Abstract
Thirteen auxenic compounds were discovered in a screen of 10 000 compounds for auxin-like activity in Arabidopsis roots. One of the most potent substances was 2-(4-chloro-2-methylphenoxy)-N-(4-H-1,2,4-triazol-3-yl)acetamide (WH7) which shares similar structure to the known auxenic herbicide 2,4-dichlorophenoxyacetic acid (2,4-D). A selected set of 20 analogues of WH7 was used to provide detailed information about the structure-activity relationship based on their efficacy at inhibiting and stimulating root and shoot growth, respectively, and at induction of gene expression. It was shown that WH7 acts in a genetically defined auxin pathway. These small molecules will extend the arsenal of substances that can be used to define auxin perception site(s) and to dissect subsequent signalling events.
Keywords:
2,4-D; Auxin; growth control; sensitivity; structure–activity.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Arabidopsis / drug effects
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Arabidopsis / genetics
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Arabidopsis / growth & development
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Arabidopsis Proteins / antagonists & inhibitors
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Arabidopsis Proteins / metabolism
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Drug Resistance
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Gene Expression Regulation, Plant / drug effects
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Genomics*
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Glycolates / pharmacology
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Indoleacetic Acids / chemistry
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Indoleacetic Acids / isolation & purification*
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Indoleacetic Acids / pharmacology*
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Membrane Transport Proteins / metabolism
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Phenotype
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Plant Growth Regulators / chemistry
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Plant Growth Regulators / isolation & purification*
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Plant Growth Regulators / pharmacology*
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Plant Roots / drug effects
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Plant Roots / genetics
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Plant Roots / growth & development
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Small Molecule Libraries
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Structure-Activity Relationship
Substances
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Arabidopsis Proteins
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Glycolates
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Indoleacetic Acids
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Membrane Transport Proteins
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PIN1 protein, Arabidopsis
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Plant Growth Regulators
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Small Molecule Libraries
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1-naphthoxyacetic acid