A reversible inhibitor of vesicular transport
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Brefeldin A

Item No. 11861

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2E,6S,10E,11aS,13S,14aR)-1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one
CAS Number
20350-15-6
Synonyms
  • Ascotoxin
  • BFA
  • Cyanein
  • Decumbin
  • Nectrolide
  • NSC 56310
  • NSC 89671
  • NSC 107456
  • NSC 244390
  • Synergisidin
Molecular Formula
C16H24O4
Formula Weight
280.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
SMILES
O=C1/C=C/[C@@H](O)[C@@](C[C@@H](O)C2)([H])[C@]2([H])/C=C/CCC[C@H](C)O1
InChi Code
InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
InChi Key
KQNZDYYTLMIZCT-KQPMLPITSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 mg

    $50

    Add

    10 mg

    $75

    Add

    25 mg

    $174

    Add

    50 mg

    $273

    Add
    Product Description

    Brefeldin A (BFA) is a natural fungal metabolite which has been used extensively to study intracellular transport by vesicles or endosomes. Early studies demonstrated that BFA reversibly interferes with protein trafficking and secretion mediated by the Golgi apparatus and endoplasmic reticulum.1,2,3 BFA directly and reversibly inhibits Sec7 domain-containing guanine-exchange factors which are necessary for ADP-ribosylation factor activation associated with vesicular transport (IC50 = ~10 μM).4,5,6 BFA is used to study endosomal trafficking and function in cells of plants as well as those of fungi, invertebrates, and vertebrates.7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fujiwara, T., Oda, K., Yokota, S., et al. Brefeldin A causes disassembly of the Golgi complex and accumulation of secretory proteins in the endoplasmic reticulum. The Journal of Biological Chemisty 263(34), 18545-18552 (1988).

    2. Ayala, J. Transport and internal organization of membranes: Vesicles, membrane networks and GTP-binding proteins. J. Cell Sci. 107, 753-763 (1994).

    3. Thyberg, J., and Moskalewski, S. Role of microtubules in the organization of the Golgi complex. Exp. Cell Res. 246(2), 263-279 (1999).

    4. Klausner, R.D., Donaldson, J.G., and Lippincott-Schwartz, J. Brefeldin A: Insights into the control of membrane traffic and organelle structure. J. Cell Biol. 116(5), 1071-1080 (1992).

    5. Moss, J., and Vaughan, M. Activation of toxin ADP-ribosyltransferases by eukaryotic ADP-ribosylation factors. Mol. Cell. Biochem. 193, 153-157 (1999).

    6. Vigil, D., Cherfils, J., Rossman, K.L., et al. Ras superfamily GEFs and GAPs: Validated and tractable targets for cancer therapy? Nat. Rev. Cancer 10(12), 842-857 (2010).

    7. Robinson, D.G., Jiang, L., and Schumacher, K. The endosomal system of plants: Charting new and familiar territories. Plant Physiol. 147, 1482-1492 (2008).

    8. Nebenführ, A., Ritzenthaler, C., and Robinson, D.G. Brefeldin A: Deciphering and enigmatic inhibitor of secretion. Plant Physiol. 130, 1102-1108 (2002).