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Bacillaenes: Decomposition Trigger Point and Biofilm Enhancement in Bacillus
[Image: see text] Bacillaenes are a class of poly-unsaturated enamines produced by Bacillus strains that are notoriously unstable toward light, oxygen, and normal temperature. Herein, in an in-depth study of this highly unstable chemotype, the stability and biological function of bacillaenes were in...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7818078/ https://www.ncbi.nlm.nih.gov/pubmed/33490768 http://dx.doi.org/10.1021/acsomega.0c03389 |
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author | Li, Huayue Han, Xiao Dong, Yujing Xu, Shanshan Chen, Chao Feng, Yingang Cui, Qiu Li, Wenli |
author_facet | Li, Huayue Han, Xiao Dong, Yujing Xu, Shanshan Chen, Chao Feng, Yingang Cui, Qiu Li, Wenli |
author_sort | Li, Huayue |
collection | PubMed |
description | [Image: see text] Bacillaenes are a class of poly-unsaturated enamines produced by Bacillus strains that are notoriously unstable toward light, oxygen, and normal temperature. Herein, in an in-depth study of this highly unstable chemotype, the stability and biological function of bacillaenes were investigated. The structure change of the bacillaene scaffold was tracked by time-course (1)H NMR data analysis coupled with the differential analysis of 2D-NMR spectra method, which was demonstrated to be a “domino” effect triggered by 4′,5′-cis (2 and 3) configuration rearranged to trans (2a and 3a). These findings provide the possibility for stabilizing the bacillaene scaffold by chemical modification of its trigger points. In the biofilm assay, compounds 1 and 2 accelerated self-biofilm formation in Bacillus methylotrophicus B-9987 at low concentrations of 1.0 and 0.1 μg/mL. Interestingly, bacillaenes play dual roles as antibiotic and biofilm enhancers in a dose-dependent manner, both of which serve in the self-protection of Bacillus. |
format | Online Article Text |
id | pubmed-7818078 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-78180782021-01-22 Bacillaenes: Decomposition Trigger Point and Biofilm Enhancement in Bacillus Li, Huayue Han, Xiao Dong, Yujing Xu, Shanshan Chen, Chao Feng, Yingang Cui, Qiu Li, Wenli ACS Omega [Image: see text] Bacillaenes are a class of poly-unsaturated enamines produced by Bacillus strains that are notoriously unstable toward light, oxygen, and normal temperature. Herein, in an in-depth study of this highly unstable chemotype, the stability and biological function of bacillaenes were investigated. The structure change of the bacillaene scaffold was tracked by time-course (1)H NMR data analysis coupled with the differential analysis of 2D-NMR spectra method, which was demonstrated to be a “domino” effect triggered by 4′,5′-cis (2 and 3) configuration rearranged to trans (2a and 3a). These findings provide the possibility for stabilizing the bacillaene scaffold by chemical modification of its trigger points. In the biofilm assay, compounds 1 and 2 accelerated self-biofilm formation in Bacillus methylotrophicus B-9987 at low concentrations of 1.0 and 0.1 μg/mL. Interestingly, bacillaenes play dual roles as antibiotic and biofilm enhancers in a dose-dependent manner, both of which serve in the self-protection of Bacillus. American Chemical Society 2021-01-08 /pmc/articles/PMC7818078/ /pubmed/33490768 http://dx.doi.org/10.1021/acsomega.0c03389 Text en © 2021 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes. |
spellingShingle | Li, Huayue Han, Xiao Dong, Yujing Xu, Shanshan Chen, Chao Feng, Yingang Cui, Qiu Li, Wenli Bacillaenes: Decomposition Trigger Point and Biofilm Enhancement in Bacillus |
title | Bacillaenes: Decomposition Trigger Point and Biofilm
Enhancement in Bacillus |
title_full | Bacillaenes: Decomposition Trigger Point and Biofilm
Enhancement in Bacillus |
title_fullStr | Bacillaenes: Decomposition Trigger Point and Biofilm
Enhancement in Bacillus |
title_full_unstemmed | Bacillaenes: Decomposition Trigger Point and Biofilm
Enhancement in Bacillus |
title_short | Bacillaenes: Decomposition Trigger Point and Biofilm
Enhancement in Bacillus |
title_sort | bacillaenes: decomposition trigger point and biofilm
enhancement in bacillus |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7818078/ https://www.ncbi.nlm.nih.gov/pubmed/33490768 http://dx.doi.org/10.1021/acsomega.0c03389 |
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