5.08409

Bafilomycin A1

≥90% (HPLC), liquid,V-ATPase inhibitor, Calbiochem

• Synonym(s): InSolution Bafilomycin A1, Bafilomycin A1, ≥97% by HPLC InSolution, InSolution Bafilomycin A1, ≥97% by HPLC
• Empirical Formula (Hill Notation): C₃₅H₅₈O₉
• CAS Number: 88899-55-2
• Molecular Weight: 622.83
• MDL number: MFCD06795130
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Bafilomycin A1, InSolution, ≥90%, A macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H⁺-ATPase
• Quality Level: 100
• Assay: ≥90% (HPLC)
• form: liquid
• shelf life: 2 yr
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• 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

Description

General description

A macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H⁺-ATPase (V-type; K_i = 0.5 nM) and is a valuable tool for distinguishing among different types of ATPases. Reported to selectivity inhibit β-secretase, an enzyme involved in the processing of amyloid precursor protein (APP). Blocks lysosomal cholesterol trafficking in macrophages. Known to interfere with pH regulation in brain cells. Inhibits bone resorption both in vivo and in vitro. Has been shown to exhibit cytotoxic effects on a number of cell lines in a cell viability assay.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
vacuolar-type H⁺-ATPase

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following initial thaw, aliquot and freeze (-20°C). Aliquots are stable for up to 1 year at -20°C. Use only fresh DMSO for further dilutions.

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 188.6 °F - (refers to pure substance)
• Flash Point(C): 87 °C - (refers to pure substance)