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Biopolymers

Structures and conformation of a benzo-12-crown-4 containing dipeptide.


PMID 25645572

Abstract

Crystal structures of the dipeptide Boc-12-Crown-4-L-DOPA-Gly-OMe (chi) and Boc-12-Crown-4-D/L-DOPA-Gly-OMe (rac) were solved by single crystal X-ray diffraction. Analysis of the packing differences in the crystal reveals that the presence of a water molecule in chi enables intermolecular contacts with the solvent that result in a different conformation of the dipeptide backbone itself. An uncommon N-H…N interaction stabilizes the peptide in its solid state.