4-deoxy-α-D-glucopyranosyl phosphate | 28434-41-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 4-deoxy-α-D-glucopyranosyl phosphate
• 英文别名: 4-deoxy-α-D-xylo-hexopyranosyl-1-phosphate；3-deoxy-α-D-galactopyranosyl-1-phosphate；[(2R,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
• CAS: 28434-41-5
• 化学式: C₆H₁₃O₈P
• 分子量: 244.138
• InChiKey: NSNAYFVWFDUSKY-UNTFVMJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 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：

  4-deoxy-α-D-glucopyranosyl phosphate 、 尿嘧啶核苷 在 galactose-1-phosphate thymidylyltransferase magnesium 作用下， 反应 0.5h， 生成 UDP-4-deoxy-Gal
  参考文献：
  名称：

  合成天然和“非天然”UDP-和 TDP-核苷酸糖的通用酶法

  摘要：

  DOI：

  10.1021/ja001444y
• 作为产物：
  描述：

  dibenzyl-(2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranosyl) phosphate 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 生成 4-deoxy-α-D-glucopyranosyl phosphate
  参考文献：
  名称：

  合成天然和“非天然”UDP-和 TDP-核苷酸糖的通用酶法

  摘要：

  DOI：

  10.1021/ja001444y

文献信息

• Characterization of CalE10, the <i>N</i>-Oxidase Involved in Calicheamicin Hydroxyaminosugar Formation
  作者：Heather D. Johnson、Jon S. Thorson

  DOI：10.1021/ja807557a

  日期：2008.12.31

  As the first in vitro characterization of a sugar N-oxidase, this study establishes CalE10 as the key oxidase involved in calicheamicin hydroxylamino glycoside formation. This Study confirms that oxidation occurs at the sugar nucleotide stage prior to glycosyltransfer, and substrate specificity studies reveal CalE10-catalyzed oxidation to be regiospecific and to present trace amounts of the corresponding nitrosugar in vitro. This work also sets a precedent for the future study of other N-oxidases involved in hydroxylamino-, nitroso-, and/or nitrosugar formation.
• En route to deoxygenated N-acetyllactosamine analogues employing uridyl and galactosyl transferases
  作者：Daniel Lazarevic、Harald Streicher、Joachim Thiem

  DOI：10.1016/j.carres.2009.05.015

  日期：2009.8

  All monodeoxygenated galactoses were treated with galactokinase, and for the 2-, 3-, and 4-deoxy compounds, transformation into the corresponding galactopyranosyl phosphates could be observed. In case of the 2-deoxy derivative, further reaction via UDP-2-deoxy-D-lyxo-hexose (UDP-2-deoxygalactose), which was also obtained chemically, the multiple enzymatic system could be employed to prepare 2'-deoxy-N-acetyllactosamine. (C) 2009 Elsevier Ltd. Ail rights reserved.
• A General Enzymatic Method for the Synthesis of Natural and “Unnatural” UDP- and TDP-Nucleotide Sugars
  作者：Jiqing Jiang、John B. Biggins、Jon S. Thorson

  DOI：10.1021/ja001444y

  日期：2000.7.1