Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
12
pubmed:dateCreated
2007-12-12
pubmed:abstractText
Auxins, typified by IAA, are a class of plant hormones involved in a wide array of processes including cell division, cell elongation, tissue patterning, phototropism, gravitropism and root development. Despite recent descriptions of the machinery involved in auxin transport and perception, additional regulatory mechanisms and components remain to be identified and characterized. Chemical genetics has proven to be a valuable means by which to investigate the auxin response pathway in Arabidopsis thaliana. A screen for small molecules that block auxin signaling was performed previously, leading to the characterization of four compounds with this inhibitory activity. Here, we have synthesized various analogs of one of these molecules, compound A, a furyl acrylate ester of a thiadiazole heterocycle. The biological activity of these derivatives was initially assessed based on their ability to inhibit the auxin-inducible expression of the BA3-GUS reporter gene and indicated that the active portion of the molecule was 2-furylacrylic acid (2-FAA). In the micromolar range, 2-FAA attenuates the auxin-inducible expression of IAA5, fails to alter the interaction of IAA7/AXR2 with the SCF(TIR1) complex and inhibits both root and hypocotyl elongation of wild-type seedlings. Based on our structure-function analysis of compound A, we conclude that 2-furylacrylic acid is liberated by hydrolysis of an ester linkage. Identification of the cellular target of this molecule will add to our understanding of auxin-mediated events.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Dec
pubmed:issn
0032-0781
pubmed:author
pubmed:issnType
Print
pubmed:volume
48
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1693-701
pubmed:meshHeading
pubmed:year
2007
pubmed:articleTitle
The small molecule 2-furylacrylic acid inhibits auxin-mediated responses in Arabidopsis thaliana.
pubmed:affiliation
Department of Biology, Macalester College, St Paul, MN 55105, USA.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't