FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2068856738> ?p ?o ?g. }

• W2068856738 endingPage "1037" @default.
• W2068856738 startingPage "1029" @default.
• W2068856738 abstract "Abstract Cyclic acyl phosphoramidates (CAPAs) are important components in several fundamental biological reactions such as protein synthesis and phosphorylation. These structures are particularly interesting in the nucleotide pro‐drug approach, Pro‐Tide , since they are putative intermediates in one of the hydrolysis steps required for activation. The central role played by the amino acid carboxylate function suggests first the formation of a cyclic mixed phosphorus anhydride, rapidly followed by water attack. To investigate such speculations, we performed quantum mechanical calculations using the B3LYP/6‐311+G** level of theory for the plausible mechanisms of action considered. In the five‐membered ring case, transition state theory demonstrated how the overall, gas‐phase, mechanism of action could be split into two in‐line addition–elimination (A–E) steps separated by a penta‐coordinate phosphorane intermediate. The difference between five‐membered and six‐membered ring first A–E was also explored, revealing a single step, unimolecular reaction for the six‐membered ring A–E profile. Implicit solvent contribution further confirmed the importance of CAPAs as reactive intermediates in such kind of reactions. Lastly, the second A–E pathway was analyzed to understand the complete pathway of the reaction. This analysis is the first attempt to clarify the putative mechanism of action involved in the activation of Pro‐Tides and casts light also on the possible mechanism of action involved in primordial protein syntheses, strengthening the hypothesis of a common cyclic mixed phosphorus anhydride species as a common intermediate. © 2012 Wiley Periodicals, Inc." @default.
• W2068856738 created "2016-06-24" @default.
• W2068856738 creator A5020293697 @default.
• W2068856738 creator A5085132723 @default.
• W2068856738 date "2012-02-08" @default.
• W2068856738 modified "2023-10-17" @default.
• W2068856738 title "Density functional theory calculation of cyclic carboxylic phosphorus mixed anhydrides as possible intermediates in biochemical reactions: Implications for the Pro-Tide approach" @default.
• W2068856738 cites W1513819669 @default.
• W2068856738 cites W1967018847 @default.
• W2068856738 cites W1984123403 @default.
• W2068856738 cites W1984527732 @default.
• W2068856738 cites W1985684677 @default.
• W2068856738 cites W1997151511 @default.
• W2068856738 cites W2011984173 @default.
• W2068856738 cites W2022950330 @default.
• W2068856738 cites W2023271753 @default.
• W2068856738 cites W2024179757 @default.
• W2068856738 cites W2030971064 @default.
• W2068856738 cites W2036003892 @default.
• W2068856738 cites W2040626072 @default.
• W2068856738 cites W2045030985 @default.
• W2068856738 cites W2052239348 @default.
• W2068856738 cites W2057980421 @default.
• W2068856738 cites W2059892704 @default.
• W2068856738 cites W2060713105 @default.
• W2068856738 cites W2079647492 @default.
• W2068856738 cites W2079884831 @default.
• W2068856738 cites W2084644744 @default.
• W2068856738 cites W2101960586 @default.
• W2068856738 cites W2128867204 @default.
• W2068856738 cites W2143981217 @default.
• W2068856738 cites W2148020227 @default.
• W2068856738 cites W2150226783 @default.
• W2068856738 cites W2164318957 @default.
• W2068856738 cites W2283560210 @default.
• W2068856738 cites W2328630318 @default.
• W2068856738 cites W2580705413 @default.
• W2068856738 cites W3005406470 @default.
• W2068856738 doi "https://doi.org/10.1002/jcc.22934" @default.
• W2068856738 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/22318882" @default.
• W2068856738 hasPublicationYear "2012" @default.
• W2068856738 type Work @default.
• W2068856738 sameAs 2068856738 @default.
• W2068856738 citedByCount "6" @default.
• W2068856738 countsByYear W20688567382019 @default.
• W2068856738 countsByYear W20688567382020 @default.
• W2068856738 countsByYear W20688567382021 @default.
• W2068856738 countsByYear W20688567382022 @default.
• W2068856738 crossrefType "journal-article" @default.
• W2068856738 hasAuthorship W2068856738A5020293697 @default.
• W2068856738 hasAuthorship W2068856738A5085132723 @default.
• W2068856738 hasConcept C147597530 @default.
• W2068856738 hasConcept C152365726 @default.
• W2068856738 hasConcept C161790260 @default.
• W2068856738 hasConcept C178790620 @default.
• W2068856738 hasConcept C185592680 @default.
• W2068856738 hasConcept C192937433 @default.
• W2068856738 hasConcept C2778074193 @default.
• W2068856738 hasConcept C2780378348 @default.
• W2068856738 hasConcept C29135686 @default.
• W2068856738 hasConcept C65024703 @default.
• W2068856738 hasConcept C71240020 @default.
• W2068856738 hasConcept C89031862 @default.
• W2068856738 hasConcept C94412978 @default.
• W2068856738 hasConceptScore W2068856738C147597530 @default.
• W2068856738 hasConceptScore W2068856738C152365726 @default.
• W2068856738 hasConceptScore W2068856738C161790260 @default.
• W2068856738 hasConceptScore W2068856738C178790620 @default.
• W2068856738 hasConceptScore W2068856738C185592680 @default.
• W2068856738 hasConceptScore W2068856738C192937433 @default.
• W2068856738 hasConceptScore W2068856738C2778074193 @default.
• W2068856738 hasConceptScore W2068856738C2780378348 @default.
• W2068856738 hasConceptScore W2068856738C29135686 @default.
• W2068856738 hasConceptScore W2068856738C65024703 @default.
• W2068856738 hasConceptScore W2068856738C71240020 @default.
• W2068856738 hasConceptScore W2068856738C89031862 @default.
• W2068856738 hasConceptScore W2068856738C94412978 @default.
• W2068856738 hasIssue "10" @default.
• W2068856738 hasLocation W20688567381 @default.
• W2068856738 hasLocation W20688567382 @default.
• W2068856738 hasOpenAccess W2068856738 @default.
• W2068856738 hasPrimaryLocation W20688567381 @default.
• W2068856738 hasRelatedWork W1978064400 @default.
• W2068856738 hasRelatedWork W2069202019 @default.
• W2068856738 hasRelatedWork W2115258578 @default.
• W2068856738 hasRelatedWork W2315078173 @default.
• W2068856738 hasRelatedWork W2351663676 @default.
• W2068856738 hasRelatedWork W2369080304 @default.
• W2068856738 hasRelatedWork W2372863623 @default.
• W2068856738 hasRelatedWork W2383924007 @default.
• W2068856738 hasRelatedWork W2386462892 @default.
• W2068856738 hasRelatedWork W3092213639 @default.
• W2068856738 hasVolume "33" @default.
• W2068856738 isParatext "false" @default.
• W2068856738 isRetracted "false" @default.
• W2068856738 magId "2068856738" @default.
• W2068856738 workType "article" @default.