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B1793

Sigma-Aldrich

Bafilomycin A1

from Streptomyces griseus, ≥90% (HPLC), film, V-ATPase inhibitor

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About This Item

Empirical Formula (Hill Notation):
C35H58O9
CAS Number:
88899-55-2
Molecular Weight:
622.83
Beilstein/REAXYS Number:
4730700
MDL number:
MFCD06795130
UNSPSC Code:
12352200
PubChem Substance ID:
24891613
NACRES:
NA.77

product name

Bafilomycin A1 from Streptomyces griseus, ≥90% (HPLC)

Quality Level

300

assay

≥90% (HPLC)

form

film

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

−20°C

SMILES string

CO[C@H]1\C=C\C=C(C)\C[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C=C(OC)C(=O)OC1[C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O)[C@H](C)[C@H](O2)C(C)C

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

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General description

Chemical structure: macrolide

Application

Bafilomycin A1 has been used:
  • as an autophagy inhibitor to study its effects on hepatic steatosis in human hepatocytes
  • as a vacuolar-type H+ -ATPase inhibitor to study its effects on the cell viability, percentage of PI-positive cells, and glucose-stimulated insulin secretion (GSIS) in mice INS-1 cells
  • as a vacuolar-type H+ -ATPase inhibitor to study its effects on tau degradation in human SH-SY5Y cells

Biochem/physiol Actions

A specific inhibitor of vacuolar type H+-ATPase (V-ATPase) in animal cells, plant cells and microorganisms.
Bafilomycin A1 inhibits autophagosome-lysosome fusion and autolysosome acidification, the steps involved in the autophagic process that is required for maintaining functional autophagic flux and cellular homeostasis.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Jens Niewoehner et al.
Neuron, 81(1), 49-60 (2014-01-15)
Although biotherapeutics have vast potential for treating brain disorders, their use has been limited due to low exposure across the blood-brain barrier (BBB). We report that by manipulating the binding mode of an antibody fragment to the transferrin receptor (TfR)
ERK-dependent mTOR pathway is involved in berberine-induced autophagy in hepatic steatosis
He Q, et al.
Journal of Molecular Endocrinology, 57(4) (2016)
Caroline Mauvezin et al.
Autophagy, 11(8), 1437-1438 (2015-07-15)
Autophagosome-lysosome fusion and autolysosome acidification constitute late steps in the autophagic process necessary to maintain functional autophagic flux and cellular homeostasis. Both of these steps are disrupted by the V-ATPase inhibitor bafilomycin A1, but the mechanisms potentially linking them are
T Umata et al.
The Journal of biological chemistry, 265(35), 21940-21945 (1990-12-15)
The role of vacuolar-type H(+)-ATPase (V-ATPase) in the cytotoxic action of diphtheria toxin (DT) was studied by using bafilomycin A1, a specific inhibitor of V-ATPase. Studies with acridine orange showed that the acidification of intracellular acidic compartments was inhibited strongly
T Yoshimori et al.
The Journal of biological chemistry, 266(26), 17707-17712 (1991-09-15)
Bafilomycin A1 is known as a strong inhibitor of the vacuolar type H(+)-ATPase in vitro, whereas other type ATPases, e.g. F1,F0-ATPase, are not affected by this antibiotic (Bowman, E.M., Siebers, A., and Altendorf, K. (1988) Proc. Natl. Acad. Sci. U.S.A.
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