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Syntheses of l kynurenine peptides conducted without masking the side chain amino group

Syntheses of l kynurenine peptides conducted without masking the side chain amino group

Australian Journal of Chemistry 33(3): 633-640

Various free L-kynurenine peptides, including an analog of the opiate agonist leucine-enkephalin, were synthesized using the N.alpha.-t-butyloxycarbonyl derivative of L-kynurenine as a key precursor. By selecting appropriate mild conventional coupling procedures it was possible to carry out the synthetic operations without having to mask the side-chain amino group in any way, but intramolecular acylation with formation of a 7-membered lactam could be demonstrated under more vigorous conditions.

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Accession: 006559778

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