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Solid-Phase Peptide Synthesis of Analogues of the N-Terminus A-ring Fragment of the Lantibiotic Nisin: Replacements for the Dehydroalanine (Dha) Residue at Position 5 and the First Incorporation of a Thioamide Residue
Manzor, Kim; Ó Proinsias, Keith; Kelleher, Fintan
A number of A-ring analogues of the lantibiotic nisin, containing replacements for the Dha at position 5, have been successfully prepared by solid-phase peptide synthesis. The Dha replacements include glycine, alanine, phenylalanine, serine and 1-aminocyclopropyl carboxylic acid (ACCa). The incorporation of a thioamide-isoleucine residue at position 4 is also described and is the first report of the preparation of a lantibiotic ring fragment containing a thioamide link.
Keyword(s): Nisin; thioamide; microwave-enhanced solid-phase peptide synthesis; lantibiotics; dehydroalanine; Chemistry; Medicinal-Pharmaceutical Chemistry; Organic Chemistry
Publication Date:
2017
Type: Other
Peer-Reviewed: Unknown
Contributor(s): Science Foundation Ireland; Research Frontiers Programme
Institution: Dublin Institute of Technology
Citation(s): Articles
Publisher(s): Dublin Institute of Technology
File Format(s): application/pdf
First Indexed: 2017-09-06 06:49:21 Last Updated: 2017-12-14 06:57:23