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.
Department of Biology, The University of North Carolina at Chapel Hill, NC 27599-3280, USA.
May
M
Christian
William B
WB
Hannah
Hartwig
H
Lüthen
Alan M
AM
Jones
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