| InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15) |
| GTOFKXZQQDSVFH-UHFFFAOYSA-N |
| OC(=O)CC(Cc1ccccc1)C(O)=O |
|
|
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
|
|
|
bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
|
|
View more via ChEBI Ontology
|
(phenylmethyl)butanedioic acid
|
ChemIDplus
|
|
α-benzylsuccinic acid
|
NIST Chemistry WebBook
|
|
Benzylsuccinate
|
KEGG COMPOUND
|
|
benzylsuccinic acid
|
ChemIDplus
|
|
β-carboxybenzenebutanoic acid
|
NIST Chemistry WebBook
|
|
D,L-Benzylsuccinic Acid
|
KEGG COMPOUND
|
|
1966188
|
Reaxys Registry Number
|
Reaxys
|
|
884-33-3
|
CAS Registry Number
|
ChemIDplus
|
|
884-33-3
|
CAS Registry Number
|
NIST Chemistry WebBook
|
Reusser DE, Field JA (2002)
Determination of benzylsuccinic acid in gasoline-contaminated groundwater by solid-phase extraction coupled with gas chromatography-mass spectrometry.
Journal of chromatography. A 953, 215-225 [PubMed:12058935]
[show Abstract]
Benzylsuccinic acid (BSA) and methylbenzylsuccinic acid (methyl-BSA) are unambiguous biotransformation products resulting from anaerobic toluene and xylene biodegradation, respectively. A solid-phase extraction method based on polystyrene-divinylbenzene sorbent was developed for the quantitative BSA determination in groundwater samples as an alternative to liquid-liquid extraction. Gas chromatography coupled with mass spectrometry was used for separation and detection. The recovery from spiked 11 groundwater samples was 88 to 100%. The precision of the method, indicated by the relative standard deviation, was +/- 4% and the method detection limit was 0.2 microg/l. The concentration of BSA and methyl-BSA in groundwater samples from anaerobic BTEX (benzene, toluene, ethylbenzene and xylenes)-contaminated sites ranged from below the detection limit (3 microg/l) to 155 microg/l. | Evans PJ, Ling W, Goldschmidt B, Ritter ER, Young LY (1992)
Metabolites formed during anaerobic transformation of toluene and o-xylene and their proposed relationship to the initial steps of toluene mineralization.
Applied and environmental microbiology 58, 496-501 [PubMed:1610173]
[show Abstract]
Strain T1 is a facultative bacterium that is capable of anaerobic toluene degradation under denitrifying conditions. While 80% of the carbon from toluene is either oxidized to carbon dioxide or assimilated into cellular carbon, a significant portion of the remainder is transformed into two dead-end metabolites. These metabolites were produced simultaneous to the mineralization of toluene and were identified as benzylsuccinic acid and benzylfumaric acid. Identification was based on comparison of mass spectra of the methyl esters of the metabolites and authentic compounds that were chemically synthesized. Strain T1 is also capable of o-xylene transformation during growth on toluene. o-Xylene does not serve as a source of carbon and is not mineralized. Rather, it is transformed to analogous dead-end metabolites, (2-methylbenzyl)-succinic acid and (2-methylbenzyl)-fumaric acid. o-Xylene transformation also occurred during growth on succinic acid, which suggests that attack of the methyl group by succinyl-coenzyme A is a key reaction in this transformation. We reason that the main pathway for toluene oxidation to carbon dioxide involves a mechanism similar to that for the formation of the metabolites and involves an attack of the methyl group of toluene by acetyl-coenzyme A. | Byers LD, Wolfenden R (1973)
Binding of the by-product analog benzylsuccinic acid by carboxypeptidase A.
Biochemistry 12, 2070-2078 [PubMed:4735879] |
|
