FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2065013346> ?p ?o ?g. }

• W2065013346 endingPage "4135" @default.
• W2065013346 startingPage "4126" @default.
• W2065013346 abstract "Chiral recognition of unsolvated biomolecules by enzymes requires a dynamic model. The amine-induced loss of representative amino acids from a chiral amido[4]resorcinarene receptor (shown as a CPK model in the picture), investigated in the gas phase by ESI-FT-ICR mass spectrometry, exhibits pronounced enantioselectivity with respect to both the leaving amino acid and the incoming amine. For example, whereas D-serine prefers to remain in the down region of the host, L-serine can relocate to the almost degenerate ext region (picture left). Molecular recognition of representative amino acids (A) by a chiral amido[4]resorcinarene receptor (1L) was investigated in the gas phase by ESI-FT-ICR mass spectrometry. The ligand displacement reaction between noncovalent diastereomeric [1L⋅H⋅A]+ complexes and the 2-aminobutane enantiomers (B) exhibits a distinct enantioselectivity with regard to both the leaving amino acid A and the amine reactant B. The emerging selectivity picture, discussed in the light of molecular mechanics and molecular dynamics calculations, points to chiral recognition by 1L, as determined by the effects of the host asymmetric frame on the structure, stability, and rearrangement dynamics of the diastereomeric [1L⋅H⋅A]+ complexes and the orientation of the amine reactant B in encounters with [1L⋅H⋅A]+. The results contribute to the development of a dynamic model of chiral recognition of biomolecules by enzyme mimics in the unsolvated state. La spettrometria di massa ESI-FT-ICR è stata impiegata per lo studio del riconoscimento chirale di alcuni amminoacidi rappresentativi (A) da parte di un ammido[4]resorcinarene chirale (1L). La reazione di rilascio dell′amminoacido A dai complessi diastereomerici non covalenti [1L⋅H⋅A]+ a seguito dell′attacco degli enantiomeri del 2-amminobutano (B) mostra una distinta enantioselettività sia per quanto riguarda la molecula uscente A che per quanto riguarda il reagente B. Il quadro di reattività ottenuto, discusso alla luce di calcoli di meccanica e dinamica molecolare, indica che il riconoscimento chirale da parte di 1L è determinato dall′effetto della struttura asimmetrica dell′ ammido[4]resorcinarene sulla struttura, la stabilità, e la dinamica di riarrangiamento dei suoi complessi diastereomerici [1L⋅H⋅A]+ e dall′ orientamento dell′ammina reagente B nel complesso di collisione con [1L⋅H⋅A]+. I risultati ottenuti contribuiscono allo sviluppo di un modello dinamico per il riconoscimento chirale di biomolecole da parte di enzimi artificiali allo stato non solvatato. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2111/2004/f305772_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article." @default.
• W2065013346 created "2016-06-24" @default.
• W2065013346 creator A5006132609 @default.
• W2065013346 creator A5010109904 @default.
• W2065013346 creator A5023254840 @default.
• W2065013346 creator A5023303060 @default.
• W2065013346 creator A5046818979 @default.
• W2065013346 creator A5089596820 @default.
• W2065013346 date "2004-09-06" @default.
• W2065013346 modified "2023-10-14" @default.
• W2065013346 title "Chiral Recognition by Resorcin[4]arene Receptors: Intrinsic Kinetics and Dynamics" @default.
• W2065013346 doi "https://doi.org/10.1002/chem.200305772" @default.
• W2065013346 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15352096" @default.
• W2065013346 hasPublicationYear "2004" @default.
• W2065013346 type Work @default.
• W2065013346 sameAs 2065013346 @default.
• W2065013346 citedByCount "40" @default.
• W2065013346 countsByYear W20650133462012 @default.
• W2065013346 countsByYear W20650133462013 @default.
• W2065013346 countsByYear W20650133462016 @default.
• W2065013346 countsByYear W20650133462017 @default.
• W2065013346 crossrefType "journal-article" @default.
• W2065013346 hasAuthorship W2065013346A5006132609 @default.
• W2065013346 hasAuthorship W2065013346A5010109904 @default.
• W2065013346 hasAuthorship W2065013346A5023254840 @default.
• W2065013346 hasAuthorship W2065013346A5023303060 @default.
• W2065013346 hasAuthorship W2065013346A5046818979 @default.
• W2065013346 hasAuthorship W2065013346A5089596820 @default.
• W2065013346 hasConcept C131779359 @default.
• W2065013346 hasConcept C138716334 @default.
• W2065013346 hasConcept C147597530 @default.
• W2065013346 hasConcept C163893822 @default.
• W2065013346 hasConcept C178790620 @default.
• W2065013346 hasConcept C179303850 @default.
• W2065013346 hasConcept C185592680 @default.
• W2065013346 hasConcept C32909587 @default.
• W2065013346 hasConcept C486523 @default.
• W2065013346 hasConcept C515207424 @default.
• W2065013346 hasConcept C55493867 @default.
• W2065013346 hasConcept C59593255 @default.
• W2065013346 hasConcept C71240020 @default.
• W2065013346 hasConceptScore W2065013346C131779359 @default.
• W2065013346 hasConceptScore W2065013346C138716334 @default.
• W2065013346 hasConceptScore W2065013346C147597530 @default.
• W2065013346 hasConceptScore W2065013346C163893822 @default.
• W2065013346 hasConceptScore W2065013346C178790620 @default.
• W2065013346 hasConceptScore W2065013346C179303850 @default.
• W2065013346 hasConceptScore W2065013346C185592680 @default.
• W2065013346 hasConceptScore W2065013346C32909587 @default.
• W2065013346 hasConceptScore W2065013346C486523 @default.
• W2065013346 hasConceptScore W2065013346C515207424 @default.
• W2065013346 hasConceptScore W2065013346C55493867 @default.
• W2065013346 hasConceptScore W2065013346C59593255 @default.
• W2065013346 hasConceptScore W2065013346C71240020 @default.
• W2065013346 hasIssue "17" @default.
• W2065013346 hasLocation W20650133461 @default.
• W2065013346 hasLocation W20650133462 @default.
• W2065013346 hasOpenAccess W2065013346 @default.
• W2065013346 hasPrimaryLocation W20650133461 @default.
• W2065013346 hasRelatedWork W2025666057 @default.
• W2065013346 hasRelatedWork W2065013346 @default.
• W2065013346 hasRelatedWork W2146872149 @default.
• W2065013346 hasRelatedWork W23949789 @default.
• W2065013346 hasRelatedWork W2498432967 @default.
• W2065013346 hasRelatedWork W2896491179 @default.
• W2065013346 hasRelatedWork W2896964248 @default.
• W2065013346 hasRelatedWork W2949658408 @default.
• W2065013346 hasRelatedWork W2952976097 @default.
• W2065013346 hasRelatedWork W4312567569 @default.
• W2065013346 hasVolume "10" @default.
• W2065013346 isParatext "false" @default.
• W2065013346 isRetracted "false" @default.
• W2065013346 magId "2065013346" @default.
• W2065013346 workType "article" @default.