Matches in SemOpenAlex for { <https://semopenalex.org/work/W3006787482> ?p ?o ?g. }
- W3006787482 abstract "The crystal structure of methyl 2-acetamido-2-deoxy-β-D-glycopyranosyl-(1→4)-β-D-mannopyranoside monohydrate, C 15 H 27 NO 11 ·H 2 O, was determined and its structural properties compared to those in a set of mono- and disaccharides bearing N -acetyl side-chains in βGlcNAc aldohexopyranosyl rings. Valence bond angles and torsion angles in these side chains are relatively uniform, but C—N (amide) and C—O (carbonyl) bond lengths depend on the state of hydrogen bonding to the carbonyl O atom and N—H hydrogen. Relative to N -acetyl side chains devoid of hydrogen bonding, those in which the carbonyl O atom serves as a hydrogen-bond acceptor display elongated C—O and shortened C—N bonds. This behavior is reproduced by density functional theory (DFT) calculations, indicating that the relative contributions of amide resonance forms to experimental C—N and C—O bond lengths depend on the solvation state, leading to expectations that activation barriers to amide cis – trans isomerization will depend on the polarity of the environment. DFT calculations also revealed useful predictive information on the dependencies of inter-residue hydrogen bonding and some bond angles in or proximal to β-(1→4) O -glycosidic linkages on linkage torsion angles ϕ and ψ. Hypersurfaces correlating ϕ and ψ with the linkage C—O—C bond angle and total energy are sufficiently similar to render the former a proxy of the latter." @default.
- W3006787482 created "2020-03-06" @default.
- W3006787482 creator A5021220246 @default.
- W3006787482 creator A5024146725 @default.
- W3006787482 creator A5025974167 @default.
- W3006787482 creator A5036175953 @default.
- W3006787482 creator A5051238737 @default.
- W3006787482 date "2020-02-20" @default.
- W3006787482 modified "2023-10-15" @default.
- W3006787482 title "Glycosidic linkage, N-acetyl side-chain, and other structural properties of methyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-β-D-mannopyranoside monohydrate and related compounds" @default.
- W3006787482 cites W176609745 @default.
- W3006787482 cites W1964404766 @default.
- W3006787482 cites W1964881080 @default.
- W3006787482 cites W1969360633 @default.
- W3006787482 cites W1975708211 @default.
- W3006787482 cites W1976499671 @default.
- W3006787482 cites W1978633893 @default.
- W3006787482 cites W1980293493 @default.
- W3006787482 cites W1986473729 @default.
- W3006787482 cites W1988638712 @default.
- W3006787482 cites W2000680135 @default.
- W3006787482 cites W2005980940 @default.
- W3006787482 cites W2007014251 @default.
- W3006787482 cites W2010865011 @default.
- W3006787482 cites W2018639404 @default.
- W3006787482 cites W2031158103 @default.
- W3006787482 cites W2037469042 @default.
- W3006787482 cites W2038083805 @default.
- W3006787482 cites W2041946055 @default.
- W3006787482 cites W2049996223 @default.
- W3006787482 cites W2052632190 @default.
- W3006787482 cites W2053738222 @default.
- W3006787482 cites W2076507418 @default.
- W3006787482 cites W2076939769 @default.
- W3006787482 cites W2076958153 @default.
- W3006787482 cites W2084837479 @default.
- W3006787482 cites W2095299242 @default.
- W3006787482 cites W2098943363 @default.
- W3006787482 cites W2101547779 @default.
- W3006787482 cites W2105379208 @default.
- W3006787482 cites W2132454074 @default.
- W3006787482 cites W2140409722 @default.
- W3006787482 cites W2143981217 @default.
- W3006787482 cites W2145538332 @default.
- W3006787482 cites W2166032823 @default.
- W3006787482 cites W2228372579 @default.
- W3006787482 cites W2330403075 @default.
- W3006787482 cites W239834479 @default.
- W3006787482 cites W2552705904 @default.
- W3006787482 cites W2600706316 @default.
- W3006787482 cites W2772509793 @default.
- W3006787482 cites W2907864079 @default.
- W3006787482 cites W2951661122 @default.
- W3006787482 cites W2965608761 @default.
- W3006787482 cites W2991188715 @default.
- W3006787482 cites W607406955 @default.
- W3006787482 doi "https://doi.org/10.1107/s2053229620001515" @default.
- W3006787482 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/32132287" @default.
- W3006787482 hasPublicationYear "2020" @default.
- W3006787482 type Work @default.
- W3006787482 sameAs 3006787482 @default.
- W3006787482 citedByCount "0" @default.
- W3006787482 crossrefType "journal-article" @default.
- W3006787482 hasAuthorship W3006787482A5021220246 @default.
- W3006787482 hasAuthorship W3006787482A5024146725 @default.
- W3006787482 hasAuthorship W3006787482A5025974167 @default.
- W3006787482 hasAuthorship W3006787482A5036175953 @default.
- W3006787482 hasAuthorship W3006787482A5051238737 @default.
- W3006787482 hasConcept C111233374 @default.
- W3006787482 hasConcept C112887158 @default.
- W3006787482 hasConcept C115624301 @default.
- W3006787482 hasConcept C126661725 @default.
- W3006787482 hasConcept C150487720 @default.
- W3006787482 hasConcept C155860418 @default.
- W3006787482 hasConcept C161790260 @default.
- W3006787482 hasConcept C178790620 @default.
- W3006787482 hasConcept C181199279 @default.
- W3006787482 hasConcept C185592680 @default.
- W3006787482 hasConcept C193547582 @default.
- W3006787482 hasConcept C204921945 @default.
- W3006787482 hasConcept C2778439535 @default.
- W3006787482 hasConcept C32909587 @default.
- W3006787482 hasConcept C521977710 @default.
- W3006787482 hasConcept C71240020 @default.
- W3006787482 hasConcept C8010536 @default.
- W3006787482 hasConcept C89025888 @default.
- W3006787482 hasConceptScore W3006787482C111233374 @default.
- W3006787482 hasConceptScore W3006787482C112887158 @default.
- W3006787482 hasConceptScore W3006787482C115624301 @default.
- W3006787482 hasConceptScore W3006787482C126661725 @default.
- W3006787482 hasConceptScore W3006787482C150487720 @default.
- W3006787482 hasConceptScore W3006787482C155860418 @default.
- W3006787482 hasConceptScore W3006787482C161790260 @default.
- W3006787482 hasConceptScore W3006787482C178790620 @default.
- W3006787482 hasConceptScore W3006787482C181199279 @default.
- W3006787482 hasConceptScore W3006787482C185592680 @default.
- W3006787482 hasConceptScore W3006787482C193547582 @default.
- W3006787482 hasConceptScore W3006787482C204921945 @default.
- W3006787482 hasConceptScore W3006787482C2778439535 @default.
- W3006787482 hasConceptScore W3006787482C32909587 @default.