title: A short synthesis of bicyclic dipeptides corresponding to Xxx-L-Pro Xxx-D-Pro having constrained trans-proline amides.
abstract: [formula: see text] A short synthesis that generates two isomeric bicyclic dipeptides having constrained, trans-proline amide bonds has been developed. One of these bicyclic dipeptides corresponds to an Xxx-L-Pro dipeptide (4), while the other isomer corresponds to an Xxx-D-Pro dipeptide (5). The two isomers are readily distinguished by their 1H NMR spectra.
authors.affiliation: Department of Chemistry, College of the Holy Cross, Worcester, Massachusetts 01610-2395, USA. tcurran@holycross.edu
authors.forename: T P
authors.initials: TP
authors.lastname: Curran
authors.forename: L A
authors.initials: LA
authors.lastname: Marcaurelle
authors.forename: K M
authors.initials: KM
authors.lastname: O'Sullivan
mesh_terms: D000577:Amides / Q000737:chemistry*; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D011392:Proline / Q000737:chemistry*
chemical_list: D000577:Amides; D004151:Dipeptides; D010456:Peptides, Cyclic; D011392:Proline