5.08409

Bafilomycin A1

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

• 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
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD06795130
• Assay: ≥90% (HPLC)
• Form: liquid
• Storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

Properties

• Product Name: Bafilomycin A1, InSolution, ≥90%, A macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H⁺-ATPase
• Quality Segment: 100
• assay: ≥90% (HPLC)
• form: liquid
• shelf life: 2 yr
• 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

Preparation Note

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.

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 10 - Combustible liquids
• flash_point_f: 188.6 °F - (refers to pure substance)
• flash_point_c: 87 °C - (refers to pure substance)