Open AccessExtending the Proline Effect: ΨPro for Tailoring cis-trans Isomerisation
Author(s) -
Pascal Dumy
Publication year - 1998
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.1998.156
Subject(s) - thiazolidine , isomerization , proline , chemistry , stereochemistry , amino acid , imide , polyproline helix , peptide , structural motif , biochemistry , organic chemistry , catalysis
Pseudo-Prolines (ΨPro) consist of (4S)-oxazolidine- and (4R)-thiazolidine-carboxylic acids derived from amino acids Ser, Thr and Cys. They represent new branched proline analogues in which variation of the substituents (R1, R2, R3) results in different physicochemical and conformational properties. We summarise here the relevant chemical and structural aspects of such super-prolines intended to constrain and control the peptide backbone in β-turn motifs or to alter the imide cis-trans ratio.