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Investigation and exploitation of Mycosporine-like amino acids from Rhodophytes and bacteria

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Auckloo, Bibi Nazia (2022) Investigation and exploitation of Mycosporine-like amino acids from Rhodophytes and bacteria. PhD thesis, University of Warwick.

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Official URL: http://webcat.warwick.ac.uk/record=b3860863

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Abstract

Pharmaceutical industries, especially skin-care related industries are focused on the development of new eco-friendly, affordable and photostable sunscreen formulations which possess potent photoprotective effects against the increasing levels of ultraviolet radiation exposure. The target in this study was ‘nature-inspired’ molecules from rhodophytes as well as microbial natural products structurally related to mycosporine-like amino acids (MAAs).

The MAAs shinorine and porphyra-334 were purified from the commercially available HelioguardTM 365 whereas the cis-trans UVA absorbers namely usujirene/palythene were extracted from the edible rhodophyte Palmaria palmata, characterised using UHPLC-HRMS and 1H NMR and their photoprotective mechanism was determined with the collaboration of the Chemistry department, University of Warwick.

A novel chemo-enzymatic procedure for accessing MAA-inspired metabolites was developed where the focal point of this research was the fourth enzyme, being a NRPS-like enzyme. Based on bioinformatic analyses, homologous enzymes containing NRPS-like domains with distinct substrate specificity were identified in the genome of diverse cyanobacteria where a new technique was proposed involving “A-domain” swapping in NRPS-like enzymes leading to novel recombinant enzymes that was projected to direct the biosynthesis of novel MAAs using a synthetic substrate, AC23, synthesized in the Chemistry department, University of Warwick. Furthermore, a plausible mechanism of the TE domain of the NRPS-like enzymes in this study was also proposed. Further research should be carried out, using the native substrate, namely mycosporine-glycine to confirm the functionality of the NRPS-like enzymes involved in this study.

As such, NRPS-like enzymes engineering can be further explored and exploited to generate nature-inspired photoprotective natural products with desired properties for pharmaceutical industries as well as for benefiting human in counteracting the harmful effects of UV radiation.

Item Type: Thesis (PhD)
Subjects: Q Science > QD Chemistry
Q Science > QK Botany
Q Science > QP Physiology
R Medicine > RS Pharmacy and materia medica
Library of Congress Subject Headings (LCSH): Mycosporine-like amino acids, Ultraviolet radiation -- Physiological effect, Porphyra, Dulse, Photochemistry, Light filters, Sunscreens (Cosmetics) -- Molecular aspects
Official Date: June 2022
Dates:
DateEvent
June 2022UNSPECIFIED
Institution: University of Warwick
Theses Department: School of Life Sciences
Thesis Type: PhD
Publication Status: Unpublished
Supervisor(s)/Advisor: Corre, Christophe ; Song, Lijiang
Sponsors: University of Warwick. Chancellor’s International Scholarship
Format of File: pdf
Extent: xx, 195 pages : colour illustrations
Language: eng

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