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The Combination of Prolinoamino Acids and Cyclopropylamino Acids Leads to Fully Functionalized, Stable β‐Turns in Water
Author(s) -
Guitot Karine,
Larregola Maud,
Pradhan Tarun K.,
Vasse JeanLuc,
Lavielle Solange,
Bertus Philippe,
Szymoniak Jan,
Lequin Olivier,
Karoyan Philippe
Publication year - 2011
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201000707
Subject(s) - computer science , amino acid , chemistry , combinatorial chemistry , peptide , side chain , stereochemistry , organic chemistry , biochemistry , polymer
Tight turns: Peptide mimics based on combinations of cis ‐3‐prolinoamino acids (prolinohomotryptophan) and ( Z )‐2,3‐methanoamino acids (c 3 Arg or c 3 Lys) form stable β‐turns in water. This combination of constraints allows one to mimic turns with side chain conformations not accessible with the previously reported strategy involving combinations of prolinoamino acids and N ‐methylamino acids.