4-磷酰D-赤糖酸酯 | 57229-25-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-磷酰D-赤糖酸酯
• 中文别名: 4-磷酸D-赤藓酸酯
• 英文名称: 4-phospho-D-erythronate
• 英文别名: 4-erythronophosphate；D-Erythronsaeure-4-phosphat；(2R,3R)-2,3-dihydroxy-4-phosphonooxybutanoic acid
• CAS: 57229-25-1
• 化学式: C₄H₉O₈P
• 分子量: 216.084
• InChiKey: ZCZXOHUILRHRQJ-PWNYCUMCSA-N

物化性质

• 溶解度：
  可溶于甲醇（少许）、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Glucosaccharinsaeure-6-phosphat 在 sodium hypobromide 作用下， 生成 4-磷酰D-赤糖酸酯
  参考文献：
  名称：

  Sugar Esters. II.¹ The Structure of the Alkali-Stable Phosphate Esters Obtained in Alkali Treatment of Sugar Diphosphates and Cyclic Phosphates

  摘要：

  DOI：

  10.1021/jo01044a524

文献信息

• Reactivity of some sugars and sugar phosphates towards gold(III) in sodium acetate–acetic acid buffer medium
  作者：Kalyan Kali Sen Gupta、Biswajit Pal、Bilkis Ara Begum

  DOI：10.1016/s0008-6215(00)00181-6

  日期：2001.1

  The kinetics of the oxidation of some aldoses and aldose phosphates have been studied spectrophotometrically in sodium acetate-acetic acid buffer medium at different temperatures. The reactions are first order with respect to [Au(III)] and [substrate]. Both H+ and Cl- ions retard the reaction. The reactions appear to involve different gold(III) species, viz. AuCl4-, AuCl3(OH2) and AuCl3(OH)- . The

  已经在不同温度下在乙酸钠-乙酸缓冲液中分光光度法研究了某些醛糖和醛糖磷酸的氧化动力学。对于[Au（III）]和[底物]，反应是一阶的。H +和Cl-离子均会延迟反应。反应似乎涉及不同的金（III）物种，即。AuCl4-，AuCl3（OH2）和AuCl3（OH）-。根据自由基和Au（II）可能的中间形成来解释结果。醛糖与金（III）的反应顺序为：三糖>蔗糖>戊糖>己糖。磷酸糖与金（III）的反应速度比母糖快，但葡萄糖-1-磷酸的反应速度比葡萄糖慢。已经提出了导致产物形成的初步反应机理。
• Monophosphate Esters of D-Erythronic Acid
  作者：Robert Barker、Finn Wold

  DOI：10.1021/jo01042a026

  日期：1963.7
• Sen Gupta, Kalyan Kali; Tribedi, Partha Sarathi; Sen Gupta, Shipra, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1996, vol. 35, # 5, p. 427 - 430
  作者：Sen Gupta, Kalyan Kali、Tribedi, Partha Sarathi、Sen Gupta, Shipra

  DOI：——

  日期：——
• A simple route for synthesis of 4-phospho-d-erythronate
  作者：Yehor Novikov、Shelley D. Copley、Bruce E. Eaton

  DOI：10.1016/j.tetlet.2011.02.045

  日期：2011.4

  4-Phospho-D-erythronate is an intermediate in the synthesis of pyridoxal 5'-phosphate in some bacteria and an inhibitor of ribose 5-phosphate isomerase. Previous synthetic schemes for the preparation of 4-phospho-D-erythronate required expensive precursors and typically gave low yields. We report a straightforward synthesis of 4-phospho-D-erythronate from the inexpensive precursor D-erythronolactone in five steps with a preparatively useful yield of 22%. (C) 2011 Elsevier Ltd. All rights reserved.
• Sugar Esters. II.¹ The Structure of the Alkali-Stable Phosphate Esters Obtained in Alkali Treatment of Sugar Diphosphates and Cyclic Phosphates
  作者：J. B. Lee

  DOI：10.1021/jo01044a524

  日期：1963.9