Identification of auxins by a chemical genomics approach.
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.
Christian
May
M
Department of Biology, The University of North Carolina at Chapel Hill, NC 27599-3280, USA.
Hannah
William B
WB
Lüthen
Hartwig
H
Jones
Alan M
AM
D017360:Arabidopsis / Q000187:drug effects / Q000235:genetics / Q000254:growth & development; D029681:Arabidopsis Proteins / Q000037:antagonists & inhibitors / Q000378:metabolism; D004351:Drug Resistance; D018506:Gene Expression Regulation, Plant / Q000187:drug effects; D023281:Genomics; D006016:Glycolates / Q000494:pharmacology; D007210:Indoleacetic Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D026901:Membrane Transport Proteins / Q000378:metabolism; D010641:Phenotype; D010937:Plant Growth Regulators / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018517:Plant Roots / Q000187:drug effects / Q000235:genetics / Q000254:growth & development; D054852:Small Molecule Libraries; D013329:Structure-Activity Relationship
D029681:Arabidopsis Proteins; D006016:Glycolates; D007210:Indoleacetic Acids; D026901:Membrane Transport Proteins; C116363:PIN1 protein, Arabidopsis; D010937:Plant Growth Regulators; D054852:Small Molecule Libraries; C018610:1-naphthoxyacetic acid