The vicinal F-C-C-F moiety as a tool for influencing peptide conformation.
Diastereoisomers of bis(amino acid amides) of 2,3-difluorosuccinic acid have been prepared and the erythro- and threo-isomers display very different conformations.
Schüler
Martin
M
School of Chemistry and Centre for Biomolecular Sciences, University of St. Andrews, North Haugh, St. Andrews, Fife KY16 9ST, UK. do1@st-and.ac.uk
O'hagan
David
D
Slawin
Alexandra M Z
AM
D000596:Amino Acids / Q000737:chemistry; D018360:Crystallography, X-Ray; D005461:Fluorine / Q000737:chemistry; D007202:Indicators and Reagents; D008958:Models, Molecular; D010455:Peptides / Q000737:chemistry*; D011487:Protein Conformation; D013237:Stereoisomerism
D000596:Amino Acids; D007202:Indicators and Reagents; D010455:Peptides; D005461:Fluorine