1,5-anhydro-2-C-carboxymethyl-2-deoxy-D-glucitol | 1300713-71-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-anhydro-2-C-carboxymethyl-2-deoxy-D-glucitol
• 英文别名: 2-[(3S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetic acid
• CAS: 1300713-71-6
• 化学式: C₈H₁₄O₆
• 分子量: 206.196
• InChiKey: HRCIISTVEMNTGA-LRSZDJBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Benzoic acid (2R,4aR,7S,8R,8aS)-7-carboxymethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 在 palladium 10% on activated carbon 、 氢气 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 1,5-anhydro-2-C-carboxymethyl-2-deoxy-D-glucitol
  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.