CONFORMATIONAL STUDY OF GLYCOPEPTIDES - ASN-CONTAINING PEPTIDES AND THEIR GLYCOSYLATED DERIVATIVES
- 1 January 1984
- journal article
- research article
- Vol. 24 (5) , 421-429
Abstract
The conformational features of Boc-Asn-NHMe, Boc-Asn-Gly-NHMe, Boc-Gly-Asn-NHMe and their glycosylated derivatives were studied using NMR spectroscopy. From the temperature dependence of the amide proton chemical shifts and vicinal coupling constants, little change was confirmed in the peptide conformation upon N-glycosylation. There is no particular intramolecular interaction between the peptide and carbohydrate moieties. Boc-Asn-Gly-NHMe takes, to some extent, a folded structure with a hydrogen bond involving the amide proton of N-methylamide group. This backbone conformation is also preferable in the corresponding glycopeptide.This publication has 11 references indexed in Scilit:
- Aggregation of apolar peptides in organic solvents. Concentration dependence of 1H‐nmr parameters for peptide NH groups in 310 helical decapeptide fragment of suzukacillinBiopolymers, 1982
- Conformational energy calculations on glycosylated turns in glycoproteinsBiopolymers, 1982
- Structure of the haemagglutinin membrane glycoprotein of influenza virus at 3 Å resolutionNature, 1981
- Conformation of the glycopeptide linkage in asparagine-linked glycoproteinsBiochemistry, 1980
- Experimental investigations on the backbone folding of proline‐containing model tripeptidesBiopolymers, 1979
- A solvent effect on the side‐chain conformation of phenylalanine derivatives and phenylalanine residuces in dipeptidesBiopolymers, 1978
- Analysis of the 1H‐NMR spectra of ferrichrome peptides. II. The amide resonancesBiopolymers, 1978
- β-turns in proteinsJournal of Molecular Biology, 1977
- Circular dichroism of oligosaccharides containing N-acetyl amino sugarsAnalytical Biochemistry, 1977
- Structural Studies on 2-Acetamido-1-N-(4-l-aspartyl)- 2-deoxy-beta-d-glucopyranosylamine and 2-Acetamido-6-O-(alpha-l-fucopyranosyl)-1-N-(4-l-aspartyl)-2-deoxy-beta-d-glucopyranosylamine by 360-MHz Proton-Magnetic-Resonance SpectroscopyEuropean Journal of Biochemistry, 1977