Matches in SemOpenAlex for { <https://semopenalex.org/work/W2023892403> ?p ?o ?g. }
- W2023892403 endingPage "281" @default.
- W2023892403 startingPage "274" @default.
- W2023892403 abstract "The glyoxalase system catalyzes the conversion of toxic methylglyoxal to nontoxic d-lactic acid using glutathione (GSH) as a coenzyme. Glyoxalase II (GlxII) is a binuclear Zn enzyme that catalyzes the second step of this conversion, namely the hydrolysis of S-d-lactoylglutathione, which is the product of the Glyoxalase I (GlxI) reaction. In this paper we use density functional theory method to investigate the reaction mechanism of GlxII. A model of the active site is constructed on the basis of the X-ray crystal structure of the native enzyme. Stationary points along the reaction pathway are optimized and the potential energy surface for the reaction is calculated. The calculations give strong support to the previously proposed mechanism. It is found that the bridging hydroxide is capable of performing nucleophilic attack at the substrate carbonyl to form a tetrahedral intermediate. This step is followed by a proton transfer from the bridging oxygen to Asp58 and finally C-S bond cleavage. The roles of the two zinc ions in the reaction mechanism are analyzed. Zn2 is found to stabilize the charge of tetrahedral intermediate thereby lowering the barrier for the nucleophilic attack, while Zn1 stabilizes the charge of the thiolate product, thereby facilitating the C-S bond cleavage. Finally, the energies involved in the product release and active-site regeneration are estimated and a new possible mechanism is suggested." @default.
- W2023892403 created "2016-06-24" @default.
- W2023892403 creator A5030863006 @default.
- W2023892403 creator A5083524268 @default.
- W2023892403 creator A5087674282 @default.
- W2023892403 date "2009-02-01" @default.
- W2023892403 modified "2023-09-30" @default.
- W2023892403 title "Reaction mechanism of the binuclear zinc enzyme glyoxalase II – A theoretical study" @default.
- W2023892403 cites W120247693 @default.
- W2023892403 cites W1598579140 @default.
- W2023892403 cites W1752750900 @default.
- W2023892403 cites W1972261407 @default.
- W2023892403 cites W1973924126 @default.
- W2023892403 cites W1975559843 @default.
- W2023892403 cites W1980533904 @default.
- W2023892403 cites W1982356449 @default.
- W2023892403 cites W1983108555 @default.
- W2023892403 cites W1984929731 @default.
- W2023892403 cites W1991905887 @default.
- W2023892403 cites W1992237337 @default.
- W2023892403 cites W1994057848 @default.
- W2023892403 cites W1996115908 @default.
- W2023892403 cites W1997151511 @default.
- W2023892403 cites W2004741748 @default.
- W2023892403 cites W2005401205 @default.
- W2023892403 cites W2010971562 @default.
- W2023892403 cites W2011358384 @default.
- W2023892403 cites W2015140913 @default.
- W2023892403 cites W2015952269 @default.
- W2023892403 cites W2022529963 @default.
- W2023892403 cites W2023271753 @default.
- W2023892403 cites W2034819233 @default.
- W2023892403 cites W2035802908 @default.
- W2023892403 cites W2040577897 @default.
- W2023892403 cites W2041819681 @default.
- W2023892403 cites W2043330688 @default.
- W2023892403 cites W2046477260 @default.
- W2023892403 cites W2050502393 @default.
- W2023892403 cites W2054889291 @default.
- W2023892403 cites W2055563809 @default.
- W2023892403 cites W2056999040 @default.
- W2023892403 cites W2057363122 @default.
- W2023892403 cites W2058848030 @default.
- W2023892403 cites W2070103454 @default.
- W2023892403 cites W2071244442 @default.
- W2023892403 cites W2071822446 @default.
- W2023892403 cites W2076806894 @default.
- W2023892403 cites W2077883283 @default.
- W2023892403 cites W2081897566 @default.
- W2023892403 cites W2082251955 @default.
- W2023892403 cites W2084431722 @default.
- W2023892403 cites W2090133370 @default.
- W2023892403 cites W2112862672 @default.
- W2023892403 cites W2119292856 @default.
- W2023892403 cites W2143981217 @default.
- W2023892403 cites W2154600206 @default.
- W2023892403 cites W2157331625 @default.
- W2023892403 cites W2164645645 @default.
- W2023892403 cites W2952895369 @default.
- W2023892403 cites W4383700819 @default.
- W2023892403 doi "https://doi.org/10.1016/j.jinorgbio.2008.10.016" @default.
- W2023892403 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/19062100" @default.
- W2023892403 hasPublicationYear "2009" @default.
- W2023892403 type Work @default.
- W2023892403 sameAs 2023892403 @default.
- W2023892403 citedByCount "42" @default.
- W2023892403 countsByYear W20238924032012 @default.
- W2023892403 countsByYear W20238924032013 @default.
- W2023892403 countsByYear W20238924032014 @default.
- W2023892403 countsByYear W20238924032015 @default.
- W2023892403 countsByYear W20238924032016 @default.
- W2023892403 countsByYear W20238924032017 @default.
- W2023892403 countsByYear W20238924032018 @default.
- W2023892403 countsByYear W20238924032019 @default.
- W2023892403 countsByYear W20238924032020 @default.
- W2023892403 countsByYear W20238924032022 @default.
- W2023892403 countsByYear W20238924032023 @default.
- W2023892403 crossrefType "journal-article" @default.
- W2023892403 hasAuthorship W2023892403A5030863006 @default.
- W2023892403 hasAuthorship W2023892403A5083524268 @default.
- W2023892403 hasAuthorship W2023892403A5087674282 @default.
- W2023892403 hasConcept C105768512 @default.
- W2023892403 hasConcept C129070979 @default.
- W2023892403 hasConcept C129696212 @default.
- W2023892403 hasConcept C147597530 @default.
- W2023892403 hasConcept C161790260 @default.
- W2023892403 hasConcept C178790620 @default.
- W2023892403 hasConcept C178907741 @default.
- W2023892403 hasConcept C179104552 @default.
- W2023892403 hasConcept C181199279 @default.
- W2023892403 hasConcept C185592680 @default.
- W2023892403 hasConcept C192604958 @default.
- W2023892403 hasConcept C2775896084 @default.
- W2023892403 hasConcept C2778592357 @default.
- W2023892403 hasConcept C3044715 @default.
- W2023892403 hasConcept C41183919 @default.
- W2023892403 hasConcept C535196362 @default.
- W2023892403 hasConcept C55904794 @default.