5?-Isothiocyanato-N-1-naphthylphthalamic acid: a chemically reactive site-directed irreversible ligand for phytotropin receptors
| Autor: | Fred S. Tanaka, Jeffrey C. Suttle, Ronald G. Wien |
|---|---|
| Rok vydání: | 1993 |
| Předmět: |
chemistry.chemical_classification
Tropine biology Physiology Stereochemistry food and beverages Plant Science Ligand (biochemistry) biology.organism_classification behavioral disciplines and activities Hypocotyl chemistry.chemical_compound stomatognathic system chemistry Microsoma Auxin mental disorders Microsome Receptor Helianthus Agronomy and Crop Science |
| Zdroj: | Plant Growth Regulation. 13:309-316 |
| ISSN: | 1573-5087 0167-6903 |
| DOI: | 10.1007/bf00024853 |
| Popis: | A chemically reactive analog of the phytotropin N-1-naphthylphthalamic acid (NPA) was synthesized and evaluated as a site-directed irreversible ligand for the NPA receptor. The NPA analog (5′-isothiocyanato-N-1-naphthylphthalamic acid; NCS-NPA) was synthesized in two steps. Pretreatment of etiolated Helianthus hypocotyl segments with NCS-NPA at concentrations in excess of 1 μM resulted in a dose-dependent inhibition of basipetal [14C]IAA transport. Net uptake of IAA by hypocotyl segments was stimulated by NCS-NPA at concentrations of 1 μM or greater. NCS-NPA inhibited the saturable binding of [3H]NPA in Helianthus microsomes in a dose-dependent fashion with 50% inhibition occurring at NCS-NPA concentrations of 3 to 10 nM. The binding affinity of [3H]NPA in microsomes pretreated with NCS-NPA followed by extensive washing was substantially reduced. These results demonstrate that NCS-NPA is a site-directed irreversible ligand for the NPA receptor and suggest that it may be of use in the purification and characterization of this biologically important receptor. |
| Databáze: | OpenAIRE |
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