FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2883745093> ?p ?o ?g. }

• W2883745093 endingPage "759" @default.
• W2883745093 startingPage "748" @default.
• W2883745093 abstract "Tryptophan indole-lyase (TIL) is a bacterial enzyme which catalyzes the reversible formation of indole and ammonium pyruvate from L-tryptophan. Oxindolyl-L-alanine (OIA) is an inhibitor of TIL, with a K i value of about 5 µ M . The crystal structure of the complex of Proteus vulgaris TIL with OIA has now been determined at 2.1 Å resolution. The ligand forms a closed quinonoid complex with the pyridoxal 5′-phosphate (PLP) cofactor. The small domain rotates about 10° to close the active site, bringing His458 into position to donate a hydrogen bond to Asp133, which also accepts a hydrogen bond from the heterocyclic NH of the inhibitor. This brings Phe37 and Phe459 into van der Waals contact with the aromatic ring of OIA. Mutation of the homologous Phe464 in Escherichia coli TIL to Ala results in a 500-fold decrease in k cat / K m for L-tryptophan, with less effect on the reaction of other nonphysiological β-elimination substrates. Stopped-flow kinetic experiments of F464A TIL show that the mutation has no effect on the formation of quinonoid intermediates. An aminoacrylate intermediate is observed in the reaction of F464A TIL with S -ethyl-L-cysteine and benzimidazole. A model of the L-tryptophan quinonoid complex with PLP in the active site of P. vulgaris TIL shows that there would be a severe clash of Phe459 (∼1.5 Å apart) and Phe37 (∼2 Å apart) with the benzene ring of the substrate. It is proposed that this creates distortion of the substrate aromatic ring out of plane and moves the substrate upwards on the reaction coordinate towards the transition state, thus reducing the activation energy and accelerating the enzymatic reaction." @default.
• W2883745093 created "2018-08-03" @default.
• W2883745093 creator A5005932240 @default.
• W2883745093 creator A5012092928 @default.
• W2883745093 creator A5041242705 @default.
• W2883745093 creator A5054097999 @default.
• W2883745093 creator A5055799923 @default.
• W2883745093 date "2018-07-24" @default.
• W2883745093 modified "2023-09-24" @default.
• W2883745093 title "The crystal structure of<i>Proteus vulgaris</i>tryptophan indole-lyase complexed with oxindolyl-<scp>L</scp>-alanine: implications for the reaction mechanism" @default.
• W2883745093 cites W1563777091 @default.
• W2883745093 cites W1579091669 @default.
• W2883745093 cites W1978412291 @default.
• W2883745093 cites W1978785804 @default.
• W2883745093 cites W1990043406 @default.
• W2883745093 cites W1990721194 @default.
• W2883745093 cites W1991735826 @default.
• W2883745093 cites W1993997165 @default.
• W2883745093 cites W1994362691 @default.
• W2883745093 cites W2001671479 @default.
• W2883745093 cites W2005327412 @default.
• W2883745093 cites W2009823979 @default.
• W2883745093 cites W2009922987 @default.
• W2883745093 cites W2023545596 @default.
• W2883745093 cites W2024136414 @default.
• W2883745093 cites W2030258343 @default.
• W2883745093 cites W2030632688 @default.
• W2883745093 cites W2032844207 @default.
• W2883745093 cites W2035832119 @default.
• W2883745093 cites W2042394891 @default.
• W2883745093 cites W2063716816 @default.
• W2883745093 cites W2066701330 @default.
• W2883745093 cites W2068867378 @default.
• W2883745093 cites W2073714219 @default.
• W2883745093 cites W2077494556 @default.
• W2883745093 cites W2078874434 @default.
• W2883745093 cites W2085838038 @default.
• W2883745093 cites W2089645534 @default.
• W2883745093 cites W2091446851 @default.
• W2883745093 cites W2092743866 @default.
• W2883745093 cites W2093933654 @default.
• W2883745093 cites W2102245393 @default.
• W2883745093 cites W2108959691 @default.
• W2883745093 cites W2110432921 @default.
• W2883745093 cites W2124026197 @default.
• W2883745093 cites W2139632794 @default.
• W2883745093 cites W2153821315 @default.
• W2883745093 cites W2163523869 @default.
• W2883745093 cites W2166587527 @default.
• W2883745093 cites W2180229411 @default.
• W2883745093 cites W2315975568 @default.
• W2883745093 cites W2514078103 @default.
• W2883745093 cites W2747253994 @default.
• W2883745093 cites W2946151597 @default.
• W2883745093 cites W2950462341 @default.
• W2883745093 cites W2969273703 @default.
• W2883745093 cites W4248872320 @default.
• W2883745093 doi "https://doi.org/10.1107/s2059798318003352" @default.
• W2883745093 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30082510" @default.
• W2883745093 hasPublicationYear "2018" @default.
• W2883745093 type Work @default.
• W2883745093 sameAs 2883745093 @default.
• W2883745093 citedByCount "7" @default.
• W2883745093 countsByYear W28837450932019 @default.
• W2883745093 countsByYear W28837450932021 @default.
• W2883745093 countsByYear W28837450932022 @default.
• W2883745093 countsByYear W28837450932023 @default.
• W2883745093 crossrefType "journal-article" @default.
• W2883745093 hasAuthorship W2883745093A5005932240 @default.
• W2883745093 hasAuthorship W2883745093A5012092928 @default.
• W2883745093 hasAuthorship W2883745093A5041242705 @default.
• W2883745093 hasAuthorship W2883745093A5054097999 @default.
• W2883745093 hasAuthorship W2883745093A5055799923 @default.
• W2883745093 hasConcept C104317684 @default.
• W2883745093 hasConcept C112887158 @default.
• W2883745093 hasConcept C178790620 @default.
• W2883745093 hasConcept C181199279 @default.
• W2883745093 hasConcept C185592680 @default.
• W2883745093 hasConcept C192527728 @default.
• W2883745093 hasConcept C2776706248 @default.
• W2883745093 hasConcept C2777269803 @default.
• W2883745093 hasConcept C2780662933 @default.
• W2883745093 hasConcept C2780859938 @default.
• W2883745093 hasConcept C32909587 @default.
• W2883745093 hasConcept C41183919 @default.
• W2883745093 hasConcept C515207424 @default.
• W2883745093 hasConcept C547475151 @default.
• W2883745093 hasConcept C55493867 @default.
• W2883745093 hasConcept C71240020 @default.
• W2883745093 hasConceptScore W2883745093C104317684 @default.
• W2883745093 hasConceptScore W2883745093C112887158 @default.
• W2883745093 hasConceptScore W2883745093C178790620 @default.
• W2883745093 hasConceptScore W2883745093C181199279 @default.
• W2883745093 hasConceptScore W2883745093C185592680 @default.
• W2883745093 hasConceptScore W2883745093C192527728 @default.
• W2883745093 hasConceptScore W2883745093C2776706248 @default.
• W2883745093 hasConceptScore W2883745093C2777269803 @default.
• W2883745093 hasConceptScore W2883745093C2780662933 @default.

• next