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Chemical Compound Review

CHEMBL151284     2-benzylbutanedioic acid

Synonyms: SureCN393002, CBMicro_015697, AG-C-24972, AG-J-14668, AG-L-65307, ...
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Disease relevance of Benzylsuccinic acid


High impact information on Benzylsuccinic acid


Chemical compound and disease context of Benzylsuccinic acid


Biological context of Benzylsuccinic acid


Associations of Benzylsuccinic acid with other chemical compounds


Gene context of Benzylsuccinic acid

  • The bssCAB genes are part of a larger putative operon ( bssDCABEFGH), which contains the gene bssD, encoding the activase for benzylsuccinate synthase, and four genes ( bssEFGH) encoding proteins of unknown function [13].
  • Benzylsuccinate synthase, encoded by the tutF, tutD, and tutG genes of Thauera aromatica strain T1, is responsible for the first step of anaerobic toluene metabolism [14].


  1. A stable organic free radical in anaerobic benzylsuccinate synthase of Azoarcus sp. strain T. Krieger, C.J., Roseboom, W., Albracht, S.P., Spormann, A.M. J. Biol. Chem. (2001) [Pubmed]
  2. Anaerobic toluene catabolism of Thauera aromatica: the bbs operon codes for enzymes of beta oxidation of the intermediate benzylsuccinate. Leuthner, B., Heider, J. J. Bacteriol. (2000) [Pubmed]
  3. Understanding the electon paramagnetic resonance parameters of protein-bound glycyl radicals. Kacprzak, S., Reviakine, R., Kaupp, M. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical (2007) [Pubmed]
  4. Biochemical and genetic characterization of benzylsuccinate synthase from Thauera aromatica: a new glycyl radical enzyme catalysing the first step in anaerobic toluene metabolism. Leuthner, B., Leutwein, C., Schulz, H., Hörth, P., Haehnel, W., Schiltz, E., Schägger, H., Heider, J. Mol. Microbiol. (1998) [Pubmed]
  5. Extreme state of ionization of benzylsuccinate bound by carboxypeptidase A. Palmer, A.R., Ellis, P.D., Wolfenden, R. Biochemistry (1982) [Pubmed]
  6. Purification and crystallization of human carboxypeptidase A. Peterson, L.M., Sokolovsky, M., Vallee, B.L. Biochemistry (1976) [Pubmed]
  7. Benzylsuccinate synthase of Azoarcus sp. strain T: cloning, sequencing, transcriptional organization, and its role in anaerobic toluene and m-xylene mineralization. Achong, G.R., Rodriguez, A.M., Spormann, A.M. J. Bacteriol. (2001) [Pubmed]
  8. Benzylfumaric, benzylmaleic, and Z- and E-phenylitaconic acids: synthesis, characterization, and correlation with a metabolite generated by Azoarcus tolulyticus Tol-4 during anaerobic toluene degradation. Migaud, M.E., Chee-Sanford, J.C., Tiedje, J.M., Frost, J.W. Appl. Environ. Microbiol. (1996) [Pubmed]
  9. Mechanistic insight into the inactivation of carboxypeptidase A by alpha-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid, a novel type of irreversible inhibitor for carboxypeptidase A with no stereospecificity. Chung, S.J., Chung, S., Lee, H.S., Kim, E.J., Oh, K.S., Choi, H.S., Kim, K.S., Kim, Y.J., Hahn, J.H., Kim, D.H. J. Org. Chem. (2001) [Pubmed]
  10. Substrate specificities and electron paramagnetic resonance properties of benzylsuccinate synthases in anaerobic toluene and m-xylene metabolism. Verfürth, K., Pierik, A.J., Leutwein, C., Zorn, S., Heider, J. Arch. Microbiol. (2004) [Pubmed]
  11. Role of benzylsuccinate in the induction of the tutE tutFDGH gene complex of T. aromatica strain T1. Coschigano, P.W., Bishop, B.J. FEMS Microbiol. Lett. (2004) [Pubmed]
  12. Analysis of the novel benzylsuccinate synthase reaction for anaerobic toluene activation based on structural studies of the product. Beller, H.R., Spormann, A.M. J. Bacteriol. (1998) [Pubmed]
  13. Genes involved in the anaerobic degradation of toluene in a denitrifying bacterium, strain EbN1. Kube, M., Heider, J., Amann, J., Hufnagel, P., Kühner, S., Beck, A., Reinhardt, R., Rabus, R. Arch. Microbiol. (2004) [Pubmed]
  14. Site-directed mutagenesis of the Thauera aromatica strain T1 tutE tutFDGH gene cluster. Bhandare, R., Calabro, M., Coschigano, P.W. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
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