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Auxin Biosynthesis in Pea: Characterization of the Tryptamine Pathway

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Quittenden, LJ and Davies, NW and Smith, JA and Molesworth, PP and Tivendale, ND and Ross, JJ (2009) Auxin Biosynthesis in Pea: Characterization of the Tryptamine Pathway. Plant Physiology, 151. pp. 1130-1138. ISSN 1532-2548

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Abstract

One pathway leading to the bioactive auxin, indole-3-acetic acid (IAA), is known as the tryptamine pathway, which is suggested to proceed in the sequence: tryptophan (Trp), tryptamine, N-hydroxytryptamine, indole-3-acetaldoxime, indole-3-acetaldehyde (IAAld), IAA. Recently, this pathway has been characterized by the YUCCA genes in Arabidopsis (Arabidopsis thaliana) and their homologs in other species. YUCCA is thought to be responsible for the conversion of tryptamine to N-hydroxytryptamine. Here we complement the genetic findings with a compound-based approach in pea (Pisum sativum), detecting potential precursors by gas chromatography/tandem-mass spectrometry. In addition, we have synthesized deuterated forms of many of the intermediates involved, and have used them to quantify the endogenous compounds, and to investigate their metabolic fates. Trp, tryptamine, IAAld, indole-3-ethanol, and IAA were detected as endogenous constituents, whereas indole-3-acetaldoxime and one of its products, indole-3-acetonitrile, were not detected. Metabolism experiments indicated that the tryptamine pathway to IAA in pea roots proceeds in the sequence: Trp, tryptamine, IAAld, IAA, with indole-3-ethanol as a side-branch product of IAAld. N-hydroxytryptamine was not detected, but we cannot exclude that it is an intermediate between tryptamine and IAAld, nor can we rule out the possibility of a Trp-independent pathway operating in pea roots.

Item Type: Article
Keywords: Auxin biosynthesis pea pisum sativum hormone IAA tryptophan tryptamine indole-3-acetaldehyde metabolism precursor GC GCMS physicochemical
Journal or Publication Title: Plant Physiology
Page Range: pp. 1130-1138
ISSN: 1532-2548
Identification Number - DOI: 10.1104/pp.109.141507
Additional Information: Copyright © 2009 by the American Society of Plant Biologists
Date Deposited: 28 Jun 2011 05:36
Last Modified: 18 Nov 2014 04:18
URI: http://eprints.utas.edu.au/id/eprint/11022
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