Abstract
Five bond proton spin coupling, 5J(HH), has been observed in some linear di- and tri-peptides with trans peptide bonds. Magnitudes of 5J(HH) were analysed in terms of homoallylic coupling using N-methylacetamide and NN-dimethylacetamide as standard compounds for groups antiperiplanar across peptide bonds. Together with 3J(HNCH) magnitudes the results for 5J(HH) can be used to limit the range of conformations (ϕ,ψ) for peptides in solution. Attention has been focused on two peptide conformations studied by 100 MHz 1H n.m.r. measurements of N-acetyl-L-alanyl-N-methylamide (C7 structure) and N-acetyl-L-valyl-glycyl-N-methylamide (β-turn) in different solvents. The conformational properties are compared with previous studies using X-ray crystallography, theoretical calculations, and spectroscopy (n.m.r., i.r.).
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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