Matches in SemOpenAlex for { <https://semopenalex.org/work/W4214830003> ?p ?o ?g. }
- W4214830003 abstract "Abstract The cis-dihydroxylation of arenes by Rieske dearomatizing dioxygenases (RDDs) represents a powerful tool for the production of chiral precursors in organic synthesis. Here, the substrate specificity of the RDD benzoate dioxygenase (BZDO) in Ralstonia eutropha B9 whole cells was explored using quantitative 1H nuclear magnetic resonance spectroscopy (q1H-NMR). The specific activity, specific carbon uptake, and regioselectivity of the dihydroxylation reaction were evaluated in resting cell cultures for a panel of 17 monosubstituted benzoates. Two new substrates of this dioxygenase system were identified (2-methyl- and 3-methoxybenzoic acid) and the corresponding cis-diol metabolites were characterized. Higher activities were observed for benzoates with smaller substituents, predominantly at the 3-position. Elevated activities were also observed in substrates bearing greater partial charge at the C-2 position of the benzoate ring. The regioselectivity of the reaction was directly measured using q1H-NMR and found to have positive correlation with increasing substituent size. These results widen the pool of cis-diol metabolites available for synthetic applications and offer a window into the substrate traits that govern specificity for BZDO." @default.
- W4214830003 created "2022-03-05" @default.
- W4214830003 creator A5042717584 @default.
- W4214830003 creator A5047532205 @default.
- W4214830003 creator A5083399789 @default.
- W4214830003 date "2022-03-08" @default.
- W4214830003 modified "2023-09-26" @default.
- W4214830003 title "Quantitative 1H-NMR analysis reveals steric and electronic effects on the substrate specificity of benzoate dioxygenase in <i>Ralstonia eutropha</i> B9" @default.
- W4214830003 cites W1541461329 @default.
- W4214830003 cites W1626426536 @default.
- W4214830003 cites W1963677048 @default.
- W4214830003 cites W1963974108 @default.
- W4214830003 cites W1970918459 @default.
- W4214830003 cites W1977265905 @default.
- W4214830003 cites W1978272160 @default.
- W4214830003 cites W1988091937 @default.
- W4214830003 cites W1991812438 @default.
- W4214830003 cites W1994436865 @default.
- W4214830003 cites W1994958134 @default.
- W4214830003 cites W1996317585 @default.
- W4214830003 cites W2005697631 @default.
- W4214830003 cites W2011215428 @default.
- W4214830003 cites W2029548922 @default.
- W4214830003 cites W2031823851 @default.
- W4214830003 cites W2034424870 @default.
- W4214830003 cites W2036223583 @default.
- W4214830003 cites W2048604410 @default.
- W4214830003 cites W2049125068 @default.
- W4214830003 cites W2065370731 @default.
- W4214830003 cites W2067718414 @default.
- W4214830003 cites W2071955309 @default.
- W4214830003 cites W2084923757 @default.
- W4214830003 cites W2086506004 @default.
- W4214830003 cites W2129811298 @default.
- W4214830003 cites W2132879814 @default.
- W4214830003 cites W2150697053 @default.
- W4214830003 cites W2160790360 @default.
- W4214830003 cites W2179170929 @default.
- W4214830003 cites W2180002951 @default.
- W4214830003 cites W2292300652 @default.
- W4214830003 cites W2336787513 @default.
- W4214830003 cites W2739439285 @default.
- W4214830003 cites W2903767518 @default.
- W4214830003 cites W2953357455 @default.
- W4214830003 cites W2981394391 @default.
- W4214830003 cites W2994879160 @default.
- W4214830003 doi "https://doi.org/10.1093/jimb/kuac006" @default.
- W4214830003 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/35259264" @default.
- W4214830003 hasPublicationYear "2022" @default.
- W4214830003 type Work @default.
- W4214830003 citedByCount "3" @default.
- W4214830003 countsByYear W42148300032022 @default.
- W4214830003 countsByYear W42148300032023 @default.
- W4214830003 crossrefType "journal-article" @default.
- W4214830003 hasAuthorship W4214830003A5042717584 @default.
- W4214830003 hasAuthorship W4214830003A5047532205 @default.
- W4214830003 hasAuthorship W4214830003A5083399789 @default.
- W4214830003 hasBestOaLocation W42148300031 @default.
- W4214830003 hasConcept C146686406 @default.
- W4214830003 hasConcept C161790260 @default.
- W4214830003 hasConcept C163111631 @default.
- W4214830003 hasConcept C178790620 @default.
- W4214830003 hasConcept C181199279 @default.
- W4214830003 hasConcept C185592680 @default.
- W4214830003 hasConcept C18903297 @default.
- W4214830003 hasConcept C201194858 @default.
- W4214830003 hasConcept C2776834422 @default.
- W4214830003 hasConcept C2777289219 @default.
- W4214830003 hasConcept C2777538812 @default.
- W4214830003 hasConcept C2777672777 @default.
- W4214830003 hasConcept C2778689049 @default.
- W4214830003 hasConcept C2780263894 @default.
- W4214830003 hasConcept C2780734198 @default.
- W4214830003 hasConcept C59759590 @default.
- W4214830003 hasConcept C66974803 @default.
- W4214830003 hasConcept C71240020 @default.
- W4214830003 hasConcept C86803240 @default.
- W4214830003 hasConcept C90150868 @default.
- W4214830003 hasConceptScore W4214830003C146686406 @default.
- W4214830003 hasConceptScore W4214830003C161790260 @default.
- W4214830003 hasConceptScore W4214830003C163111631 @default.
- W4214830003 hasConceptScore W4214830003C178790620 @default.
- W4214830003 hasConceptScore W4214830003C181199279 @default.
- W4214830003 hasConceptScore W4214830003C185592680 @default.
- W4214830003 hasConceptScore W4214830003C18903297 @default.
- W4214830003 hasConceptScore W4214830003C201194858 @default.
- W4214830003 hasConceptScore W4214830003C2776834422 @default.
- W4214830003 hasConceptScore W4214830003C2777289219 @default.
- W4214830003 hasConceptScore W4214830003C2777538812 @default.
- W4214830003 hasConceptScore W4214830003C2777672777 @default.
- W4214830003 hasConceptScore W4214830003C2778689049 @default.
- W4214830003 hasConceptScore W4214830003C2780263894 @default.
- W4214830003 hasConceptScore W4214830003C2780734198 @default.
- W4214830003 hasConceptScore W4214830003C59759590 @default.
- W4214830003 hasConceptScore W4214830003C66974803 @default.
- W4214830003 hasConceptScore W4214830003C71240020 @default.
- W4214830003 hasConceptScore W4214830003C86803240 @default.
- W4214830003 hasConceptScore W4214830003C90150868 @default.
- W4214830003 hasIssue "3" @default.
- W4214830003 hasLocation W42148300031 @default.