2-deoxy-D-ribonic acid | 29625-75-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 2-deoxy-D-ribonic acid
• 英文别名: 2-deoxyribonic acid；D-erythro-2-deoxy-pentonic acid；D-erythro-3,4,5-Trihydroxy-valeriansaeure；D-erythro-2-Desoxy-pentonsaeure；2-Desoxy-D-arabinonsaeure；d-Araboorthosaccharinsaeure；(3S,4R)-3,4,5-trihydroxypentanoic Acid
• CAS: 29625-75-0
• 化学式: C₅H₁₀O₅
• 分子量: 150.131
• InChiKey: VBUWJOHKCBQXNU-IUYQGCFVSA-N

物化性质

• 沸点：
  488.1±45.0 °C(Predicted)
• 密度：
  1.516±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-deoxy-D-ribonic acid 生成 D-erythro-2-deoxy-pentonic acid-(N'-phenyl-hydrazide)
  参考文献：
  名称：

  Kuhn et al., Justus Liebigs Annalen der Chemie, 1959, vol. 628, p. 207,238

  摘要：

  DOI：
• 作为产物：
  描述：

  纤维素二糖 在 sodium hydroxide 、 氧气 作用下， 以 水 为溶剂， 生成 2-deoxy-D-ribonic acid
  参考文献：
  名称：

  Samuelson,O.; Thede,L., Acta Chemica Scandinavica (1947), 1968, vol. 22, p. 1913 - 1923

  摘要：

  DOI：

文献信息

• Expanding the reaction space of aldolases using hydroxypyruvate as a nucleophilic substrate
  作者：Véronique de Berardinis、Christine Guérard-Hélaine、Ekaterina Darii、Karine Bastard、Virgil Hélaine、Aline Mariage、Jean-Louis Petit、Nicolas Poupard、Israel Sánchez-Moreno、Mark Stam、Thierry Gefflaut、Marcel Salanoubat、Marielle Lemaire

  DOI：10.1039/c6gc02652d

  日期：——

  Aldolases are key biocatalysts for stereoselective C-C bond formation allowing access to polyoxygenated chiral units through direct, efficient, and sustainable synthetic processes. Aldol reaction involving unprotected hydroxypyruvate and an aldehyde...

  醛缩酶是用于形成立体选择性CC键的关键生物催化剂，其允许通过直接，有效和可持续的合成方法获得多加氧手性单元。涉及未保护的羟基丙酮酸和醛的醛醇缩合反应...
• Reactivity of Thermally Treated α-Dicarbonyl Compounds
  作者：Yvonne V. Pfeifer、Paul T. Haase、Lothar W. Kroh

  DOI：10.1021/jf302959k

  日期：2013.3.27

  The degradation reaction of thermally treated 3-deoxy-D-erythro-hexos-2-ulose and methylglyoxal, both key intermediates in Mail lard chemistry, was investigated. Different analytical strategies were accomplished to cover the broad range of formed products and their different chemical behavior. These involved HPLC-DAD and accordingly LC/MS analysis of the quinoxaline derivates, GC/MS analysis of the acetylated quinoxalines, and GC-FID analysis of the decyl ester of acetic acid. As a main degradation product of 3-deoxy-D-erythro-hexos-2-ulose, 5-(hydroxymethyl)furfural could be identified. At alkaline pH values, 3-deoxy-D-erythro-hexos-2-ulose generated various acids but no colored products. In contrast, thermal treatment of methylglyoxal yielded high molecular weight, brownish products. A dimer of methylglyoxal, first precursor for aldol-based polymerization of methylglyoxal, could be clearly identified by GC/MS.
• 386. Mechanism of saccharinic acid formation. Part III. The α-keto-aldehyde intermediate in formation of<scp>D</scp>-glucometasaccharinic acid
  作者：Greville Machell、G. N. Richards

  DOI：10.1039/jr9600001938

  日期：——
• Gakhokidze, Zhurnal Obshchei Khimii, 1945, vol. 15, p. 530
  作者：Gakhokidze

  DOI：——

  日期：——
• Antioxidant and free radical-scavenging activity of constituents from two Scorzonera species
  作者：Luigi Milella、Ammar Bader、Nunziatina De Tommasi、Daniela Russo、Alessandra Braca

  DOI：10.1016/j.foodchem.2014.03.097

  日期：2014.10

  The aim of this study was to investigate the secondary metabolites content of Scorzonera papposa DC., an edible plant eaten in the desert region of Jordan and to assess its antioxidant and free radical-scavenging activity. By using this bioassay-oriented approach nine compounds, including the new natural compounds (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic acid (1), (6-cis-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburon acid (2a), (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic acid methyl ester (3), and (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-(5-acetyl)-2-deoxy-D-riburonic acid (4), having the rare deoxy-D-riburonic acid moiety, were isolated. Their structures were elucidated by UV, MS, H-1 and C-13 NMR and 2D NMR. The antioxidant activity of the S. papposa pure compounds and of related derivatives isolated from another Scorzonera species (S. judaica Eig.) was also tested. The Relative Antioxidant Capacity Index (RACI) was applied as an integrated method to compare the antioxidant activities obtained using different chemical methods. (C) 2014 Elsevier Ltd. All rights reserved.