Abstract
The 'dipeptide extended' guanidiniocarbonyl pyrrole carboxylate zwitterion GCP-Phe-Phe 1 forms stable dimers in DMSO. However, dimerization is highly stereoselective. Only homochiral dimers are formed and the (L,L)·(L,L) dimer (K(dim) > 10(5) M(-1)) is significantly more stable by a factor of 10(3) than the diastereomeric (D,L)·(D,L) dimer (K(dim) = 120 M(-1)).
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Carboxylic Acids / chemistry*
-
Dimerization*
-
Dipeptides / chemistry*
-
Models, Molecular
-
Molecular Conformation
-
Phenylalanine / chemistry*
-
Stereoisomerism
-
Substrate Specificity
Substances
-
Carboxylic Acids
-
Dipeptides
-
guanidiniocarbonyl pyrrole carboxylate-phenylalanyl-phenylalanine
-
Phenylalanine