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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

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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:
liquid
Quality level:
100
Storage condition:
OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light
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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

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

General description

A macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H+-ATPase (V-type; Ki = 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)

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Storage Class

10 - Combustible liquids

flash_point_f

188.6 °F - (refers to pure substance)

flash_point_c

87 °C - (refers to pure substance)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

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Certificates of Analysis (COA)

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K T Sundquist et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 9(10), 1575-1582 (1994-10-01)
It has been shown that a specific inhibitor of vacuolar H(+)-ATPases, bafilomycin A1, inhibits bone resorption by isolated chicken osteoclasts by blocking the proton pump in the ruffled border membrane. We report here the effects of bafilomycin A1 on bone
B P Crider et al.
The Journal of biological chemistry, 269(26), 17379-17381 (1994-07-01)
Vacuolar-type proton-translocating ATPases are complex heterooligomers that are characterized by a specific inhibition by bafilomycin A1. These enzymes have a peripheral ATP hydrolytic domain as well as a transmembranous sector. The transmembranous sector has been isolated by glycerol gradient centrifugation
H Palokangas et al.
The Journal of biological chemistry, 269(26), 17577-17585 (1994-07-01)
Bafilomycin A1 (Baf), a specific inhibitor of the vacuolar-type proton pump, inhibited the entry of Semliki Forest virus and vesicular stomatitis virus into BHK-21 cells. The inhibition occurred at concentrations that dissipated intracellular acidic compartments. Viral infection was totally inhibited
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Global Trade Item Number

SKUGTIN
5.08409.000104055977261936