Synthesis of S- and N,S-Heterocycle-Dipeptide Conjugates for Supramolecular Hydrogel Formation.

ABSTRACT: Small peptides with aromatic nuclei at the N-terminus have been shown to form bioactive, biocompatible, and biodegradable supramolecular peptide hydrogels. Novel heterocycle-dipeptide conjugates with potential biological activity or application as drug carriers were synthesized by using S-(benzo[b]thiophene) and N,S-(thieno [2,3-b]pyridine and thieno[2,3-b]quinoline) heterocycles as N-protective groups for dipeptides l-Phe-l-Phe and l-Phe-l-Leu. The synthesis involved coupling heterocyclic carboxylic acids with trifluoroacetate salts of ethyl l-phenylalanyl-l-phenylalaninate and ethyl l-phenylalanyl- l-leucinate using HBTU and Et₃N, producing the corresponding six N-heterocycle-dipeptide ester conjugates, which were

SUBMITTER: Silva AGP 

PROVIDER: S-EPMC11858218 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature