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196000

Bafilomycin A1

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

Synonym(s):

Bafilomycin A1, Streptomyces griseus

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About This Item

Empirical Formula (Hill Notation):
C35H58O9
CAS Number:
88899-55-2
Molecular Weight:
622.83
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD06795130
Assay:
≥90% (HPLC)
Form:
film
Storage condition:
OK to freeze, protect from light
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Product Name

Bafilomycin A1, Streptomyces griseus,

Quality Segment

100

assay

≥90% (HPLC)

form

film

shelf life

3 yr

storage condition

OK to freeze, protect from light

solubility

DMSO: 100 μM, ethanol: soluble

storage temp.

−20°C

SMILES string

O1[C@@H]([C@H]([C@@H](C[C@]1(O)[C@H]([C@H](O)[C@@H]([C@H]2OC(=O)\C(=C\C(=C\[C@H]([C@H]([C@H](C\C(=C\C=C\[C@@H]2OC)\C)C)O)C)\C)\OC)C)C)O)C)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

General description

Note: 1 set = 3 x 10 µg
A macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H+-ATPase (V-type; Ki = 500 pM). A valuable tool for distinguishing among different types of ATPases. Blocks lysosomal cholesterol trafficking in macrophages and is known to interfere with pH regulation in brain cells. Exhibits cytotoxic effects on a number of cell lines in a cell viability assay. Reported to selectively inhibit β-secretase, an enzyme involved in the processing of amyloid precursor protein (APP).

Biochem/physiol Actions

Primary Target
vacuolar type H+ ATPase

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 1 year at -20°C.

Other Notes

Sinha, S., and Lieberburg, I. 1999. Proc. Natl. Acad. Sci. USA96, 11049.
Calvert, C.M., and Sanders, D. 1995. J. Biol. Chem.270, 7272.
Nishihara, T., et al. 1995. Biochem. Biophys. Res. Commun.269, 255.
Crider, B.P., et al. 1994. J. Biol. Chem.269, 17379.
Palokangas, H., et al. 1994. J. Biol. Chem.269, 17577.
Sundquist, K.T., and Marks, S.C., Jr. 1994. J. Bone Miner. Res.9, 1575.
Drose, S., et al. 1993. Biochemistry32, 3902.
Furuchi, T., et al. 1993. J. Biol. Chem.268, 27345.
Bowman, E.J., et al. 1988. Proc. Natl. Acad. Sci. USA85, 7972.

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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Storage Class

11 - Combustible Solids

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