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Novel peptide natural products from the NZ thermophilic microorganism Thermogemmatispora strain T81

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thesis
posted on 08.12.2021, 18:30 by Aitken, Emma Jayne

Genome mining of the newly described Thermogemmatispora strain T81, a thermophile from the Taupo Volcanic Zone, NZ, revealed the potential to produce novel ribosomally synthesised and post-translationally modified peptide natural products. Previous work established that strain T81 exhibits antimicrobial activity against a wide range of extremophilic bacteria. This thesis describes the mass spectrometry-guided screening of strain T81, and the subsequent isolation and structure elucidation of a novel lanthipeptide, tikitericin (32).

Tikitericin is a class II lanthipeptide which bears no sequence homology to known lanthipeptides. Comprised of 35 amino acids, the three-dimensional structure of tikitericin is conformationally restricted by four macrocyclic structures formed by the non-proteinogenic residues methyllanthionine and lanthionine. The amino acid sequence, predicted through bioinformatic analysis, was confirmed by chemical degradation experiments and subsequent tandem mass spectrometry. Characterisation of tikitericin’s ring topology was performed by tandem mass spectrometry and stereochemical configuration of the (methyl)lanthionine residues was determined by gas chromatography mass spectrometry.

History

Copyright Date

01/01/2013

Date of Award

01/01/2013

Publisher

Te Herenga Waka—Victoria University of Wellington

Rights License

Author Retains Copyright

Degree Discipline

Chemistry

Degree Grantor

Te Herenga Waka—Victoria University of Wellington

Degree Level

Masters

Degree Name

Master of Science

ANZSRC Type Of Activity code

970103 Expanding Knowledge in the Chemical Sciences

Victoria University of Wellington Item Type

Awarded Research Masters Thesis

Language

en_NZ

Victoria University of Wellington School

School of Chemical and Physical Sciences

Advisors

Keyzers, Robert