Understanding in vivo benzenoid metabolism in petunia petal tissue

Jennifer Boatright; Florence Negre; Xinlu Chen; Christine M Kish; Barbara Wood; Greg Peel; Irina Orlova; David Gang; David Rhodes; Natalia Dudareva

doi:10.1104/pp.104.045468

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Understanding in vivo benzenoid metabolism in petunia petal tissue

Journal article

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Understanding in vivo benzenoid metabolism in petunia petal tissue

Jennifer Boatright, Florence Negre, Xinlu Chen, Christine M Kish, Barbara Wood, Greg Peel, Irina Orlova, David Gang, David Rhodes and Natalia Dudareva

Plant physiology (Bethesda), Vol.135(4), pp.1993-2011

08/2004

DOI: https://doi.org/10.1104/pp.104.045468

Handle:

https://hdl.handle.net/2376/116503

PMID: 15286288

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Abstract

Amino Acid Sequence

Petunia - enzymology

Benzene Derivatives - metabolism

Flowers - enzymology

Flowers - metabolism

Benzoates - metabolism

Molecular Sequence Data

Acyltransferases - metabolism

Acyltransferases - genetics

Petunia - metabolism

Sequence Homology, Amino Acid

Benzaldehydes - metabolism

Sequence Alignment

Petunia - genetics

Conserved Sequence

Acyltransferases - chemistry

Kinetics

Flowers - genetics

In vivo stable isotope labeling and computer-assisted metabolic flux analysis were used to investigate the metabolic pathways in petunia (Petunia hybrida) cv Mitchell leading from Phe to benzenoid compounds, a process that requires the shortening of the side chain by a C(2) unit. Deuterium-labeled Phe ((2)H(5)-Phe) was supplied to excised petunia petals. The intracellular pools of benzenoid/phenylpropanoid-related compounds (intermediates and end products) as well as volatile end products within the floral bouquet were analyzed for pool sizes and labeling kinetics by gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry. Modeling of the benzenoid network revealed that both the CoA-dependent, beta-oxidative and CoA-independent, non-beta-oxidative pathways contribute to the formation of benzenoid compounds in petunia flowers. The flux through the CoA-independent, non-beta-oxidative pathway with benzaldehyde as a key intermediate was estimated to be about 2 times higher than the flux through the CoA-dependent, beta-oxidative pathway. Modeling of (2)H(5)-Phe labeling data predicted that in addition to benzaldehyde, benzylbenzoate is an intermediate between l-Phe and benzoic acid. Benzylbenzoate is the result of benzoylation of benzyl alcohol, for which activity was detected in petunia petals. A cDNA encoding a benzoyl-CoA:benzyl alcohol/phenylethanol benzoyltransferase was isolated from petunia cv Mitchell using a functional genomic approach. Biochemical characterization of a purified recombinant benzoyl-CoA:benzyl alcohol/phenylethanol benzoyltransferase protein showed that it can produce benzylbenzoate and phenylethyl benzoate, both present in petunia corollas, with similar catalytic efficiencies.

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Title: Understanding in vivo benzenoid metabolism in petunia petal tissue
Creators: Jennifer Boatright - Department of Horticulture and Landscape Architecture, Purdue University, West Lafayette, IN 47907, USA
Florence Negre
Xinlu Chen
Christine M Kish
Barbara Wood
Greg Peel
Irina Orlova
David Gang
David Rhodes
Natalia Dudareva
Publication Details: Plant physiology (Bethesda), Vol.135(4), pp.1993-2011
Academic Unit: Plant Pathology, Department of; Biological Chemistry, Institute of
Publisher: United States
Identifiers: 99900547830601842
Language: English
Resource Type: Journal article