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Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage

BACKGROUND: Mycolactones are toxins secreted by M. ulcerans, the etiological agent of Buruli ulcer. These toxins, which are the main virulence factors of the bacilli, are responsible for skin lesions. Considering their specificity for M. ulcerans and their presence in skin lesions even at early stag...

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Autores principales: Marion, Estelle, Prado, Soizic, Cano, Camille, Babonneau, Jérémie, Ghamrawi, Sarah, Marsollier, Laurent
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3326021/
https://www.ncbi.nlm.nih.gov/pubmed/22514607
http://dx.doi.org/10.1371/journal.pone.0033600
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author Marion, Estelle
Prado, Soizic
Cano, Camille
Babonneau, Jérémie
Ghamrawi, Sarah
Marsollier, Laurent
author_facet Marion, Estelle
Prado, Soizic
Cano, Camille
Babonneau, Jérémie
Ghamrawi, Sarah
Marsollier, Laurent
author_sort Marion, Estelle
collection PubMed
description BACKGROUND: Mycolactones are toxins secreted by M. ulcerans, the etiological agent of Buruli ulcer. These toxins, which are the main virulence factors of the bacilli, are responsible for skin lesions. Considering their specificity for M. ulcerans and their presence in skin lesions even at early stages, mycolactones are promising candidates for the development of a diagnostic tool for M. ulcerans infection. Stability of purified mycolactones towards light and heat has not yet been investigated, despite the importance of such parameters in the selection of strategies for a diagnosis tool development. In this context, the effects of UV, light and temperature on mycolactone stability and biological activity were studied. METHODOLOGY/PRINCIPAL FINDINGS: To investigate the effect of these physical parameters, mycolactones were exposed to different wavelengths in several solvents and temperatures. Structural changes and biological activity were monitored. Whilst high temperature had no effect on mycolactones, UV irradiation (UV-A, UV-B and UV-C) and sunlight exposure caused a considerable degradation, as revealed by LC-MS and NMR analysis, correlated with a loss of biological activity. Moreover, effect of UVs on mycolactone caused a photodegradation rather than a phototransformation due to the identification of degradation product. CONCLUSION/SIGNIFICANCE: This study demonstrates the high sensitivity of mycolactones to UVs as such it defines instructions for storage and handling.
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spelling pubmed-33260212012-04-18 Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage Marion, Estelle Prado, Soizic Cano, Camille Babonneau, Jérémie Ghamrawi, Sarah Marsollier, Laurent PLoS One Research Article BACKGROUND: Mycolactones are toxins secreted by M. ulcerans, the etiological agent of Buruli ulcer. These toxins, which are the main virulence factors of the bacilli, are responsible for skin lesions. Considering their specificity for M. ulcerans and their presence in skin lesions even at early stages, mycolactones are promising candidates for the development of a diagnostic tool for M. ulcerans infection. Stability of purified mycolactones towards light and heat has not yet been investigated, despite the importance of such parameters in the selection of strategies for a diagnosis tool development. In this context, the effects of UV, light and temperature on mycolactone stability and biological activity were studied. METHODOLOGY/PRINCIPAL FINDINGS: To investigate the effect of these physical parameters, mycolactones were exposed to different wavelengths in several solvents and temperatures. Structural changes and biological activity were monitored. Whilst high temperature had no effect on mycolactones, UV irradiation (UV-A, UV-B and UV-C) and sunlight exposure caused a considerable degradation, as revealed by LC-MS and NMR analysis, correlated with a loss of biological activity. Moreover, effect of UVs on mycolactone caused a photodegradation rather than a phototransformation due to the identification of degradation product. CONCLUSION/SIGNIFICANCE: This study demonstrates the high sensitivity of mycolactones to UVs as such it defines instructions for storage and handling. Public Library of Science 2012-04-13 /pmc/articles/PMC3326021/ /pubmed/22514607 http://dx.doi.org/10.1371/journal.pone.0033600 Text en Marion et al. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are properly credited.
spellingShingle Research Article
Marion, Estelle
Prado, Soizic
Cano, Camille
Babonneau, Jérémie
Ghamrawi, Sarah
Marsollier, Laurent
Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage
title Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage
title_full Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage
title_fullStr Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage
title_full_unstemmed Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage
title_short Photodegradation of the Mycobacterium ulcerans Toxin, Mycolactones: Considerations for Handling and Storage
title_sort photodegradation of the mycobacterium ulcerans toxin, mycolactones: considerations for handling and storage
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3326021/
https://www.ncbi.nlm.nih.gov/pubmed/22514607
http://dx.doi.org/10.1371/journal.pone.0033600
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