p-acetaminophenyl-α-D-glucopyranoside | 78518-51-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-acetaminophenyl-α-D-glucopyranoside
• 英文别名: N-[4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]acetamide
• CAS: 78518-51-1
• 化学式: C₁₄H₁₉NO₇
• 分子量: 313.307
• InChiKey: DCCJHZKQNIFNNA-RGDJUOJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  129
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  对硝基苯-α-D-葡萄糖吡喃苷 在 吡啶 、 4-二甲氨基吡啶 、 palladium on carbon 、 氨 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 生成 p-acetaminophenyl-α-D-glucopyranoside
  参考文献：
  名称：

  Selective α-glucosidase substrates and inhibitors containing short aromatic peptidyl moieties

  摘要：

  We constructed a library of sugar-dipeptide conjugate to find out the best complementary against hydrophobic pocket of alpha-glucosidase. The best substrate showed 150-fold improved K-m value relative p-acetaminophenyl-alpha-D-glucopyranoside for alpha-glucosidase from Bacillus stearothermophillus. Using information from the complementary, we synthesized sp-WY and beta-Glc-sp-WY, which selectivity inhibited the cognate enzyme. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.062

文献信息

• Glycosyl transfer product
  申请人：——

  公开号：US20030082751A1

  公开（公告）日：2003-05-01

  A method of producing a phenol derivative glycoside is provided. The method comprises the step of allowing a saccharide and a phenol derivative to react with each other in the presence of an enzyme to produce the phenol derivative glycoside. The enzyme is selected from the group consisting of neopullulanase, cyclomaltodextrinase, maltogenic &agr;-amylase, and saccharifying amylase having cyclodextrin synthesizing capability.

  提供了一种生产酚衍生物苷的方法。该方法包括让糖和酚衍生物在酶的存在下相互反应生成酚衍生物苷的步骤。该酶选自具有环糊精合成能力的新普鲁兰酶、环麦芽糊精酶、麦芽糖生成&agr;-淀粉酶和糖化淀粉酶组成的组。
• Boschi; Desiles; L'Helgoualc'h, European Journal of Medicinal Chemistry, 1981, vol. 16, # 2, p. 125 - 130
  作者：Boschi、Desiles、L'Helgoualc'h、Rips

  DOI：——

  日期：——
• US7033800B2
  申请人：——

  公开号：US7033800B2

  公开（公告）日：2006-04-25
• Selective α-glucosidase substrates and inhibitors containing short aromatic peptidyl moieties
  作者：Sangeun Park、Soonsil Hyun、Jaehoon Yu

  DOI：10.1016/j.bmcl.2011.02.062

  日期：2011.4

  We constructed a library of sugar-dipeptide conjugate to find out the best complementary against hydrophobic pocket of alpha-glucosidase. The best substrate showed 150-fold improved K-m value relative p-acetaminophenyl-alpha-D-glucopyranoside for alpha-glucosidase from Bacillus stearothermophillus. Using information from the complementary, we synthesized sp-WY and beta-Glc-sp-WY, which selectivity inhibited the cognate enzyme. (C) 2011 Elsevier Ltd. All rights reserved.