succinic semialdehyde 2,4-dinitrophenylhydrazone | 4093-65-6

• 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: succinic semialdehyde 2,4-dinitrophenylhydrazone
• 英文别名: β-Formyl-propionsaeure-(2,4-dinitro-phenylhydrazon)；4-[(2,4-Dinitrophenyl)hydrazinylidene]butanoic acid
• CAS: 4093-65-6
• 化学式: C₁₀H₁₀N₄O₆
• 分子量: 282.213
• InChiKey: XIQVJSLOJWLIKA-UHFFFAOYSA-N

物化性质

• 熔点：
  ≥200 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  153
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 海关编码：
  2928000090

反应信息

• 作为产物：
  描述：

  琥珀半醛 、 2,4-二硝基苯肼 在 盐酸 作用下， 以 水 为溶剂， 生成 succinic semialdehyde 2,4-dinitrophenylhydrazone
  参考文献：
  名称：

  Rate Enhancement by Micelle Encapsulation for Oxidation of L-Glutamic Acid in Aqueous Media at Room Temperature

  摘要：

  谷氨酸的氧化反应在酸性水介质中于$30^{\circ}C$下进行，动力学条件为[谷氨酸]$_T{\gg}[Cr(VI)]_T$。研究了表面活性剂催化剂（SDS、TX-100）与促进剂（PA、bpy、phen）组合的影响。在促进剂中，phen在水介质中最能加速反应，但加速效果较小。促进剂与催化剂的组合产生了更好的结果。当bpy与SDS组合存在时，反应速率增强达到最大。

  DOI：

  10.5012/jkcs.2013.57.4.425

文献信息

• Kinetics of oxidation of acidic amino acids and their monoamides byN-chloroarylsulphonamides in aqueous acidic medium
  作者：B. Thimme Gowda、Mahesha Shetty

  DOI：10.1002/poc.758

  日期：2004.10

  Twelve sodium salts of N-chloroarylsulphonamides were employed as oxidants for studying the kinetics of oxidation of two acidic amino acids (aspartic and glutamic acid) and their monoamides (aspargine and glutamine) in aqueous acidic medium under various conditions, to see how the oxidative strength of these reagents vary with substitution. The sodium salts of N-chloroarylsulphonamides employed are

  使用N-氯芳基磺酰胺的十二种钠盐作为氧化剂，研究了两种酸性氨基酸（天冬氨酸和谷氨酸）及其单酰胺（天冬氨酸和谷氨酰胺）在水性酸性介质中在各种条件下的氧化动力学，以了解其氧化强度这些试剂的种类随取代而变化。的钠盐Ñ -chloroarylsulphonamides采用是通式我-XC 6 ħ 4 SO 2 NaNCl· X ^ h 2 O（其中，我-X = 4-C 2 H ^ 5，4-F，4-Cl或4- Br）和i -X- j -YC6 ħ 3 SO 2 NaNCl· X ^ h 2 -O [其中我-X- Ĵ -Y = 2,3-（CH 3）2，2,4-（CH 3）2，2,5-（CH 3）2，2-CH 3 -4-Cl，2,4-Cl 2和3,4-Cl 2 ]。反应在[氧化剂]中显示出二级动力学，在[氨基酸]中显示出分数级，并且对[H +]。添加氧化剂的还原产物或介质的离子强度的变化对氧化速率没有显着
• Julia,M.; Le Thuillier,G., Bulletin de la Societe Chimique de France, 1966, p. 717 - 728
  作者：Julia,M.、Le Thuillier,G.

  DOI：——

  日期：——
• A Convenient Synthesis of 4-Oxobutanoic Acid (Succinic Semialdehyde) from 1,5-Cyclooctadiene
  作者：Ada Manzocchi、Franca Astori、Enzo Santaniello

  DOI：10.1055/s-1983-30326

  日期：——
• Mechanism of inactivation of .gamma.-aminobutyric acid aminotransferase by 4-amino-5-hexynoic acid (.gamma.-ethynyl GABA)
  作者：James R. Burke、Richard B. Silverman

  DOI：10.1021/ja00024a042

  日期：1991.11

  Gamma-Aminobutyric acid (GABA) aminotransferase is a pyridoxal phosphate (PLP) dependent enzyme that catalyzes the degradation of gamma-aminobutyric acid. The inactivation of GABA aminotransferase has been shown to be an important treatment for epilepsy. The mechanism of inactivation of GABA aminotransferase by gamma-ethynyl GABA, a mechanism-based inactivator of GABA aminotransferase that shows anticonvulsant activity in animal models, is investigated in this paper. Although it appears that azaallylic isomerization (the normal catalytic pathway for substrates) of the PLP-bound inactivator occurs (pathway a, Scheme VII), little or no inactivation of the enzyme results from that isomerization. Essentially all of the inactivation is derived from a propargylic isomerization (pathway b) to the allenamine bound PLP adduct 10, which undergoes nucleophilic attack at two different sites. It appears that an active site lysine residue reacts at the Schiff base to give the free enamine 18 (pathway c) or reacts at the allene to give the enzyme and cofactor bound enamine 12 (pathway d); possible attack by water (pathway e) would lead to metabolite 26. The enamine 18 does not become attached to the PLP (Scheme III, pathway a), but a small amount (5-10%) may become attached to the enzyme at a site other than at lysine (9, Scheme III, pathway b). Adduct 9 also could be derived from azaallylic isomerization of the inactivator-PLP Schiff base followed by conjugate addition to the acetylene by an active site nucleophile other than a lysine residue (Scheme I). Mostly 18 is released into solution to give 27 (Scheme VII). Adduct 12 is believed to be a transient intermediate that partitions between conversion to metabolite 26 (Scheme VII, pathway f) and conversion to a more stable isomer (13, pathway g). Upon denaturation, adduct 13 partitions equally (Scheme VIII) between release of metabolite 26 and the formation of another covalent adduct (17). Isolation and identification of the amine and nonamine metabolites produced during processing of gamma-ethynyl GABA showed that, on average, for every 13 molecules of gamma-ethynyl GABA that are turned over, 1.2 undergoes transamination (pathway a, Scheme VII), 2.6 are metabolized to 27 (pathways b and c), 8.2 are converted to 26 (pathways b, d, and f and/or pathways b and e), and 1.0 becomes attached to the enzyme, almost all, as 13 (pathways b, d, and g), but possibly 5-10% as 9 (X not-equal Lys) as discussed above.
• Abderhalden, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1938, vol. 252, p. 87
  作者：Abderhalden

  DOI：——

  日期：——