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The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds

The aminoshikimic acid (ASA) pathway comprises a series of reactions resulting in the synthesis of 3-amino-5-hydroxybenzoic acid (AHBA), present in bacteria such as Amycolatopsis mediterranei and Streptomyces. AHBA is the precursor for synthesizing the mC(7)N units, the characteristic structural com...

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Autores principales: Escalante, Adelfo, Mendoza-Flores, Rubén, Gosset, Guillermo, Bolívar, Francisco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Oxford University Press 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8788734/
https://www.ncbi.nlm.nih.gov/pubmed/34374768
http://dx.doi.org/10.1093/jimb/kuab053
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author Escalante, Adelfo
Mendoza-Flores, Rubén
Gosset, Guillermo
Bolívar, Francisco
author_facet Escalante, Adelfo
Mendoza-Flores, Rubén
Gosset, Guillermo
Bolívar, Francisco
author_sort Escalante, Adelfo
collection PubMed
description The aminoshikimic acid (ASA) pathway comprises a series of reactions resulting in the synthesis of 3-amino-5-hydroxybenzoic acid (AHBA), present in bacteria such as Amycolatopsis mediterranei and Streptomyces. AHBA is the precursor for synthesizing the mC(7)N units, the characteristic structural component of ansamycins and mitomycins antibiotics, compounds with important antimicrobial and anticancer activities. Furthermore, aminoshikimic acid, another relevant intermediate of the ASA pathway, is an attractive candidate for a precursor for oseltamivir phosphate synthesis, the most potent anti-influenza neuraminidase inhibitor treatment of both seasonal and pandemic influenza. This review discusses the relevance of the key intermediate AHBA as a scaffold molecule to synthesize diverse ansamycins and mitomycins. We describe the structure and control of the expression of the model biosynthetic cluster rif in A. mediterranei to synthesize ansamycins and review several current pharmaceutical applications of these molecules. Additionally, we discuss some relevant strategies developed for overproducing these chemicals, focusing on the relevance of the ASA pathway intermediates kanosamine, AHAB, and ASA.
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spelling pubmed-87887342022-06-08 The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds Escalante, Adelfo Mendoza-Flores, Rubén Gosset, Guillermo Bolívar, Francisco J Ind Microbiol Biotechnol Metabolic Engineering and Synthetic Biology The aminoshikimic acid (ASA) pathway comprises a series of reactions resulting in the synthesis of 3-amino-5-hydroxybenzoic acid (AHBA), present in bacteria such as Amycolatopsis mediterranei and Streptomyces. AHBA is the precursor for synthesizing the mC(7)N units, the characteristic structural component of ansamycins and mitomycins antibiotics, compounds with important antimicrobial and anticancer activities. Furthermore, aminoshikimic acid, another relevant intermediate of the ASA pathway, is an attractive candidate for a precursor for oseltamivir phosphate synthesis, the most potent anti-influenza neuraminidase inhibitor treatment of both seasonal and pandemic influenza. This review discusses the relevance of the key intermediate AHBA as a scaffold molecule to synthesize diverse ansamycins and mitomycins. We describe the structure and control of the expression of the model biosynthetic cluster rif in A. mediterranei to synthesize ansamycins and review several current pharmaceutical applications of these molecules. Additionally, we discuss some relevant strategies developed for overproducing these chemicals, focusing on the relevance of the ASA pathway intermediates kanosamine, AHAB, and ASA. Oxford University Press 2021-08-10 /pmc/articles/PMC8788734/ /pubmed/34374768 http://dx.doi.org/10.1093/jimb/kuab053 Text en © The Author(s) 2021. Published by Oxford University Press on behalf of Society of Industrial Microbiology and Biotechnology. https://creativecommons.org/licenses/by/4.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/), which permits unrestricted reuse, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Metabolic Engineering and Synthetic Biology
Escalante, Adelfo
Mendoza-Flores, Rubén
Gosset, Guillermo
Bolívar, Francisco
The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
title The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
title_full The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
title_fullStr The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
title_full_unstemmed The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
title_short The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
title_sort aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds
topic Metabolic Engineering and Synthetic Biology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8788734/
https://www.ncbi.nlm.nih.gov/pubmed/34374768
http://dx.doi.org/10.1093/jimb/kuab053
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