A bacterial metabolite with diverse biological activities
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Alternative(s)
11038Bafilomycin A1
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Bafilomycin A1 (solution)

Item No. 46024

Product Insert (PDF)
Technical Information
Formal Name
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-8-hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one
CAS Number
88899-55-2
Synonyms
  • NSC 381866
Molecular Formula
C35H58O9
Formula Weight
622.8
Purity
≥95%
Formulation (Request formulation change)
A 0.1 mM solution in DMSO
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly Soluble: 1-10 mg/mlMethanol: Sparingly Soluble: 1-10 mg/ml
SMILES
C[C@H]([C@@](C[C@H]1O)(O[C@H](C(C)C)[C@H]1C)O)[C@H](O)[C@@H]([C@](OC(/C(OC)=C/C(C)=C/[C@@H](C)[C@@H](O)[C@@H](C)C2)=O)([H])[C@H](/C=C/C=C2\C)OC)C
InChi Code
InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23+,24-,25-,26-,27+,28-,30-,31+,32+,33+,35+/m0/s1
InChi Key
XDHNQDDQEHDUTM-JQWOJBOSSA-N
Origin
Bacteria/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Bafilomycin A1 is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,3,4,5 It is an inhibitor of vacuolar H+-ATPases (V-ATPases; Ki = 0.5 nM in N. crassa vacuolar membranes) and is greater than 1,000-fold selective for V-ATPases over Na+/K+-, Ca2+-, and H+-ATPases.1,4 Bafilomycin A1 (100 nM) inhibits autophagosome maturation and protein degradation in H-4-II-E cells.2 It inhibits chloroquine-induced apoptosis in primary cerebellar granule neurons (CGNs) but not chloroquine-induced inhibition of macroautophagy.3 Bafilomycin A1 (100 nM) reduces viral yield in the culture supernatant of Vero E6 and Huh7 cells, as well as HEK293T cells expressing human angiotensin-converting enzyme 2 (ACE2), infected with severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2).5 It also reduces lung RNA copy numbers and viral pneumonia in ACE2 transgenic mice infected with SARS-CoV-2 when administered at a dose of 0.1 mg/kg. This product is ready to use as supplied and is intended for cell culture applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bowman, E.J., Siebers, A., and Altendorf, K. Bafilomycins: A class of inhibitors of membrane ATPases from microorganisms, animal cells, and plant cells. Proc. Natl. Acad. Sci. USA 85(21), 7972-7976 (1988).

    2. Yamamoto, A., Tagawa, Y., Yoshimori, T., et al. Bafilomycin A1 prevents maturation of autophagic vacuoles by inhibiting fusion between autophagosomes and lysosomes in rat hepatoma cell line, H-4-II-E cells. Cell Struct. Funct. 23(1), 33-42 (1998).

    3. Shacka, J.J., Klocke, B.J., and Roth, K.A. Autophagy, bafilomycin and cell death: The "A-B-Cs" of plecomacrolide-induced neuroprotection. Autophagy 2(3), 228-230 (2006).

    4. Dröse, S., Bindseil, K.U., Bowman, E.J., et al. Inhibitory effect of modified bafilomycins and concanamycins on P- and V-type adenosinetriphosphatases. Biochemistry 32(15), 3902-3906 (1993).

    5. Shang, C., Zhuang, X., Zhang, H., et al. Inhibitors of endosomal acidification suppress SARS-CoV-2 replication and relieve viral pneumonia in hACE2 transgenic mice. Virol. J. 18(1), 46 (2021).