Literature DB >> 8250241

A rapid method for the synthesis of methylmalonyl-coenzyme A and other CoA-esters.

R Padmakumar1, S Gantla, R Banerjee.   

Abstract

A rapid and high-yield synthesis of methylmalonyl coenzyme A is reported. The two-step procedure involves preparation of the thiophenyl ester of methylmalonic acid using dicyclohexylcarbodiimide as a condensing agent, followed by transesterification with coenzyme A, to yield methylmalonyl coenzyme A in 80% overall yield. Inclusion of an additional step, methylation of malonic acid with iodomethane, affords the opportunity for introducing a stable or radioactive isotope into the product. This method should be applicable for the syntheses of other coenzyme A esters that are of biochemical interest such as succinyl coenzyme A.

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Year:  1993        PMID： 8250241     DOI： 10.1006/abio.1993.1494

Source DB:  PubMed          Journal:  Anal Biochem        ISSN： 0003-2697            Impact factor:   3.365


  10 in total

1.  Structural basis of the stereospecificity of bacterial B12-dependent 2-hydroxyisobutyryl-CoA mutase.

Authors:  Nadya Kurteva-Yaneva; Michael Zahn; M-Teresa Weichler; Robert Starke; Hauke Harms; Roland H Müller; Norbert Sträter; Thore Rohwerder
Journal:  J Biol Chem       Date:  2015-02-26       Impact factor: 5.157

2.  Bacterial acyl-CoA mutase specifically catalyzes coenzyme B12-dependent isomerization of 2-hydroxyisobutyryl-CoA and (S)-3-hydroxybutyryl-CoA.

Authors:  Nadya Yaneva; Judith Schuster; Franziska Schäfer; Vera Lede; Denise Przybylski; Torsten Paproth; Hauke Harms; Roland H Müller; Thore Rohwerder
Journal:  J Biol Chem       Date:  2012-03-20       Impact factor: 5.157

3.  Identification of Middle Chain Fatty Acyl-CoA Ligase Responsible for the Biosynthesis of 2-Alkylmalonyl-CoAs for Polyketide Extender Unit.

Authors:  Takeshi Miyazawa; Shunji Takahashi; Akihiro Kawata; Suresh Panthee; Teruo Hayashi; Takeshi Shimizu; Toshihiko Nogawa; Hiroyuki Osada
Journal:  J Biol Chem       Date:  2015-09-16       Impact factor: 5.157

4.  Characterization of a succinyl-CoA radical-cob(II)alamin spin triplet intermediate in the reaction catalyzed by adenosylcobalamin-dependent methylmalonyl-CoA mutase.

Authors:  Steven O Mansoorabadi; Rugmini Padmakumar; Nisso Fazliddinova; Monica Vlasie; Ruma Banerjee; George H Reed
Journal:  Biochemistry       Date:  2005-03-08       Impact factor: 3.162

5.  Production of 2-Hydroxyisobutyric Acid from Methanol by Methylobacterium extorquens AM1 Expressing (R)-3-Hydroxybutyryl Coenzyme A-Isomerizing Enzymes.

Authors:  Maria-Teresa Rohde; Sylvi Tischer; Hauke Harms; Thore Rohwerder
Journal:  Appl Environ Microbiol       Date:  2017-01-17       Impact factor: 4.792

6.  Thermophilic Coenzyme B12-Dependent Acyl Coenzyme A (CoA) Mutase from Kyrpidia tusciae DSM 2912 Preferentially Catalyzes Isomerization of (R)-3-Hydroxybutyryl-CoA and 2-Hydroxyisobutyryl-CoA.

Authors:  Maria-Teresa Weichler; Nadya Kurteva-Yaneva; Denise Przybylski; Judith Schuster; Roland H Müller; Hauke Harms; Thore Rohwerder
Journal:  Appl Environ Microbiol       Date:  2015-04-24       Impact factor: 4.792

7.  Biocatalytic synthesis of pikromycin, methymycin, neomethymycin, novamethymycin, and ketomethymycin.

Authors:  Douglas A Hansen; Christopher M Rath; Eli B Eisman; Alison R H Narayan; Jeffrey D Kittendorf; Jonathan D Mortison; Yeo Joon Yoon; David H Sherman
Journal:  J Am Chem Soc       Date:  2013-07-18       Impact factor: 15.419

8.  The Pks13/FadD32 crosstalk for the biosynthesis of mycolic acids in Mycobacterium tuberculosis.

Authors:  Sabine Gavalda; Mathieu Léger; Benoît van der Rest; Alexandre Stella; Fabienne Bardou; Henri Montrozier; Christian Chalut; Odile Burlet-Schiltz; Hedia Marrakchi; Mamadou Daffé; Annaïk Quémard
Journal:  J Biol Chem       Date:  2009-05-12       Impact factor: 5.157

9.  Landscape of the regulatory elements for lysine 2-hydroxyisobutyrylation pathway.

Authors:  He Huang; Zhouqing Luo; Shankang Qi; Jing Huang; Peng Xu; Xiuxuan Wang; Li Gao; Fangyi Li; Jian Wang; Wenhui Zhao; Wei Gu; Zhucheng Chen; Lunzhi Dai; Junbiao Dai; Yingming Zhao
Journal:  Cell Res       Date:  2017-12-01       Impact factor: 25.617

10.  Actinobacterial Degradation of 2-Hydroxyisobutyric Acid Proceeds via Acetone and Formyl-CoA by Employing a Thiamine-Dependent Lyase Reaction.

Authors:  Thore Rohwerder; Maria-Teresa Rohde; Nico Jehmlich; Jessica Purswani
Journal:  Front Microbiol       Date:  2020-04-15       Impact factor: 5.640
  10 in total

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