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Bioinspired iterative synthesis of polyketides
Diverse array of biopolymers and second metabolites (particularly polyketide natural products) has been manufactured in nature through an enzymatic iterative assembly of simple building blocks. Inspired by this strategy, molecules with inherent modularity can be efficiently synthesized by repeated s...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4439576/ https://www.ncbi.nlm.nih.gov/pubmed/26052510 http://dx.doi.org/10.3389/fchem.2015.00032 |
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author | Zheng, Kuan Xie, Changmin Hong, Ran |
author_facet | Zheng, Kuan Xie, Changmin Hong, Ran |
author_sort | Zheng, Kuan |
collection | PubMed |
description | Diverse array of biopolymers and second metabolites (particularly polyketide natural products) has been manufactured in nature through an enzymatic iterative assembly of simple building blocks. Inspired by this strategy, molecules with inherent modularity can be efficiently synthesized by repeated succession of similar reaction sequences. This privileged strategy has been widely adopted in synthetic supramolecular chemistry. Its value also has been reorganized in natural product synthesis. A brief overview of this approach is given with a particular emphasis on the total synthesis of polyol-embedded polyketides, a class of vastly diverse structures and biologically significant natural products. This viewpoint also illustrates the limits of known individual modules in terms of diastereoselectivity and enantioselectivity. More efficient and practical iterative strategies are anticipated to emerge in the future development. |
format | Online Article Text |
id | pubmed-4439576 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-44395762015-06-05 Bioinspired iterative synthesis of polyketides Zheng, Kuan Xie, Changmin Hong, Ran Front Chem Chemistry Diverse array of biopolymers and second metabolites (particularly polyketide natural products) has been manufactured in nature through an enzymatic iterative assembly of simple building blocks. Inspired by this strategy, molecules with inherent modularity can be efficiently synthesized by repeated succession of similar reaction sequences. This privileged strategy has been widely adopted in synthetic supramolecular chemistry. Its value also has been reorganized in natural product synthesis. A brief overview of this approach is given with a particular emphasis on the total synthesis of polyol-embedded polyketides, a class of vastly diverse structures and biologically significant natural products. This viewpoint also illustrates the limits of known individual modules in terms of diastereoselectivity and enantioselectivity. More efficient and practical iterative strategies are anticipated to emerge in the future development. Frontiers Media S.A. 2015-05-21 /pmc/articles/PMC4439576/ /pubmed/26052510 http://dx.doi.org/10.3389/fchem.2015.00032 Text en Copyright © 2015 Zheng, Xie and Hong. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Chemistry Zheng, Kuan Xie, Changmin Hong, Ran Bioinspired iterative synthesis of polyketides |
title | Bioinspired iterative synthesis of polyketides |
title_full | Bioinspired iterative synthesis of polyketides |
title_fullStr | Bioinspired iterative synthesis of polyketides |
title_full_unstemmed | Bioinspired iterative synthesis of polyketides |
title_short | Bioinspired iterative synthesis of polyketides |
title_sort | bioinspired iterative synthesis of polyketides |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4439576/ https://www.ncbi.nlm.nih.gov/pubmed/26052510 http://dx.doi.org/10.3389/fchem.2015.00032 |
work_keys_str_mv | AT zhengkuan bioinspirediterativesynthesisofpolyketides AT xiechangmin bioinspirediterativesynthesisofpolyketides AT hongran bioinspirediterativesynthesisofpolyketides |