Bafilomycin A1
Catalog #:
IN0069| IN0069-1mg | USD197.0 |
Synonyms: bafilomycin A1, 21-O-de(3-carboxy-1-oxo-2-propenyl)-2-demethyl-2-methoxy-24-methyl-Hygrolidin
IUPAC Name:
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-8- Hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4 R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-me thylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7 ,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetrae n-2-one
Functional Activity:
The bafilomycins are a family of toxic macrolide antibiotic derived from Streptomyces griseus. These compounds all appear in the same fermentation and have quite similar biological activity. Bafilomycins are specific inhibitors of vacuolar-type H+-ATPase. (V-ATPase).
Bafilomycin has antibacterial, antifungal, antineoplastic, immunosuppressive activities.In addition, bafilomycin A1 has antimalarial activity. It has been shown to decrease multi-drug resistance.
It is also a potent and selective inhibitor of vacuolar H+-ATPases (IC50 = 500 pM as measured in chromaffin granule membranes). Selective over other ATP hydrolyzing enzymes such as F-ATPases, Ca2+-ATPases, Na+/K+-ATPases and plasma membrane H+-ATPases.
Technical Data:
M.Wt: 622.84
Formula: C35H58O9
Solubility: Soluble in DMSO
Purity: >98%
Storage: Dessicate at -20°C
CAS No.: 88899-55-2
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References for Bafilomycin A1:
1. Wu, Y. C., Wu, W. K., Li, Y., Yu, L., Li, Z. J., Wong, C. C., Li, H. T., Sung, J. J., and Cho, C. H. Inhibition of macroautophagy by bafilomycin A1 lowers proliferation and induces apoptosis in colon cancer cells. Biochem Biophys Res Commun, 382: 451-456, 2009.
2. Tveten, K., Ranheim, T., Berge, K. E., Leren, T. P., and Kulseth, M. A. The effect of bafilomycin A1 and protease inhibitors on the degradation and recycling of a Class 5-mutant LDLR. Acta Biochim Biophys Sin (Shanghai), 41: 246-255, 2009.
3. Kleinbeck, F. and Carreira, E. M. Total synthesis of bafilomycin A1. Angew Chem Int Ed Engl, 48: 578-581, 2009.
4. Klionsky, D. J., Elazar, Z., Seglen, P. O., and Rubinsztein, D. C. Does bafilomycin A1 block the fusion of autophagosomes with lysosomes? Autophagy, 4: 849-950, 2008.
5. Teplova, V. V., Tonshin, A. A., Grigoriev, P. A., Saris, N. E., and Salkinoja-Salonen, M. S. Bafilomycin A1 is a potassium ionophore that impairs mitochondrial functions. J Bioenerg Biomembr, 39: 321-329, 2007.
6. Lim, J. H., Park, J. W., Kim, S. J., Kim, M. S., Park, S. K., Johnson, R. S., and Chun, Y. S. ATP6V0C competes with von Hippel-Lindau protein in hypoxia-inducible factor 1alpha (HIF-1alpha) binding and mediates HIF-1alpha expression by bafilomycin A1. Mol Pharmacol, 71: 942-948, 2007.
