3-amino-3-deoxy-α-D-glucopyranosyl phosphate | 345197-27-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-3-deoxy-α-D-glucopyranosyl phosphate
• 英文别名: [(2R,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
• CAS: 345197-27-5
• 化学式: C₆H₁₄NO₈P
• 分子量: 259.153
• InChiKey: OWZIDUJJJYOYHQ-AIECOIEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.2
• 重原子数：
  16
• 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：
  163
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-amino-3-deoxy-α-D-glucopyranosyl phosphate 、 尿苷-5'-三磷酸 在 thymidylyltransferase from Streptococcus pneumoniae 、 magnesium chloride 作用下， 反应 48.0h， 生成 Uridine 5'-(3-amino-3-deoxy-α-D-glucopyranosyl diphosphate)
  参考文献：
  名称：

  Kinetic evaluation of glucose 1-phosphate analogues with a thymidylyltransferase using a continuous coupled enzyme assay

  摘要：

  我们开发了一种连续光谱光度测定动力学方法，用于检测PPi，并已将此方法应用于评估Cps2L（一种核苷酸转移酶）与五种合成底物类似物（2-6）的动力学。

  DOI：

  10.1039/c4ob02057j
• 作为产物：
  描述：

  2,4,6-tri-O-acetyl-3-azido-3-deoxy-α-D-glucopyranoside diphenylphosphate 在 platinum(IV) oxide 、 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 20.0 ℃ 、413.7 kPa 条件下， 反应 16.0h， 生成 3-amino-3-deoxy-α-D-glucopyranosyl phosphate
  参考文献：
  名称：

  Kinetic evaluation of glucose 1-phosphate analogues with a thymidylyltransferase using a continuous coupled enzyme assay

  摘要：

  我们开发了一种连续光谱光度测定动力学方法，用于检测PPi，并已将此方法应用于评估Cps2L（一种核苷酸转移酶）与五种合成底物类似物（2-6）的动力学。

  DOI：

  10.1039/c4ob02057j

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。
• 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。
• 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.
• US7122359B2
  申请人：——

  公开号：US7122359B2

  公开（公告）日：2006-10-17
• US7906460B2
  申请人：——

  公开号：US7906460B2

  公开（公告）日：2011-03-15