2-hydroxymuconic 6-semialdehyde | 783334-77-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-hydroxymuconic 6-semialdehyde
• 英文别名: 2-hydroxymuconic semialdehyde；2-Hydroxymuconaldehydsaeure；α-Hydroxymuconic semialdehyde；2-Hydroxymucon-semi-aldehyd
• CAS: 783334-77-0
• 化学式: C₆H₆O₄
• 分子量: 142.111
• InChiKey: KGLCZTRXNNGESL-REDYYMJGSA-N

物化性质

• 沸点：
  355.4±42.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.27
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-hydroxymuconic 6-semialdehyde 在 氨 作用下， 以 水 为溶剂， 反应 24.0h， 生成 2-吡啶甲酸
  参考文献：
  名称：

  Asano, Yasuhisa; Yamamoto, Yasushi; Yamada, Hideaki, Bioscience, Biotechnology and Biochemistry, 1994, vol. 58, # 11, p. 2054 - 2056

  摘要：

  DOI：
• 作为产物：
  描述：

  邻苯二酚 在 KO₂ 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 生成 2-hydroxymuconic 6-semialdehyde
  参考文献：
  名称：

  Mueller, Rudolf; Lingens, Franz, Angewandte Chemie, 1984, vol. 96, # 1, p. 67

  摘要：

  DOI：

文献信息

• Metabolism of 4-Amino-3-hydroxybenzoic Acid by<i>Bordetella</i>sp. Strain 10d: A Different Modified<i>Meta</i>-Cleavage Pathway for 2-Aminophenols
  作者：Chika ORII、Shinji TAKENAKA、Shuichiro MURAKAMI、Kenji AOKI

  DOI：10.1271/bbb.60264

  日期：2006.11.23

  Bordetella sp. strain 10d metabolizes 4-amino-3-hydroxybenzoic acid via 2-hydroxymuconic 6-semialdehyde. Cell extracts from 4-amino-3-hydroxybenzoate-grown cells showed high NAD+-dependent 2-hydroxymuconic 6-semialdehyde dehydrogenase, 4-oxalocrotonate tautomerase, 4-oxalocrotonate decarboxylase, and 2-oxopent-4-enoate hydratase activities, but no 2-hydroxymuconic 6-semialdehyde hydrolase activity. These enzymes involved in 4-amino-3-hydroxybenzoate metabolism were purified and characterized. When 2-hydroxymuconic 6-semialdehyde was used as substrate in a reaction mixture containing NAD+ and cell extracts from 4-amino-3-hydroxybenzoate-grown cells, 4-oxalocrotonic acid, 2-oxopent-4-enoic acid, and 4-hydroxy-2-oxovaleric acid were identified as intermediates, and pyruvic acid was identified as the final product. A complete pathway for the metabolism of 4-amino-3-hydroxybenzoic acid in strain 10d is proposed. Strain 10d metabolized 2-hydroxymuconic 6-semialdehyde derived from 4-amino-3-hydroxybenzoic acid via a dehydrogenative route, not via a hydrolytic route. This proposed metabolic pathway differs considerably from the modified meta-cleavage pathway of 2-aminophenol and those previously reported for methyl- and chloro-derivatives.

  Bordetella sp. 10d株通过2-羟基穆康酸6-半醛代谢4-氨基-3-羟基苯甲酸。来自于培养于4-氨基-3-羟基苯甲酸的细胞的细胞提取物显示出高水平的NAD+-依赖性2-羟基穆康酸6-半醛脱氢酶、4-草酰克罗通酸互变异构酶、4-草酰克罗通酸脱羧酶和2-氧戊-4-烯酸水合酶活性，但没有检测到2-羟基穆康酸6-半醛水解酶活性。这些参与4-氨基-3-羟基苯甲酸代谢的酶被纯化并进行了特征分析。当在含有NAD+和来自于4-氨基-3-羟基苯甲酸的细胞提取物的反应混合物中使用2-羟基穆康酸6-半醛作为底物时，4-草酰克罗通酸、2-氧戊-4-烯酸和4-羟基-2-氧戊酸被鉴定为中间产物，而丙酮酸被鉴定为最终产物。提出了10d株对4-氨基-3-羟基苯甲酸的完整代谢途径。10d株通过脱氢途径代谢由4-氨基-3-羟基苯甲酸衍生的2-羟基穆康酸6-半醛，而不是通过水解途径。这种提议的代谢途径与2-氨基酚的改良元断裂途径以及之前报道的甲基和氯衍生物的途径有显著不同。
• Omori, Toshio; Ishigooka, Hiroshi; Minoda, Yasuji, Agricultural and Biological Chemistry, 1986, vol. 50, # 6, p. 1513 - 1518
  作者：Omori, Toshio、Ishigooka, Hiroshi、Minoda, Yasuji

  DOI：——

  日期：——
• MICROORGANISM MEDIATED LIQUID FUELS
  申请人：JRST, LLC

  公开号：US20140162336A1

  公开（公告）日：2014-06-12

  Herein disclosed is a method for producing liquid hydrocarbon product, the method comprising disintegrating a hydrocarbon source; pretreating the disintegrated hydrocarbon source; solubilizing the disintegrated hydrocarbon source to form a slurry comprising a reactant molecule of the hydrocarbon source; admixing a biochemical liquor into the slurry, wherein the biochemical liquor comprises at least one conversion enzyme configured to facilitate bond selective photo-fragmentation of said reactant molecule of the hydrocarbon source, to form liquid hydrocarbons via enzyme assisted bond selective photo-fragmentation, wherein said conversion enzyme comprises reactive sites configured to restrict said reactant molecule such that photo-fragmentation favorably targets a preselected internal bond of said reactant molecule; separating the liquid hydrocarbons from the slurry, wherein contaminants remain in the slurry; and enriching the liquid hydrocarbons to form a liquid hydrocarbon product. Various aspects of such method/process are also discussed.