Brefeldin A

Brefeldin A (CAS 20350-15-6)

Brefeldin A | CAS 20350-15-6 is rated 4.5 out of 5 by 2.
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Synonym: γ,4-Dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic acid λ-lactone, Ascotoxin, BFA, Cyanein, Decumbin
Application: A fungal metabolite exhibiting a wide range of antibiotic activities and activator of caspase-3
CAS Number: 20350-15-6
Purity: ≥98%
Molecular Weight: 280.36
Molecular Formula: C16H24O4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Brefeldin A is a fungal metabolite that disrupts the structure and function of the Golgi apparatus. The compound induces the Golgi proteins to redistribute into the ER and blocks the secretion from the Golgi apparatus. Studies show that it blocks the GTP-dependent interaction of ARF with the Golgi membrane, thus inhibiting the assembly of coatomer onto the membrane. Research shows that Brefeldin A can induce apoptosis in Neuroendocrine tumor cells by activating caspase-3, and inhibits cell growth by targeting the cell cycle in prostate cancer cells. Brefeldin A is an inhibitor of ARF.


References

1. Lippincott-Schwartz, J., et al. 1990. Cell. 60: 821-836. PMID: 2178778
2. Orci, L, et al. 1991. Cell. 64: 1183-1195. PMID: 2004424
3. Donaldson, J.G., et al. 1991. J. Cell Biol. 112: 579-588. PMID: 1993732
4. Donaldson, J.G., et al. 1991. Science. 254: 1197-1199. PMID: 1957170
5. Donaldson, J.G., et al. 1992. Nature. 360: 350-352. PMID: 1448151
6. Helms, J.B. and Rothman, J.E. 1992. Nature. 360: 352-354. PMID: 1448152
7. Randazzo, P.A., et al. 1993. J. Biol. Chem. 268: 9555-9563. PMID: 8486645
8. Larsson, D.E., et al. 2010. Anticancer Res. 30: 149-156. PMID: 20150630
9. Rajamahanty, S., et al. 2010. J. Biomed. Sci. 17: 5. PMID: 20102617

Physical State :
Solid
Derived From :
Eupenicillum sp. UN88
Solubility :
Soluble in water (Partly miscible), methanol (10 mg/mL), ethanol (5 mg/mL), DMSO (20 mg/mL), acetone, and ethyl acetate (1 mg/mL).
Storage :
Store at -20° C
Melting Point :
200° C
Boiling Point :
~492.7° C at 760 mmHg (Predicted)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
n20D 1.51
Optical Activity :
α20/D 96°±2° in methanol; α20/D 93°, c = 2 in methanol
IC50 :
B-cell specific antigen receptor-induced NF-kB activation: IC50 = 420 nM (HEK-293T cell line)
pK Values :
pKa: 12.92
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
GY8410000
Transport :
UN 2811, Class 6.1, Packing group III
PubChem CID :
5287620
Merck Index :
14: 1369
MDL Number :
MFCD00083258
EC Number :
247-104-4
Beilstein Registry :
25191
SMILES :
C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O

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Brefeldin A  Product Citations

See how others have used Brefeldin A. Click on the entry to view the PubMed entry .

Citations 1 to 7 of 7 total

PMID: # 27818291  Wanka, L. et al. 2017. Cell. Signal. 29: 233-239.

PMID: # 27121042  Schumacher, MM. et al. 2016. J. Lipid Res. 57: 1286-99.

PMID: # 24943726  Vogelzang, A. et al. 2014. J. Infect. Dis. 210: 1928-37.

PMID: # 25319670  Chang, FY. et al. 2014. Biochemistry. 53: 7123-31.

PMID: # 22998223  Luo, Y. et al. 2013. Traffic. 14: 97-106.

PMID: # 22767227  Cai, Q. et al. 2012. FASEB J. 26: 3306-20.

PMID: # 16467202  Zernecke A, et al. 2006. Blood. 107(11): 4240-4243.

Citations 1 to 7 of 7 total

Hi, I'm interested in buying Brefeldin A (sc-200861). The product would be received in USA by a colleague. Can you make an invoice with an argentinean billing adress? Thank you.

Asked by: augustob
Thank you for your question. Yes, we can process your order with a U.S. shipping address and an Argentinian billing address. Please contact our Customer Care Department to place your order or request a quote. Please call us toll-free at (800) 457-3801 option 1, e-mail <customercare@scbt.com>, or use the live chat on our website.
Answered by: Technical Support
Date published: 2017-11-07

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. This chemical, sc-200861, is provided as a white to off-white crystalline powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-11
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Rated 4 out of 5 by from Brefeldin A works well This product worked well in human cell lines, we pre-treated the cells for 1 h at 37 C and treated with our samples
Date published: 2018-08-04
Rated 5 out of 5 by from Found to downregulate the expression of AR Found to downregulate the expression of AR in LNCaP cells. Decrease in protein expression observed by WB comparing cells that were untreated with those that have been treated with brefeldin A. -SCBT QC
Date published: 2015-04-08
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