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A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum
Rhododendron dauricum L. produces daurichromenic acid, the anti-HIV meroterpenoid consisting of sesquiterpene and orsellinic acid (OSA) moieties. To characterize the enzyme responsible for OSA biosynthesis, a cDNA encoding a novel polyketide synthase (PKS), orcinol synthase (ORS), was cloned from yo...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Frontiers Media S.A.
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5037138/ https://www.ncbi.nlm.nih.gov/pubmed/27729920 http://dx.doi.org/10.3389/fpls.2016.01452 |
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author | Taura, Futoshi Iijima, Miu Yamanaka, Eriko Takahashi, Hironobu Kenmoku, Hiromichi Saeki, Haruna Morimoto, Satoshi Asakawa, Yoshinori Kurosaki, Fumiya Morita, Hiroyuki |
author_facet | Taura, Futoshi Iijima, Miu Yamanaka, Eriko Takahashi, Hironobu Kenmoku, Hiromichi Saeki, Haruna Morimoto, Satoshi Asakawa, Yoshinori Kurosaki, Fumiya Morita, Hiroyuki |
author_sort | Taura, Futoshi |
collection | PubMed |
description | Rhododendron dauricum L. produces daurichromenic acid, the anti-HIV meroterpenoid consisting of sesquiterpene and orsellinic acid (OSA) moieties. To characterize the enzyme responsible for OSA biosynthesis, a cDNA encoding a novel polyketide synthase (PKS), orcinol synthase (ORS), was cloned from young leaves of R. dauricum. The primary structure of ORS shared relatively low identities to those of PKSs from other plants, and the active site of ORS had a unique amino acid composition. The bacterially expressed, recombinant ORS accepted acetyl-CoA as the preferable starter substrate, and produced orcinol as the major reaction product, along with four minor products including OSA. The ORS identified in this study is the first plant PKS that generates acetate-derived aromatic tetraketides, such as orcinol and OSA. Interestingly, OSA production was clearly enhanced in the presence of Cannabis sativa olivetolic acid cyclase, suggesting that the ORS is involved in OSA biosynthesis together with an unidentified cyclase in R. dauricum. |
format | Online Article Text |
id | pubmed-5037138 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-50371382016-10-11 A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum Taura, Futoshi Iijima, Miu Yamanaka, Eriko Takahashi, Hironobu Kenmoku, Hiromichi Saeki, Haruna Morimoto, Satoshi Asakawa, Yoshinori Kurosaki, Fumiya Morita, Hiroyuki Front Plant Sci Plant Science Rhododendron dauricum L. produces daurichromenic acid, the anti-HIV meroterpenoid consisting of sesquiterpene and orsellinic acid (OSA) moieties. To characterize the enzyme responsible for OSA biosynthesis, a cDNA encoding a novel polyketide synthase (PKS), orcinol synthase (ORS), was cloned from young leaves of R. dauricum. The primary structure of ORS shared relatively low identities to those of PKSs from other plants, and the active site of ORS had a unique amino acid composition. The bacterially expressed, recombinant ORS accepted acetyl-CoA as the preferable starter substrate, and produced orcinol as the major reaction product, along with four minor products including OSA. The ORS identified in this study is the first plant PKS that generates acetate-derived aromatic tetraketides, such as orcinol and OSA. Interestingly, OSA production was clearly enhanced in the presence of Cannabis sativa olivetolic acid cyclase, suggesting that the ORS is involved in OSA biosynthesis together with an unidentified cyclase in R. dauricum. Frontiers Media S.A. 2016-09-27 /pmc/articles/PMC5037138/ /pubmed/27729920 http://dx.doi.org/10.3389/fpls.2016.01452 Text en Copyright © 2016 Taura, Iijima, Yamanaka, Takahashi, Kenmoku, Saeki, Morimoto, Asakawa, Kurosaki and Morita. 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 | Plant Science Taura, Futoshi Iijima, Miu Yamanaka, Eriko Takahashi, Hironobu Kenmoku, Hiromichi Saeki, Haruna Morimoto, Satoshi Asakawa, Yoshinori Kurosaki, Fumiya Morita, Hiroyuki A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum |
title | A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum |
title_full | A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum |
title_fullStr | A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum |
title_full_unstemmed | A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum |
title_short | A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum |
title_sort | novel class of plant type iii polyketide synthase involved in orsellinic acid biosynthesis from rhododendron dauricum |
topic | Plant Science |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5037138/ https://www.ncbi.nlm.nih.gov/pubmed/27729920 http://dx.doi.org/10.3389/fpls.2016.01452 |
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