methyl 2,3,6-tri-O-benzoyl-4-deoxy-β-D-xylo-hexopyranoside | 124314-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2,3,6-tri-O-benzoyl-4-deoxy-β-D-xylo-hexopyranoside
• 英文别名: [(2S,4S,5R,6R)-4,5-dibenzoyloxy-6-methoxyoxan-2-yl]methyl benzoate
• CAS: 124314-29-0
• 化学式: C₂₈H₂₆O₈
• 分子量: 490.51
• InChiKey: JUPVDZTZGGKAHL-FLSMRUOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 2,3,6-tri-O-benzoyl-4-deoxy-β-D-xylo-hexopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以63%的产率得到methyl 4-deoxy-β-D-xylo-hexopyranoside
  参考文献：
  名称：

  从甲基β-D-吡喃半乳糖苷改进了2-，3-和4-脱氧衍生物的合成。

  摘要：

  DOI：

  10.1016/0008-6215(89)84076-5
• 作为产物：
  描述：

  methyl 2,3,6-tri-O-benzoyl-4-O-(trifluoromethylsulfonyl)-β-D-galactopyranoside 在 palladium on activated charcoal 氢气 、 碳酸氢钠 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 methyl 2,3,6-tri-O-benzoyl-4-deoxy-β-D-xylo-hexopyranoside
  参考文献：
  名称：

  从甲基β-D-吡喃半乳糖苷改进了2-，3-和4-脱氧衍生物的合成。

  摘要：

  DOI：

  10.1016/0008-6215(89)84076-5

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。
• 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
• Synthesis of specifically deoxygenated ligands related to (1→6)-β-d-galacto-oligosaccharides, and studies on their binding to monoclonal antigalactan antibodies
  作者：Thomas Ziegler、Viliam Pavliak、Tsu-Hsing Lin、Pavol Kováč、Cornelis P.J. Glaudemans

  DOI：10.1016/0008-6215(90)84033-q

  日期：1990.9

  Synthetic deoxygenated derivatives of methyl beta-glycosides of (1----6)-beta-D-galacto-oligosaccharides were prepared, and their binding to antigalactan monoclonal antibodies X24 and J539 (Fab') was studied. The results suggest the involvement of an additional, critical hydrogen bond in the highest affinity subsite (A), which now appears to require two hydrogen bonds from the 2- and 3-hydroxyls of the galactosyl residue to the protein, and one from the protein to O-4 of that residue. The data obtained with a series of oligosaccharides deoxygenated at position 3(1), 3(2), 3(3), 4(1), 4(2), or 4(3) support the binding patterns and subsite-arrangement inferred previously from studies with large numbers of deoxyfluoro-substituted ligands and this family of antibodies.
• LIN, TSU-HSING;KOVAC, PAVOL;GLAUDEMANS, CORNELIS P. J., CARBOHYDR. RES. , 188,(1989) C. 228-238
  作者：LIN, TSU-HSING、KOVAC, PAVOL、GLAUDEMANS, CORNELIS P. J.

  DOI：——

  日期：——