FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1138077168> ?p ?o ?g. }

• W1138077168 endingPage "132" @default.
• W1138077168 startingPage "123" @default.
• W1138077168 abstract "Theobromine, a widely consumed pharmacological active substance, can cause undesirable muscle stiffness, nausea and anorexia in high doses ingestion. The main N-demethylation metabolic mechanism of theobromine catalyzed by P450 isoenzyme 1A2 (CYP1A2) has been explored in this work using the unrestricted hybrid density functional method UB3LYP in conjunction with the LACVP(Fe)/6-31G (H, C, N, O, S, Cl) basis set. Single-point calculations including empirical dispersion corrections were carried out at the higher 6-311++G** basis set. Two N-demethylation pathways were characterized, i.e., 3-N and 7-N demethylations, which involve the initial N-methyl hydroxylation to form carbinolamines and the subsequent carbinolamines decomposition to yield monomethylxanthines and formaldehydes. Our results have shown that the rate-limiting N-methyl hydroxylation occurs via a hydrogen atom transfer (HAT) mechanism, which proceeds in a spin-selective mechanism (SSM) in the gas phase. The carbinolamines generated are prone to decomposition via the contiguous heteroatom-assisted proton-transfer. Strikingly, 3-N demethylation is more favorable than 7-N demethylation due to its lower free energy barrier and 7-methylxanthine therefore is the optimum product reported for the demethylation of theobromine catalyzed by CYP1A2, which are in good agreement with the experimental observation. This work has first revealed the detail N-demethylation mechanisms of theobromine at the theoretical level. It can offer more significant information for the metabolism of purine alkaloid." @default.
• W1138077168 created "2016-06-24" @default.
• W1138077168 creator A5003779348 @default.
• W1138077168 creator A5011183860 @default.
• W1138077168 creator A5020316726 @default.
• W1138077168 creator A5051123510 @default.
• W1138077168 creator A5052298313 @default.
• W1138077168 creator A5063626071 @default.
• W1138077168 creator A5086076274 @default.
• W1138077168 creator A5086664284 @default.
• W1138077168 date "2015-09-01" @default.
• W1138077168 modified "2023-09-25" @default.
• W1138077168 title "Theoretical study on the N-demethylation mechanism of theobromine catalyzed by P450 isoenzyme 1A2" @default.
• W1138077168 cites W135619738 @default.
• W1138077168 cites W1600319212 @default.
• W1138077168 cites W1963520617 @default.
• W1138077168 cites W196509659 @default.
• W1138077168 cites W1970123977 @default.
• W1138077168 cites W1988948020 @default.
• W1138077168 cites W1991403121 @default.
• W1138077168 cites W1992173555 @default.
• W1138077168 cites W1995106631 @default.
• W1138077168 cites W2004034007 @default.
• W1138077168 cites W2004472335 @default.
• W1138077168 cites W2019505507 @default.
• W1138077168 cites W2021232512 @default.
• W1138077168 cites W2029122075 @default.
• W1138077168 cites W2029227001 @default.
• W1138077168 cites W2029326212 @default.
• W1138077168 cites W2032615225 @default.
• W1138077168 cites W2034400329 @default.
• W1138077168 cites W2039135632 @default.
• W1138077168 cites W2041094194 @default.
• W1138077168 cites W2044713702 @default.
• W1138077168 cites W2055539610 @default.
• W1138077168 cites W2060468035 @default.
• W1138077168 cites W2066144752 @default.
• W1138077168 cites W2073378053 @default.
• W1138077168 cites W2074506941 @default.
• W1138077168 cites W2075177300 @default.
• W1138077168 cites W2079133298 @default.
• W1138077168 cites W2082783696 @default.
• W1138077168 cites W2090991101 @default.
• W1138077168 cites W2093894475 @default.
• W1138077168 cites W2097895087 @default.
• W1138077168 cites W2131238747 @default.
• W1138077168 cites W2154252047 @default.
• W1138077168 doi "https://doi.org/10.1016/j.jmgm.2015.06.017" @default.
• W1138077168 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/26218892" @default.
• W1138077168 hasPublicationYear "2015" @default.
• W1138077168 type Work @default.
• W1138077168 sameAs 1138077168 @default.
• W1138077168 citedByCount "13" @default.
• W1138077168 countsByYear W11380771682016 @default.
• W1138077168 countsByYear W11380771682018 @default.
• W1138077168 countsByYear W11380771682020 @default.
• W1138077168 countsByYear W11380771682021 @default.
• W1138077168 crossrefType "journal-article" @default.
• W1138077168 hasAuthorship W1138077168A5003779348 @default.
• W1138077168 hasAuthorship W1138077168A5011183860 @default.
• W1138077168 hasAuthorship W1138077168A5020316726 @default.
• W1138077168 hasAuthorship W1138077168A5051123510 @default.
• W1138077168 hasAuthorship W1138077168A5052298313 @default.
• W1138077168 hasAuthorship W1138077168A5063626071 @default.
• W1138077168 hasAuthorship W1138077168A5086076274 @default.
• W1138077168 hasAuthorship W1138077168A5086664284 @default.
• W1138077168 hasConcept C104317684 @default.
• W1138077168 hasConcept C134018914 @default.
• W1138077168 hasConcept C150194340 @default.
• W1138077168 hasConcept C181199279 @default.
• W1138077168 hasConcept C185592680 @default.
• W1138077168 hasConcept C190727270 @default.
• W1138077168 hasConcept C202199734 @default.
• W1138077168 hasConcept C2776166849 @default.
• W1138077168 hasConcept C2777667214 @default.
• W1138077168 hasConcept C2778500429 @default.
• W1138077168 hasConcept C2779765676 @default.
• W1138077168 hasConcept C2781109383 @default.
• W1138077168 hasConcept C55493867 @default.
• W1138077168 hasConcept C71240020 @default.
• W1138077168 hasConcept C86803240 @default.
• W1138077168 hasConceptScore W1138077168C104317684 @default.
• W1138077168 hasConceptScore W1138077168C134018914 @default.
• W1138077168 hasConceptScore W1138077168C150194340 @default.
• W1138077168 hasConceptScore W1138077168C181199279 @default.
• W1138077168 hasConceptScore W1138077168C185592680 @default.
• W1138077168 hasConceptScore W1138077168C190727270 @default.
• W1138077168 hasConceptScore W1138077168C202199734 @default.
• W1138077168 hasConceptScore W1138077168C2776166849 @default.
• W1138077168 hasConceptScore W1138077168C2777667214 @default.
• W1138077168 hasConceptScore W1138077168C2778500429 @default.
• W1138077168 hasConceptScore W1138077168C2779765676 @default.
• W1138077168 hasConceptScore W1138077168C2781109383 @default.
• W1138077168 hasConceptScore W1138077168C55493867 @default.
• W1138077168 hasConceptScore W1138077168C71240020 @default.
• W1138077168 hasConceptScore W1138077168C86803240 @default.
• W1138077168 hasFunder F4320320316 @default.
• W1138077168 hasFunder F4320321001 @default.

• next