Genome mining, isolation, chemical synthesis and biological evaluation of a novel lanthipeptide, tikitericin, from the extremophilic microorganism: Thermogemmatispora strain T81

Xu B
Aitken EJ
Baker BP
Turner CA
Harvey JE
Stott MB
Power JF
Harris PWR
Keyzers RA
Brimble MA

© The Royal Society of Chemistry 2018. Genome mining of the New Zealand extremophilic microorganism Thermogemmatispora strain T81 indicated the presence of biosynthetic machinery to produce several different peptidic natural products. Solid-phase culture of T81 led to the isolation of tikitericin 1, a new lanthipeptide characterised by four (methyl)lanthionine bridges. The mass-guided isolation and structural elucidation of tikitericin 1 is described together with its total synthesis via Fmoc-solid-phase peptide synthesis (SPPS). The key non-canonical (methyl)lanthionine residues were synthesised in solution phase via an improved synthetic route and subsequently assembled to construct the peptide backbone using Fmoc-SPPS. N-Terminal truncated analogues of tikitericin (2-5) were also prepared in order to evaluate the contribution of each sequential ring of the polycyclic lanthipeptide to the antibacterial activity.

Ngā upoko tukutuku/Māori subject headings
ANZSRC fields of research
Fields of Research::31 - Biological sciences::3105 - Genetics::310509 - Genomics
Fields of Research::31 - Biological sciences::3107 - Microbiology::310704 - Microbial genetics
Fields of Research::31 - Biological sciences::3101 - Biochemistry and cell biology::310101 - Analytical biochemistry
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