Screening and characterization of an inhibitory chemical specific to Arabidopsis gibberellin 2-oxidases

• Published in: Bioorganic & medicinal chemistry letters Vol. 20; no. 14; pp. 4259 - 4262
• Main Authors: Otani, Masato, Yoon, Jung-Min, Park, Seung-Hyun, Asami, Tadao, Nakajima, Masatoshi
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 15.07.2010; Elsevier
• Subjects: 2-Oxoglutarate dependent dioxygenase (2ODD); Agronomy. Soil science and plant productions; Arabidopsis; Arabidopsis - enzymology; Arabidopsis - growth & development; Biological and medical sciences; Economic plant physiology; Fundamental and applied biological sciences. Psychology; Gibberellin; Gibberellin 2-oxidase; Growth and development; Growth regulators; Inhibitor; Mixed Function Oxygenases - metabolism; PHX; 2-Oxoglutarate dependent dioxygenase (2ODD); GA2ox; Gibberellin; GA; 2ODD; Inhibitor; Gibberellin 2-oxidase; Sulfur nitrogen heterocycle; Terpenoid; Enzyme; Arabidopsis; Enzyme inhibitor; 20DD; Tricyclic compound; 2-Oxoglutarate dependent dioxygenase; Structure activity relation; Cruciferae; Chlorine Organic compounds; Dicotyledones; Angiospermae; Diterpene; Plant growth substance; Herbaceous plant; Spermatophyta; Aromatic compound; Oxidoreductases
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2010.05.015

The hydroxylation of gibberellin (GA) at the 2-position is known as the major cause of inactivation of GAs, whose reaction is catalyzed by 2-oxoglutarate dependent dioxygenases, also termed GA 2-oxidases (GA2oxs). To block GA catabolism in plants, a few chemicals can be used. To obtain novel inhibitors specific to GA2oxs, we performed in vitro random screenings by using 3H-16,17-dihydro-GA4 and recombinant Arabidopsis GA2ox2. As a result, one candidate, methyl 6-chloro-3H-1,2,3-benzodithiazole-4-carboxylate 2-oxide (CBTC), was selected from the screening, and was subjected to in-planta evaluations. CBTC promoted both the germination and elongation of Arabidopsis seedlings. This strongly suggests that CBTC inhibits GA2oxs in Arabidopsis with high specificity.