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15 N NMR spectroscopy 12: —steric effects in diastereomeric oligopeptides of alanine, phenylalanine and valine
Author(s) -
Kricheldorf Hans R.,
Hull William E.
Publication year - 1979
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270121102
Subject(s) - diastereomer , chemistry , phenylalanine , valine , steric effects , alanine , stereochemistry , glycine , amino acid , nuclear magnetic resonance spectroscopy , reagent , nmr spectra database , organic chemistry , spectral line , biochemistry , physics , astronomy
Eight pairs of diastereomeric di‐, tri‐, and tetrapeptides were prepared from alamine, phenylalanine, valine and glycine. Their natural abundance 15 N NMR spectra were measured in a 1:1 mixture of acetone/dimethyl sulphoxide and in all eight cases the diastereomers could be distinguished without the aid of shift reagents. The shift difference between the signals of diastereomers is dependent on the nature of the amino acid and on the solvent.