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AdipoGen Life Sciences
(R,R)-Hymeglusin
190
CHF
CHF 190.00
In stock
AG-CN2-0103-MC050.5 mgCHF 190.00
AG-CN2-0103-M0011 mgCHF 320.00
AG-CN2-0103-MM252.5 mgCHF 640.00
| Product Details | |
|---|---|
| Synonyms | 1233A; F-244; L-659-699 |
| Product Type | Chemical |
| Properties | |
| Formula |
C18H28O5 |
| MW | 324.4 |
| CAS | 29066-42-0 |
| Source/Host Chemicals | Isolated from fungal strain Scopulariopsis sp. F-244. |
| Purity Chemicals | ≥95% (HPLC) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in methanol, ethanol, DMSO, chloroform or ethyl acetate. Insoluble in water or hexane. |
| InChi Key | ODCZJZWSXPVLAW-KXCGKLMDSA-N |
| Smiles | C[C@H](CCCC[C@H]1OC(=O)[C@@H]1CO)C\C(C)=C\C(\C)=C\C(O)=O |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | After reconstitution, prepare aliquots and store at -20°C. |
| Use/Stability | Stable for at least 3 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- β-Lactone antibiotic [1].
- Antibacterial and antifungal [1, 4].
- 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 [2-4, 6-8].
- Mevalonate biosynthesis inhibitor [5].
Product References
- 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)
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