amino-2-deoxy-1-thio-β-D-glucopyranoside 在 水 作用下， 反应 4.0h， 以65%的产率得到phenyl 2-(aminocarbonyl)amino-2-deoxy-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of potential metal-binding group compounds to examine the zinc dependency of the GPI de-N-acetylase metalloenzyme in Trypanosoma brucei

  摘要：

  A small zinc-binding group (ZBG) library of deoxy-2-C-branched-monosaccharides, for example, 1,5-anhydroglucitols, consisting of either monodentate ligand binding carboxylic acids or bidentate ligand binding hydroxamic acids, were prepared to assess the zinc affinity of the putative metalloenzyme 2-acetamido-2-deoxy-alpha-D-glucopyranosyl-(1 -> 6)-phosphatidylinositol de-N-acetylase (EC 3.5.1.89) of glycosylphosphatidylinositol biosynthesis. The N-ureido thioglucoside was also synthesised and added to the ZBG library because a previous N-ureido analogue, synthesised by us, had inhibitory activity against the aforementioned de-N-acetylase, presumably via the N-ureido motif. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.02.004

文献信息

• Synthesis of potential metal-binding group compounds to examine the zinc dependency of the GPI de-N-acetylase metalloenzyme in Trypanosoma brucei
  作者：Nuha Z. Abdelwahab、Michael D. Urbaniak、Michael A.J. Ferguson、Arthur T. Crossman

  DOI：10.1016/j.carres.2011.02.004

  日期：2011.5

  A small zinc-binding group (ZBG) library of deoxy-2-C-branched-monosaccharides, for example, 1,5-anhydroglucitols, consisting of either monodentate ligand binding carboxylic acids or bidentate ligand binding hydroxamic acids, were prepared to assess the zinc affinity of the putative metalloenzyme 2-acetamido-2-deoxy-alpha-D-glucopyranosyl-(1 -> 6)-phosphatidylinositol de-N-acetylase (EC 3.5.1.89) of glycosylphosphatidylinositol biosynthesis. The N-ureido thioglucoside was also synthesised and added to the ZBG library because a previous N-ureido analogue, synthesised by us, had inhibitory activity against the aforementioned de-N-acetylase, presumably via the N-ureido motif. (C) 2011 Elsevier Ltd. All rights reserved.