Bone Metabolism



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 ALX-350-019[ALEXIS] Revised 16-Oct-08  

(+)-Brefeldin A

SYNONYMS   

BFA
Ascotoxin
Decumbin

PRODUCT LINE   

Natural Products / Antibiotics

PRODUCT FAMILIES   

Antibiotics - Apoptosis Inducers & Inhibitors

Ordering Information
 Product NumbersFormatSizeUnit PriceQuantity
 ALX-350-019-M005 5 mg  
 ALX-350-019-M010 10 mg  
 ALX-350-019-M025 25 mg  
 ALX-350-019-M050 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