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• W2023405218 endingPage "739" @default.
• W2023405218 startingPage "727" @default.
• W2023405218 abstract "The conformation is described of the sialylα(2 → 3/6)N-acetyllactosamine structural element, frequently occurring in glycoproteins. NOE spectroscopy of NeuAcα(2 → 3) Galβ(1 → 4)GlcNAcβ(1 → N)Asn and NeuAcα-(2 → 6)Galβ(1 → 4)GlcNAcβ(1 → N)Asn is presented and for each glycosidic linkage, except for the α(2→6)-linkage, a number of interglycosidic NOEs are measured. The analysis of these effects is performed using a full relaxation matrix. Analysis of intraresidue NOEs provides a calibration of the calculation method. Hard-sphere exo-anomeric (HSEA) energy calculations indicate a single conformation for the β(1 → 4)-linkage in both compounds, both being consistent with the NOE data. HSEA and molecular-mechanics force-field with hydrogen-bonding potential energy calculations both indicate the existence of three preferred conformations for the α(2 → 3)-linkage. The analysis of the NOE spectra are consistent with a distribution over two or three of these conformations; by combination with the energy diagram for this linkage the existence of onyl a single conformation can be excluded. The NOE spectrum of the compound with the α(2 → 6)-linkage indicates a gt orientation for the Gal C-6 hydroxymethyl group. On this basis, the HSEA energy calculations for the α(2→6)-linkage indicate an extended low-energy surface with a number of preferred conformations. The absence of NOEs across this linkage is interpreted in terms of a non-rigid, but overall folded conformation of the NeuAcα(2 → 6)Galβ(1 → 4)GlcNAcβ structural element. This provides an explanation for the shift effects induced by α(2 → 6) attachment of NeuAc to the N-acetyllactosamine unit." @default.
• W2023405218 created "2016-06-24" @default.
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• W2023405218 date "1989-01-01" @default.
• W2023405218 modified "2023-10-07" @default.
• W2023405218 title "Conformational analysis of the sialylalpha(23/6)N-acetyllactosamine structural element occurring in glycoproteins, by two-dimensional NOE 1H-NMR spectroscopy in combination with energy calculations by hard-sphere exo-anomeric and molecular mechanics force-field with hydrogen-bonding potential" @default.
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• W2023405218 doi "https://doi.org/10.1111/j.1432-1033.1989.tb14504.x" @default.
• W2023405218 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/2912732" @default.
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