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Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum

The biosynthesis pathway to diadinoxanthin and fucoxanthin was elucidated in Phaeodactylum tricornutum by a combined approach involving metabolite analysis identification of gene function. For the initial steps leading to β-carotene, putative genes were selected from the genomic database and the fun...

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Autores principales: Dambek, Michael, Eilers, Ulrike, Breitenbach, Jürgen, Steiger, Sabine, Büchel, Claudia, Sandmann, Gerhard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Oxford University Press 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3444273/
https://www.ncbi.nlm.nih.gov/pubmed/22888128
http://dx.doi.org/10.1093/jxb/ers211
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author Dambek, Michael
Eilers, Ulrike
Breitenbach, Jürgen
Steiger, Sabine
Büchel, Claudia
Sandmann, Gerhard
author_facet Dambek, Michael
Eilers, Ulrike
Breitenbach, Jürgen
Steiger, Sabine
Büchel, Claudia
Sandmann, Gerhard
author_sort Dambek, Michael
collection PubMed
description The biosynthesis pathway to diadinoxanthin and fucoxanthin was elucidated in Phaeodactylum tricornutum by a combined approach involving metabolite analysis identification of gene function. For the initial steps leading to β-carotene, putative genes were selected from the genomic database and the function of several of them identified by genetic pathway complementation in Escherichia coli. They included genes encoding a phytoene synthase, a phytoene desaturase, a ζ-carotene desaturase, and a lycopene β-cyclase. Intermediates of the pathway beyond β-carotene, present in trace amounts, were separated by TLC and identified as violaxanthin and neoxanthin in the enriched fraction. Neoxanthin is a branching point for the synthesis of both diadinoxanthin and fucoxanthin and the mechanisms for their formation were proposed. A single isomerization of one of the allenic double bounds in neoxanthin yields diadinoxanhin. Two reactions, hydroxylation at C8 in combination with a keto-enol tautomerization and acetylation of the 3′-HO group results in the formation of fucoxanthin.
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spelling pubmed-34442732012-09-19 Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum Dambek, Michael Eilers, Ulrike Breitenbach, Jürgen Steiger, Sabine Büchel, Claudia Sandmann, Gerhard J Exp Bot Research Paper The biosynthesis pathway to diadinoxanthin and fucoxanthin was elucidated in Phaeodactylum tricornutum by a combined approach involving metabolite analysis identification of gene function. For the initial steps leading to β-carotene, putative genes were selected from the genomic database and the function of several of them identified by genetic pathway complementation in Escherichia coli. They included genes encoding a phytoene synthase, a phytoene desaturase, a ζ-carotene desaturase, and a lycopene β-cyclase. Intermediates of the pathway beyond β-carotene, present in trace amounts, were separated by TLC and identified as violaxanthin and neoxanthin in the enriched fraction. Neoxanthin is a branching point for the synthesis of both diadinoxanthin and fucoxanthin and the mechanisms for their formation were proposed. A single isomerization of one of the allenic double bounds in neoxanthin yields diadinoxanhin. Two reactions, hydroxylation at C8 in combination with a keto-enol tautomerization and acetylation of the 3′-HO group results in the formation of fucoxanthin. Oxford University Press 2012-09 2012-08-09 /pmc/articles/PMC3444273/ /pubmed/22888128 http://dx.doi.org/10.1093/jxb/ers211 Text en © The Author [2012]. Published by Oxford University Press [on behalf of the Society for Experimental Biology]. All rights reserved. For Permissions, please e-mail: journals.permissions@oup.com This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0/uk/) which permits unrestricted noncommercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Paper
Dambek, Michael
Eilers, Ulrike
Breitenbach, Jürgen
Steiger, Sabine
Büchel, Claudia
Sandmann, Gerhard
Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum
title Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum
title_full Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum
title_fullStr Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum
title_full_unstemmed Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum
title_short Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum
title_sort biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in phaeodactylum tricornutum
topic Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3444273/
https://www.ncbi.nlm.nih.gov/pubmed/22888128
http://dx.doi.org/10.1093/jxb/ers211
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