2-deoxy-2-formamido-α-D-glucopyranose | 15961-56-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deoxy-2-formamido-α-D-glucopyranose
• 英文别名: 2-formylamino-2-deoxy-α-D-glucopyranose；2-Formylamino-2-desoxy-α-D-glucopyranose；2-Formylamino-2-desoxy-D-glucose；D-Glucose-2-yl-formamid；N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]formamide
• CAS: 15961-56-5
• 化学式: C₇H₁₃NO₆
• 分子量: 207.183
• InChiKey: FVMMQJUBNMOPPR-GKHCUFPYSA-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：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  119
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 2-deoxy-2-formamido-α-D-glucopyranose 在 甲醇 、 乙醚 作用下， 生成 methyl 2-formamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Kuhn; Baer, Chemische Berichte, 1953, vol. 86, p. 724,727

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基葡萄糖 在 甲醇 、 乙酸酐 作用下， 生成 2-deoxy-2-formamido-α-D-glucopyranose
  参考文献：
  名称：

  Haber; zit.bei Baer, Fortschritte der Chemischen Forschung, 1958, vol. 3, p. 822,850,851

  摘要：

  DOI：

文献信息

• Phosphorylase-catalyzed N-formyl-α-glucosaminylation of maltooligosaccharides
  作者：Satoshi Kawazoe、Hironori Izawa、Mutsuki Nawaji、Yoshiro Kaneko、Jun-ichi Kadokawa

  DOI：10.1016/j.carres.2010.01.001

  日期：2010.3

  This paper describes the phosphorylase-catalyzed enzymatic N-formyl-alpha-glucosaminylation of maltooligosaccharides for direct incorporation of 2-deoxy-2-formamido-alpha-D-glucopyranose units into maltooligosaccharides. When the reaction of 2-deoxy-2-formamido-alpha-D-glucopyranose-1-phosphate (GlcNF-1-P) as the glycosyl donor and maltotetraose as a glycosyl acceptor was performed in the presence of phosphorylase, the N-formyl-alpha-D-glucosaminylated pentasaccharide was produced, as confirmed by MALDI-TOF MS. Furthermore, the glucoamylase-catalyzed reaction of the crude products supported that the 2-deoxy-2-formamido-alpha-D-glucopyranoside unit was positioned at the non-reducing end of the pentasaccharide. The pentasaccharide was isolated from the crude products and its structure was further determined by the (1)H NMR analysis. On the other hand, when the phosphorylase-catalyzed reactions of maltotriose and maltopentaose using GlcNF-1-P were conducted, no N-formyl-alpha-glucosaminylation took place in the former system, whereas the latter system gave N-formyl-alpha-D-glucosaminylated oligosaccharides with various degrees of polymerization. These results could be explained by the recognition behavior of phosphorylase toward maltooligosaccharides. (C) 2010 Elsevier Ltd. All rights reserved.
• DE927210
  申请人：——

  公开号：——

  公开（公告）日：——
• Haber; zit.bei Baer, Fortschritte der Chemischen Forschung, 1958, vol. 3, p. 822,850,851
  作者：Haber、zit.bei Baer

  DOI：——

  日期：——
• Kuhn; Baer, Chemische Berichte, 1953, vol. 86, p. 724,727
  作者：Kuhn、Baer

  DOI：——

  日期：——