(+)-Brefeldin A |  | | SYNONYMS | BFA Ascotoxin Decumbin |  |  | | PRODUCT LINE | Natural Products / Antibiotics |  |  | | PRODUCT FAMILIES | Antibiotics - Apoptosis Inducers & Inhibitors |  |  |  | | Ordering Information |  | | Product Numbers | Format | Size | Unit Price | Quantity |  | | ALX-350-019-M005 |
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5 mg | | | | | ALX-350-019-M010 |
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10 mg | | | | | ALX-350-019-M025 |
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25 mg | | | | | ALX-350-019-M050 |
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50 mg | | | |  | |  |
|  | | Product Specification |  | |
| FORMULA: | C16H24O4 |  |  | | | |
| MW: | 280.4 |  |  | | | |
| CAS NUMBER: | 20350-15-6 |  |  | | | |
| MERCK INDEX: | 14: 1369 |  |  | | | |
| SOURCE/HOST: | Isolated from Eupenicillium brefeldianum. |  |  | | | |
| PURITY: | ≥97% (HPLC) |  |  | | | |
| APPEARANCE: | White to off-white solid. |  |  | | | |
| SOLUBILITY: | Soluble in DMSO, methanol, acetone or ethyl acetate. |  |  | | | |
| SHIPPING: | AMBIENT |  |  | | | |
| LONG TERM STORAGE: | -20°C |  |  | | | |
| HAZARD: | HARMFUL. |  |  | |  | | Product Description | Inhibitor of intracellular protein transport and protein secretion, interfering with trafficking in the trans-Golgi network, leading to the accumulation of cycling proteins in ERGIC clusters. Blocks ADP-ribosylation factor (Arf) in an inactive GDP-bound conformation and thereby prevents binding of COPI coats to ERGIC and Golgi membranes. Upon brefeldin A treatment the Golgi rapidly tubulates and fuses with the ER by an energy-, temperature-, and microtubule-dependent process. In contrast, the drug has little effect on the ERGIC, which keeps its identity, although the ERGIC clusters become larger and more uniformly distributed in the cytoplasm of the cells. Inhibits intracellular collagen degradation. Also inhibits apical Na+ channels in epithelia. Induces apoptosis. |
|  | | Product Specific Literature References | Decumbin, a new compound from a species of Penicillium: V.L. Singleton, et al.; Nature 181, 1072 (1958) Über die Isolierung neuer Stoffwechselprodukte aus Penicillium brefeldianum Dodge.: E. Harri, et al.; Helv. Chim. Acta 46, 1235 (1963) Novel blockade by brefeldin A of intracellular transport of secretory proteins in cultured rat hepatocytes: Y. Misumi, et al.; J. Biol. Chem. 261, 11398 (1986) Full Text; http://www.jbc.org/cgi/reprint/261/24/11398.pdf Brefeldin A causes disassembly of the Golgi complex and accumulation of secretory proteins in the endoplasmic reticulum: T. Fujiwara, et al.; J. Biol. Chem. 263, 18545 (1988) Full Text; http://www.jbc.org/cgi/reprint/263/34/18545.pdf Brefeldin A, thapsigargin, and AIF4- stimulate the accumulation of GRP78 mRNA in a cycloheximide dependent manner, whilst induction by hypoxia is independent of protein synthesis: B.D. Price, et al.; J. Cell. Physiol. 152, 545 (1992) Abstract Brefeldin A and the endocytic pathway. Possible implications for membrane traffic and sorting: W. Hunziker, et al.; FEBS Lett. 307, 93 (1992), (Review) Abstract Brefeldin A inhibits degradation as well as production and secretion of collagen in human lung fibroblasts: C.R. Ripley, et al.; J. Biol. Chem. 268, 3677 (1993) Abstract Brefeldin A is a potent inducer of apoptosis in human cancer cells independently of p53: R.G. Shao, et al.; Exp. Cell Res. 227, 190 (1996) Abstract Brefeldin A inhibition of apical Na+ channels in epithelia: R.S. Fisher, et al.; Am. J. Physiol. 270, C138 (1996) Abstract Brefeldin A: deciphering an enigmatic inhibitor of secretion: A. Nebenfuhr, et al.; Plant Physiol. 130, 1102 (2002), Review Abstract NKT cells provide help for dendritic cell-dependent priming of MHC class I-restricted CD8+ T cells in vivo: D. Stober, et al.; J. Immunol. 170, 2540 (2003) Full Text; http://www.jimmunol.org/cgi/content/full/170/5/2540 Interaction of BIG2, a brefeldin A-inhibited guanine nucleotide-exchange protein, with exocyst protein Exo70: K.F. Xu, et al.; PNAS 102, 2784 (2005) Abstract |
| |  | | | RELATED PRODUCT GROUPS | Protein Synthesis, Modification & Degradation > Vesicles & Membrane Trafficking > Golgi Apparatus / Cytoskeleton > Collagen / Related Products / Cancer > Antitumor Reagents > Antitumor Agents (Apoptosis Inducers) / Cell Death / Apoptosis / Autophagy > Autophagy / Related Products > Autophagy Other Products / Signal Transduction > Ion Channels & Transporters / Related Products > Na+ Channels / Natural Products / Antibiotics > Antibiotics > Antibiotics - Antiviral / Anti-HIV / Signal Transduction > Ras Signalling Pathway > ADP Ribosylation Factor [ARF] / Related Products / Natural Products / Antibiotics > Antibiotics > Antibiotics for Cancer Research > Antitumor Antibiotics / Natural Products / Antibiotics > Antibiotics > Antibiotics - Antifungal |  |  |  | | |