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US 5,674,976 AGranted
Conformationally restricted mimetics of gamma turns and peptides containing the same
OwnerMichael Kahninventor
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Abstract
The invention provides materials and methods for synthesizing novel beta-turn mimetics, as well as the novel beta-turn mimetics themselves, and peptides containing the same. Also provided are novel synthetic nonpeptide therapeutic molecules designed upon the interactions between beta-turn mimetics or peptides containing the same, and receptors or enzymes.
Claims8
A method for making a gamma-turn mimetic having the structure ##STR20## wherein Y is selected from --CH.sub.2 -- and --NH--, and R.sup.1, R.sup.2, R.sup.4, X and Z are as identified below, comprising:
- (a) coupling a first modular component piece to a third modular component piece to yield a pre-cyclized gamma-turn mimetic, wherein the first modular component piece has the structure:
- ##STR21## where R.sup.4 is a naturally-occurring amino acid side chain substituent or analog thereof, P is a protective group suitable for use in peptide synthesis, and X is a linker moiety terminating in an amino or hydrazino group;
- and wherein the third modular component piece is selected from the structures:
- ##STR22## where R.sup.1 and R.sup.2 are naturally occurring amino acid side chain substituents or analogs thereof, Z is hydrogen or --CH.sub.3 and P is a protective group suitable for use in peptide synthesis;
- and
- (b) cyclizing the pre-cyclized gamma-turn mimetic to yield the gamma-turn mimetic.
3 more elements
Dependencies are inferred from the claim text.