(+)-muconolactone | 1124-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: (+)-muconolactone
• 英文别名: (S)-Muconolactone；((S)-5-oxo-2,5-dihydro-[2]furyl)-acetic acid；((S)-5-Oxo-2,5-dihydro-[2]furyl)-essigsaeure；(S)-5-oxo-2,5-dihydro-2-furylacetic acid；2-[(2S)-5-oxo-2H-furan-2-yl]acetic acid
• CAS: 1124-48-7
• 化学式: C₆H₆O₄
• 分子量: 142.111
• InChiKey: HPEKPJGPWNSAAV-SCSAIBSYSA-N

物化性质

• 沸点：
  430.8±18.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-muconolactone 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醚 、 乙酸乙酯 为溶剂， 反应 1.5h， 生成 (-)-5-methoxycarbonylmethyl-2,,3,4,5-tetrahydrofuran-2-one
  参考文献：
  名称：

  恶臭假单胞菌中芳烃生物转化的（+）-松康内酯：产量，绝对构型和对映体纯度。

  摘要：

  据报道，恶臭假单胞菌（Pseudomonas putida）的突变体使外消旋扁桃酸盐生物转化，从而以高收率和对映体纯度得到标题化合物（1）。解决了以前的1绝对构型和相应的甲酯分配中的明显矛盾，从而表明（+）-1具有（5S）立体化学。

  DOI：

  10.1016/s0040-4020(01)87035-6
• 作为产物：
  描述：

  顺,顺-已二烯二酸 在 enzyme from pseudomonas fluorescence 作用下， 生成 (+)-muconolactone
  参考文献：
  名称：

  Sistrom; Stanier, Journal of Biological Chemistry, 1954, vol. 210, p. 821,828

  摘要：

  DOI：

文献信息

• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。
• Recombinant expression of a unique chloromuconolactone dehalogenase ClcF from Rhodococcus opacus 1CP and identification of catalytically relevant residues by mutational analysis
  作者：Janosch A.D. Gröning、Christian Roth、Stefan R. Kaschabek、Norbert Sträter、Michael Schlömann

  DOI：10.1016/j.abb.2012.07.007

  日期：2012.10

  Chloromuconolactone dehalogenase ClcF plays a unique role in 3-chlorocatechol degradation by Rhodococcus opacus 1CP by compensating the inability of its chloromuconate cycloisomerase ClcB2 to dechlorinate the chemically stable cycloisomerization product (4R,5S)-5-chloromuconolactone (5CML). High sequence similarities showed relatedness of ClcF to muconolactone isomerases (MLIs, EC 5.3.3.4) of the 3-oxoadipate pathway. Although both enzyme types share the ability to dechlorinate 5CML, comparison of kcat/Km indicated a significant extent of specialization of ClcF for dechlorination. This assumption was substantiated by an almost complete inability of ClcF to convert (4S)-muconolactone and the exclusive formation of cis-dienelactone from 5CML. Mutational analysis of ClcF by means of variants E27D, E27Q, Y50A, N52A, and A89S indicated relevance of some highly conserved residues for substrate binding and catalysis. Based on the putative isomerization mechanism of MLI, evidence was provided for a role of E27 in initial proton abstraction as well as of Y50 and N52 in substrate binding. In case of N52 substrate binding is likely to occur to the carboxylic group of 5CML as indicated by a significant change of product specificity. Expression in Escherichia coli BL21-CP(DE)-RIL followed by a three-step purification procedure with heat treatment is a convenient strategy to obtain recombinant ClcF and variants thereof. (C) 2012 Elsevier Inc. All rights reserved.
• CAPRARO, HANS-GEORG;FRANCOTTE, ERIC;KOHLER, BORIS;RIHS, GRETHY;SCHNEIDER,+, J. ANTIBIOTICS, 41,(1988) N 6, 759-770
  作者：CAPRARO, HANS-GEORG、FRANCOTTE, ERIC、KOHLER, BORIS、RIHS, GRETHY、SCHNEIDER,+

  DOI：——

  日期：——
• MEANS AND METHODS FOR PRODUCTION OF ORGANIC COMPOUNDS
  申请人：Universität des Saarlandes

  公开号：EP3341487A1

  公开（公告）日：2018-07-04
• [EN] MEANS AND METHODS FOR PRODUCTION OF ORGANIC COMPOUNDS<br/>[FR] MOYENS ET PROCÉDÉS POUR LA PRODUCTION DE COMPOSÉS ORGANIQUES
  申请人：UNIV SAARLAND

  公开号：WO2017037013A1

  公开（公告）日：2017-03-09

  The present invention relates to the field of biotechnology. It involves the decomposition and conversion of organic educts, in particular biomass feedstock, lignin, guaiacol; p-coumaryl alcohol; coniferyl alcohol; sinapyl alcohol; cresol; phenol; catechol; polysaccharides; cellulose hemicellulose; xylose; glucose; fructose; proteins; amino acids; triacylglycerides and/or fatty acids into useful organic compounds with the help of biocatalysts. A method of producing an organic product comprises i) fluid-assisted decomposition of an organic educt under sub- or supercritical conditions ii) obtaining an intermediate product from step i) iii) subjecting the intermediate product to biocatalytic conversion, by contacting the intermediate product obtained in step ii) with a biocatalyst, wherein said biocatalyst is a host cell selected from the group consisting of bacteria, yeast, filamentous fungi, cyanobacteria, algae, and plant cells. Further, a host cell is provided herein that can advantageously be employed in the methods of the invention.