Synthesis of (3R)-carboxy pyrrolidine (a beta-proline analogue) and its oligomer.
A decamer of a beta-amino acid analogue of L-proline, (3R)-carboxy pyrrolidine (beta-proline), was synthesized from a readily available (R)-glycidol. It was found to possess a rigid secondary structure, as evidenced by its CD spectrum. The beta-proline decamer, however, failed to bind to profilin, whereas the corresponding alpha-L-proline decamer bound tightly to this protein.
Kim
Y J
YJ
Department of Pharmacology and Molecular Sciences, Johns Hopkins University, School of Medicine, Baltimore, MD 21205, USA.
Kaiser
D A
DA
Pollard
T D
TD
Ichikawa
Y
Y
D000818:Animals; D002942:Circular Dichroism; D003285:Contractile Proteins; D008840:Microfilament Proteins / Q000378:metabolism*; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D051304:Profilins; D011487:Protein Conformation; D017433:Protein Structure, Secondary; D011759:Pyrrolidines / Q000138:chemical synthesis*; D013050:Spectrometry, Fluorescence
D003285:Contractile Proteins; D008840:Microfilament Proteins; D009842:Oligopeptides; D051304:Profilins; D011759:Pyrrolidines