2-deoxy-α-D-glucose 1-phosphate | 2474-58-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deoxy-α-D-glucose 1-phosphate
• 英文别名: 2-deoxy-α-D-glucose-1-phosphate；2-Desoxy-α-D-arabinohexopyranosylphosphat；[(2R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
• CAS: 2474-58-0；48150-47-6；52522-47-1；77881-10-8；138604-71-4
• 化学式: C₆H₁₃O₈P
• 分子量: 244.138
• InChiKey: HNZXPUVQOHFZLT-KAZBKCHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-deoxy-α-D-glucose 1-phosphate 在 尿苷-5'-三磷酸 作用下， 生成 uridine-5'-diphospho-2-deoxy-α-D-glucopyranose
  参考文献：
  名称：

  Synthesis of Galactose-Terminated Oligosaccharides by Use of Galactosyltransferase

  摘要：

  半乳糖基转移酶分别催化以葡萄糖和2-乙酰胺基-2-脱氧吡喃葡萄糖为末端的多糖的半乳糖基化反应。本文描述了关于受体底物和供体底物的变化。

  DOI：

  10.1055/s-1992-34174
• 作为产物：
  描述：

  D-葡萄烯糖 在 potassium dihydrogenphosphate 、 maltopentaose substituted silica gel 、 potato phosphorylase 作用下， 以 水 为溶剂， 反应 48.0h， 以52%的产率得到2-deoxy-α-D-glucose 1-phosphate
  参考文献：
  名称：

  使用磷酸化酶的进一步合成。

  摘要：

  麦芽五糖被固定在硅胶上，并在糖原磷酸化酶与D-葡萄糖反应中用作可回收的引物。一种改进的方法，通过使用该催化剂以及低分子量水溶性2-脱氧麦芽低聚糖（12、13、14和12）的特定合成方法，可获得2-脱氧-α-D-阿拉伯糖基-己吡喃糖基磷酸酯（4）。 15）描述。对修饰的磷酸化酶底物的进一步研究表明，磷酸甘露糖基酯（16）可以缓慢转移至麦芽四糖引物。确定了α-1,4-甘露糖基麦芽四糖（17）及其降解产物α-1,4-甘露糖基麦芽糖（18）。

  DOI：

  10.1016/s0968-0896(97)00031-x

文献信息

• Active-site engineering of nucleotidylyltransferases and general enzymatic methods for the synthesis of natural and "unnatural" UDP- and TDP-nucleotide sugars
  申请人：——

  公开号：US20030055235A1

  公开（公告）日：2003-03-20

  The present invention provides mutant nucleotidylyl-transferases, such as E p , having altered substrate specificity; methods for their production; and methods of producing nucleotide sugars, which utilize these nucleotidylyl-transferases. The present invention also provides methods of synthesizing desired nucleotide sugars using natural and/or modified Ep or other nucleotidyltransferases; and nucleotide sugars sythesized by the present methods. The present invention further provides new glycosyl phosphates, and methods for making them.

  本发明提供了一种突变型核苷酸转移酶，如E p ，具有改变的底物特异性；其生产方法；以及利用这些核苷酸转移酶生产核苷酸糖的方法。本发明还提供了使用天然和/或修饰的Ep或其他核苷酸转移酶合成所需的核苷酸糖的方法；以及通过本发明方法合成的核苷酸糖。本发明进一步提供了新的糖基磷酸酯，及其制造方法。
• Further syntheses employing phosphorylase
  作者：Britta Evers、Joachim Thiem

  DOI：10.1016/s0968-0896(97)00031-x

  日期：1997.5

  reaction of glycogen phosphorylase with D-glucal. An improved method to obtain 2-deoxy-alpha-D-arabino-hexopyranosyl phosphate (4) by using this catalyst as well as the specific synthesis of low molecular weight, water-soluble 2-deoxy-maltooligosaccharides (12, 13, 14 and 15) are described. Further investigations with modified phosphorylase substrates showed that mannosyl phosphate (16) can be slowly

  麦芽五糖被固定在硅胶上，并在糖原磷酸化酶与D-葡萄糖反应中用作可回收的引物。一种改进的方法，通过使用该催化剂以及低分子量水溶性2-脱氧麦芽低聚糖（12、13、14和12）的特定合成方法，可获得2-脱氧-α-D-阿拉伯糖基-己吡喃糖基磷酸酯（4）。 15）描述。对修饰的磷酸化酶底物的进一步研究表明，磷酸甘露糖基酯（16）可以缓慢转移至麦芽四糖引物。确定了α-1,4-甘露糖基麦芽四糖（17）及其降解产物α-1,4-甘露糖基麦芽糖（18）。
• ACTIVE-SITE ENGINEERING OF NUCLEOTIDYLYLTRANSFERASES AND GENERAL ENZYMATIC METHODS FOR THE SYNTHESIS OF NATURAL AND "UNNATURAL" UDP- AND TDP-NUCLEOTIDE SUGARS
  申请人：THORSON Jon

  公开号：US20070178487A1

  公开（公告）日：2007-08-02

  The present invention provides mutant nucleotidylyl-transferases, such as E p , having altered substrate specificity; methods for their production; and methods of producing nucleotide sugars, which utilize these nucleotidylyl-transferases. The present invention also provides methods of synthesizing desired nucleotide sugars using natural and/or modified E p or other nucleotidyltransferases; and nucleotide sugars sythesized by the present methods. The present invention further provides new glycosyl phosphates, and methods for making them.

  本发明提供了突变核苷酸转移酶，例如Ep，具有改变的底物特异性；其生产方法；以及利用这些核苷酸转移酶生产核苷酸糖的方法。本发明还提供了使用天然和/或改性的Epor或其他核苷酸转移酶合成所需核苷酸糖的方法；以及通过本方法合成的核苷酸糖。本发明还提供了新的糖基磷酸酯，以及制备它们的方法。
• The preparation of deoxy derivatives of mannose-1-phosphate and their substrate specificity towards recombinant GDP-mannose pyrophosphorylase from Salmonella enterica, group B
  作者：Gregory M Watt、Sabine L Flitsch、Sven Fey、Lothar Elling、Udo Kragl

  DOI：10.1016/s0957-4166(99)00556-x

  日期：2000.2

  2-Deoxy-alpha-D-glucose-1-phosphate, 3-deoxy-alpha-D-arabino-hexose-1-phosphate, 4-deoxy-alpha-D-lyxo-hexose-1-phosphate, and alpha-D-lyxose-1-phosphate were synthesised chemically, and evaluated as substrates for a recombinant GDP-mannose pyrophosphorylase (Salmonella enterica, group B, cloned in Escherichia coli). The deoxy derivatives were all substrates for the enzyme, with slightly reduced V-max values but significantly higher K-m values than those recorded for the native substrate, mannose-1-phosphate. The pyrophosphorylase was used for the synthesis of GDP-mannose analogues GDP-2-deoxy-glucose and GDP-lyxose on a milligram scale. (C) 2000 Elsevier Science Ltd. All rights reserved.
• US7122359B2
  申请人：——

  公开号：US7122359B2

  公开（公告）日：2006-10-17