马来酰基乙酸 | 24740-88-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 马来酰基乙酸
• 中文别名: 1-(7,8-二甲氧基二苯并[b,f]噻庚英-10-基)-4-甲基哌嗪(2E)-丁-2-烯二酸酯
• 英文名称: 3-keto-cis,cis-muconic acid
• 英文别名: 2-maleylacetate；maleylacetate；HMDB0060348；4-Oxohex-2-enedioate；(Z)-4-oxohex-2-enedioic acid
• CAS: 24740-88-3
• 化学式: C₆H₆O₅
• 分子量: 158.111
• InChiKey: SOXXPQLIZIPMIZ-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2Z)-2-(5-氧代-2(5H)-呋喃亚基)-乙酸 在 dienelactone hydrolase (EC 3.1.1.45) 、 水 作用下， 生成 马来酰基乙酸
  参考文献：
  名称：

  Site-directed mutagenesis of dienelactone hydrolase produces dienelactone isomerase

  摘要：

  用 Ser 取代二烯丙基内酯水解酶的活性位点 Cys-123 完全改变了蛋白质的催化作用，从原生酶将底物 E 型和 Z 型二烯丙基内酯水解为马来酰乙酸酯，到突变体二烯丙基内酯异构酶将底物相互转化。

  DOI：

  10.1039/b000365o

文献信息

• ALTERNATIVE PATHWAYS TO ADIPIC ACID BY COMBINED FERMENTATION AND CATALYTIC METHODS
  申请人：BioAmber Inc.

  公开号：US20150225329A1

  公开（公告）日：2015-08-13

  Processes process for producing adipate or adipic acid using biological pathways and chemical catalyzes are disclosed. Homocitric acid may be a substrate in reaction pathways leading to adipic acid or a salt thereof.

  揭示了利用生物途径和化学催化剂生产己二酸盐或己二酸的过程。顺己二酸可能是通向己二酸或其盐的反应途径中的底物。
• SEMI-SYNTHETIC TEREPHTHALIC ACID VIA MICROORGANISMS THAT PRODUCE MUCONIC ACID
  申请人：Burk Mark J.

  公开号：US20110124911A1

  公开（公告）日：2011-05-26

  The invention provides a non-naturally occurring microbial organism having a muconate pathway having at least one exogenous nucleic acid encoding a muconate pathway enzyme expressed in a sufficient amount to produce muconate. The muconate pathway including an enzyme selected from the group consisting of a beta-ketothiolase, a beta-ketoadipyl-CoA hydrolase, a beta-ketoadipyl-CoA transferase, a beta-ketoadipyl-CoA ligase, a 2-fumarylacetate reductase, a 2-fumarylacetate dehydrogenase, a trans-3-hydroxy-4-hexendioate dehydratase, a 2-fumarylacetate aminotransferase, a 2-fumarylacetate aminating oxidoreductase, a trans-3-amino-4-hexenoate deaminase, a beta-ketoadipate enol-lactone hydrolase, a muconolactone isomerase, a muconate cycloisomerase, a beta-ketoadipyl-CoA dehydrogenase, a 3-hydroxyadipyl-CoA dehydratase, a 2,3-dehydroadipyl-CoA transferase, a 2,3-dehydroadipyl-CoA hydrolase, a 2,3-dehydroadipyl-CoA ligase, a muconate reductase, a 2-maleylacetate reductase, a 2-maleylacetate dehydrogenase, a cis-3-hydroxy-4-hexendioate dehydratase, a 2-maleylacetate aminoatransferase, a 2-maleylacetate aminating oxidoreductase, a cis-3-amino-4-hexendioate deaminase, and a muconate cis/trans isomerase. Other muconate pathway enzymes also are provided. Additionally provided are methods of producing muconate.

  本发明提供了一种非自然存在的微生物有着至少一个外源核酸编码的足量表达黏酸途径酶以产生黏酸的黏酸途径微生物。黏酸途径包括以下酶的选择：β-酮巯基硫酰酶、β-酮己二酸-CoA水解酶、β-酮己二酸-CoA转移酶、β-酮己二酸-CoA连接酶、2-富马酰乙酸还原酶、2-富马酰乙酸脱氢酶、顺式-3-羟基-4-己烯二酸脱水酶、2-富马酰乙酸氨基转移酶、2-富马酰乙酸氨基氧化还原酶、顺式-3-氨基-4-己烯二酸脱氨酶、β-酮己二酸烯醇内酯水解酶、黏酸内酯异构酶、黏酸环异构酶、β-酮己二酸-CoA脱氢酶、3-羟基己二酰-CoA脱水酶、2,3-脱氢己二酰-CoA转移酶、2,3-脱氢己二酰-CoA水解酶、2,3-脱氢己二酰-CoA连接酶、黏酸还原酶、2-马来酰乙酸还原酶、2-马来酰乙酸脱氢酶、顺式-3-羟基-4-己烯二酸脱水酶、2-马来酰乙酸氨基转移酶、2-马来酰乙酸氨基氧化还原酶、顺式-3-氨基-4-己烯二酸脱氨酶和黏酸顺/反异构酶。还提供了其他黏酸途径酶。此外，还提供了生产黏酸的方法。
• Substrate-Induced Conformational Change and Isomerase Activity of Dienelactone Hydrolase and its Site-Specific Mutants
  作者：Ian Walker、James E. Hennessy、David L. Ollis、Christopher J. Easton

  DOI：10.1002/cbic.201200232

  日期：2012.7.23

  Greater longevity of an intermediate: Dienelactone hydrolase has been found to exhibit different substrate‐induced conformational responses specific for hydrolysis of each of its E and Z substrate isomers. Its C123S mutant catalyses the isomerisation of these same substrates without hydrolysis because the acyl–enzyme intermediates are longer‐lived, thus allowing for their interconversion followed by

  中间体的更长寿：发现二烯内酯水解酶表现出不同的底物诱导的构象响应，这些构象响应特定于其E和Z底物异构体的水解。它的C123S突变体无需水解即可催化这些相同底物的异构化，因为酰基-酶中间体的寿命更长，因此允许它们相互转化，然后再进行内酯化。
• MICROORGANISMS AND METHODS FOR THE BIOSYNTHESIS OF ADIPATE, HEXAMETHYLENEDIAMINE AND 6-AMINOCAPROIC ACID
  申请人：Burk Mark J.

  公开号：US20120282661A1

  公开（公告）日：2012-11-08

  The invention provides a non-naturally occurring microbial organism having a 6-aminocaproic acid, caprolactam, hexametheylenediamine or levulinic acid pathway. The microbial organism contains at least one exogenous nucleic acid encoding an enzyme in the respective 6-aminocaproic acid, caprolactam, hexametheylenediamine or levulinic acid pathway. The invention additionally provides a method for producing 6-aminocaproic acid, caprolactam, hexametheylenediamine or levulinic acid. The method can include culturing a 6-aminocaproic acid, caprolactam or hexametheylenediamine producing microbial organism, where the microbial organism expresses at least one exogenous nucleic acid encoding a 6-aminocaproic acid, caprolactam, hexametheylenediamine or levulinic acid pathway enzyme in a sufficient amount to produce the respective product, under conditions and for a sufficient period of time to produce 6-aminocaproic acid, caprolactam, hexametheylenediamine or levulinic acid.

  本发明提供了一种非自然存在的微生物有6-氨基己酸、己内酰胺、六亚甲基二胺或丙酮酸途径。该微生物含有至少一种外源核酸，编码相应的6-氨基己酸、己内酰胺、六亚甲基二胺或丙酮酸途径中的酶。本发明还提供了一种生产6-氨基己酸、己内酰胺、六亚甲基二胺或丙酮酸的方法。该方法可以包括培养6-氨基己酸、己内酰胺或六亚甲基二胺产生微生物，其中微生物在适当的条件下表达至少一种外源核酸编码的6-氨基己酸、己内酰胺、六亚甲基二胺或丙酮酸途径酶，以产生相应的产物，持续一定的时间。
• BIOLOGICAL SYNTHESIS OF DIFUNCTIONAL HEXANES AND PENTANES FROM CARBOHYDRATE FEEDSTOCKS
  申请人：Baynes Brian M.

  公开号：US20120301950A1

  公开（公告）日：2012-11-29

  Provided herein are methods for the production of difunctional alkanes in microorganisms. Also provided are enzymes and nucleic acids encoding such enzymes, associated with the difunctional alkane production from carbohydrates feedstocks in microorganisms. The invention also provides recombinant microorganisms and metabolic pathways for the production of difunctional alkanes.

  本文提供了在微生物中生产双官能基烷烃的方法。同时还提供了编码这种酶的核酸和酶，与从碳水化合物饲料中生产双官能基烷烃相关。本发明还提供了重组微生物和代谢途径，用于生产双官能基烷烃。