(2S)-2-[[2-[hydroxy(hydroxymethyl)phosphoryl]acetyl]amino]butanedioic acid | 1128107-91-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S)-2-[[2-[hydroxy(hydroxymethyl)phosphoryl]acetyl]amino]butanedioic acid
• CAS: 1128107-91-4
• 化学式: C₇H₁₂NO₈P
• 分子量: 269.148
• InChiKey: VSFUXLDRLFITHB-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  161
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (N-acetyl-L-aspartic acid dibenzyl ester)-hydroxymethyl phosphinic acid benzhydryl ester 在 palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以100%的产率得到(2S)-2-[[2-[hydroxy(hydroxymethyl)phosphoryl]acetyl]amino]butanedioic acid
  参考文献：
  名称：

  Submicromolar phosphinic inhibitors of Escherichia coli aspartate transcarbamoylase

  摘要：

  The design, syntheses, and enzymatic activity of two submicromolar competitive inhibitors of aspartate transcarbamoylase ( ATCase) are described. The phosphinate inhibitors are analogs of N-phosphonacetyl-L-aspartate ( PALA) but have a reduced charge at the phosphorus moiety. The mechanistic implications are discussed in terms of a possible cyclic transition-state during enzymatic catalysis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.115

文献信息

• Submicromolar phosphinic inhibitors of Escherichia coli aspartate transcarbamoylase
  作者：Laëtitia Coudray、Evan R. Kantrowitz、Jean-Luc Montchamp

  DOI：10.1016/j.bmcl.2008.11.115

  日期：2009.2

  The design, syntheses, and enzymatic activity of two submicromolar competitive inhibitors of aspartate transcarbamoylase ( ATCase) are described. The phosphinate inhibitors are analogs of N-phosphonacetyl-L-aspartate ( PALA) but have a reduced charge at the phosphorus moiety. The mechanistic implications are discussed in terms of a possible cyclic transition-state during enzymatic catalysis. (C) 2008 Elsevier Ltd. All rights reserved.