beta-Lactone antibiotic. Antibacterial and antifungal. Specific and irreversible inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase in vitro and in vivo by covalently modifying the active Cys129 residue of the enzyme. Mevalonate biosynthesis inhibitor.
Isolated from fungal strain Scopulariopsis sp. F-244.
Soluble in methanol, ethanol, DMSO, chloroform or ethyl acetate. Insoluble in water or hexane.
Storage and Stability:
Short-term Storage: +4°C
Long-term Storage: -20°C
Stable for at least 3 years after receipt when stored at -20°C.
Source: Scopulariopsis sp. F-244
Purity: 95% (HPLC)
Form: White to off-white solid
Important Note: This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Antibiotic 1233A: a fungal beta-lactone: D.C. Aldridge, et al.; J. Chem. Soc. 23, 3888 (1971)|
Potent inhibitory effect of antibiotic 1233A on cholesterol biosynthesis which specifically blocks 3-hydroxy-3-methylglutaryl coenzyme A synthase: S. Omura, et al.; J. Antibiot. (Tokyo)40, 1356 (1987)
F-244 specifically inhibits 3-hydroxy-3-methylglutaryl coenzyme A synthase: H. Tomoda, et al.; Biochim. Biophys. Acta 922, 351 (1987)
F-244 (1233A), a specific inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A synthase: taxonomy of producing strain, fermentation, isolation and biological properties: H. Tomoda, et al.; J. Antibiot. (Tokyo) 41, 247 (1988)
Method of search for microbial inhibitors of mevalonate biosynthesis using animal cells: H. Kumagai, et al.; J. Antibiot. (Tokyo) 43, 397 (1990)
Specific binding of beta-lactone 1233A to 3-hydroxy-3-methylglutaryl-coenzyme A synthase: H. Tomoda, et al.; J. Antibiot. (Tokyo) 46, 872 (1993)
Inhibition of hepatic cholesterol biosynthesis by a 3-hydroxy-3-methylglutaryl coenzyme A synthase inhibitor, 1233A, in mice: H. Nagashima, et al.; Life Sci. 52, 1595 (1993)
Binding site for fungal beta-lactone hymeglusin on cytosolic 3-hydroxy-3-methylglutaryl coenzyme A synthase: H. Tomoda, et al.; Biochim. Biophys. Acta 1636, 22 (2004)
|Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.|