3-((R)-2,5-Dioxo-oxazolidin-4-yl)-propionic acid

• 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: 3-((R)-2,5-Dioxo-oxazolidin-4-yl)-propionic acid
• 英文别名: 3-[(4R)-2,5-dioxo-1,3-oxazolidin-4-yl]propanoic acid
• 化学式: C₆H₇NO₅
• 分子量: 173.125
• InChiKey: HREIIWNNSVGCED-GSVOUGTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-((R)-2,5-Dioxo-oxazolidin-4-yl)-propionic acid 、 在 hydroxyapatite 作用下， 以 various solvent(s) 为溶剂， 反应 24.0h， 生成 (R)-2-{(R)-2-[(R)-2-((R)-2-{(R)-2-[(R)-2-((R)-2-Amino-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-4-carboxy-butyrylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-4-carboxy-butyrylamino}-pentanedioic acid 、 (R)-2-((R)-2-{(R)-2-[(R)-2-((R)-2-{(R)-2-[(R)-2-((R)-2-Amino-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-4-carboxy-butyrylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-4-carboxy-butyrylamino}-4-carboxy-butyrylamino)-pentanedioic acid 、 、
  参考文献：
  名称：

  Enhancement of Homochirality in Oligopeptides by Quartz

  摘要：

  The onset of homochirality in oligopeptide chains is spontaneous. We show that the oligomerization of dilute racemic NCA (N-carboxyanhydride = cyclic anhydride) - leucine in the presence of quartz in aqueous solution yields oligopeptides that are characterized by a high degree of homochiral (L-n and D-n) sequences on the quartz surface. A similar effect is also observed, although to a lesser extent, for hydrophilic chains, namely in the oligomerization of racemic NCA-glutamic acid in presence of hydroxylapatite. We argue that these findings may be relevant for the chemical evolution of homochirality.

  DOI：

  10.1002/1522-2675(200211)85:11<3975::aid-hlca3975>3.0.co;2-0