Synthesis of 5- and 7-bromotryptophan and of [5-bromotryptophan9]-β-corticotrophin-(1–24)-tetracosapeptide, a highly potent corticotrophin analogue
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 9,p. 1928-1932
- https://doi.org/10.1039/p19800001928
Abstract
The synthesis of 5- and 7-bromo-L-tryptophans via Fischer cyclisation of the appropriate bromophenylhydrazone of 4-acetamido-4,4-bis(ethoxycarbonyl)butanal is described. The title tetracosapeptide was synthesised using standard methods of stepwise and fragment condensation. The product was pure as judged by amino-acid analysis after acidic or enzymic hydrolysis and by high pressure liquid chromatography. In an isolated adrenal cell bioassay, the peptide had a steroidogenic potency 2.4 times that of Synacthen.This publication has 4 references indexed in Scilit:
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