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ALX-380-265 Revised 09-Apr-08 New product
Hymeglusin
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SYNONYMS 1233A
F-244
(2E,4E,7R)-11-[(2R,3R)-3-(Hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-265-M001   1 mg 230.00 USD Add To Cart
ALX-380-265-MM25   2.5 mg 470.00 USD Add To Cart
Product Specification
FORMULA: C18H28O5
MW: 324.4
CAS NUMBER: 9027-44-5
SOURCE/HOST: Isolated from fungal strain Scopulariopsis sp. F-244.
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white amorphous solid.
SOLUBILITY: Soluble in methanol, 100% ethanol, ethyl acetate or acetonitrile; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
MELTINGPOINT:

 

Product Description
Specific and irreversible inhibitor of HMG-CoA synthase in vitro and in vivo. Inhibits mevalonate biosynthesis. Shows antimicrobial and antifungal activity.
Product Specific Literature References
Antibiotic 1233A: a fungal -lactone: D.C. Aldridge, et al.; J. Chem. Soc. 23, 3888 (1971) Abstract
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. 40, 1356 (1987) Abstract
F-244 specifically inhibits 3-hydroxy-3-methylglutaryl coenzyme A synthase: H. Tomoda, et al.; Biochim. Biophys. Acta 922, 351 (1987) Abstract
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. 41, 247 (1988) Abstract
Method of search for microbial inhibitors of mevalonate biosynthesis using animal cells: H. Kumagai, et al.; J. Antibiot. 43, 397 (1990) Abstract
Biosynthesis of antibiotic 1233A (F-244) and preparation of [14C]1233A: H. Kumagai, et al.; J. Antibiot. 45, 563 (1992) Abstract
Synthesis of 1233A analogs and their inhibitory activity against hydroxymethylglutaryl coenzyme A synthase: T. Sunazuka, et al.; J. Antibiot. 45, 1139 (1992) Abstract
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) Abstract
Specific binding of beta-lactone 1233A to 3-hydroxy-3-methylglutaryl-coenzyme A synthase: H. Tomoda, et al.; J. Antibiot. 46, 872 (1993) Abstract
Synthesis and biological activity of new 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase inhibitors: 2-oxetanones with a side chain mimicking the folded structure of 1233A: H. Hashizume, et al.; Chem. Pharm. Bull. 42, 512 (1994) Abstract
Synthesis and biological activity of new 3-hydroxy-3-methylglutaryl-CoA synthase inhibitors: 2-oxetanones with a meta-substituent on the benzene ring in the side chain: H. Hashizume, et al.; Chem. Pharm. Bull. 42, 1272 (1994) Abstract
Synthesis and biological activity of new 3-hydroxy-3-methylglutaryl-CoA synthase inhibitors: 2-oxetanones with a side chain mimicking the extended structure of 1233A: H. Hashizume, et al.; Chem. Pharm. Bull. 42, 2097 (1994) Abstract
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) Abstract
General Information
MANUFACTURER Fungal strain courtesy of the Kitasato Institute, Tokyo.
 
 
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