SYNTHESIS OF HETEROAROMATIC THYROTROPIN-RELEASING-HORMONE ANALOGS

Novel thyrotropin-releasing hormone (TRH) analogues containing the unnatural and heteroaromatic L-pyrrolylalanine, D-pyrrolylalanine, and L-furylalanine amino acids in position 2 have been synthesised. L-Furylalanine was obtained by the stereospecific hydrolysis of the N-acetyl-D,L-amino acid with acylase I. A protected derivative of D,L-pyrrolylalanine was prepared, the racemate was incorporated into the tripeptide and the LLL and LDL diastereoisomers were separated at the end of the synthesis.