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MW 622.8 Da. Highly potent, selective vacuolar (V)-ATPase inhibitor (IC50 = 500 pM in chromaffin granule membranes). Induces vacuolar deacidification and promotes apoptosis.

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Key facts

CAS number

88899-55-2

Form

Solid

Source

Streptomyces griseus

Molecular weight

622.8 Da

Molecular formula

C35H58O9

PubChem identifier

6436223

Nature

Native

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Alternative names

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MW 622.8 Da. Highly potent, selective vacuolar (V)-ATPase inhibitor (IC50 = 500 pM in chromaffin granule membranes). Induces vacuolar deacidification and promotes apoptosis.

Alternative names

Key facts

Source

Streptomyces griseus

PubChem identifier

6436223

Biochemical name

bafilomycin A1

Biological description

Highly potent, selective vacuolar (V)-ATPase inhibitor (IC50 = 500 pM in chromaffin granule membranes). Induces vacuolar deacidification and promotes apoptosis.

Canonical SMILES

CC1CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C(C)C)C)O)O)O)OC)C

Isomeric SMILES

C[C@H]1C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)C(C)C)C)O)O)O)OC)/C

InChI

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

InChIKey

XDHNQDDQEHDUTM-JQWOJBOSSA-N

IUPAC name

(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-propan-2-yloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate long-term storage conditions

-20°C

Storage information

Store under desiccating conditions, The product can be stored for up to 12 months

Product promise

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4 product images

  • Immunocytochemistry/ Immunofluorescence - Bafilomycin A1, (V)-ATPase inhibitor (ab120497), expandable thumbnail

    Immunocytochemistry/ Immunofluorescence - Bafilomycin A1, (V)-ATPase inhibitor (ab120497)

    ab240635 staining SQSTM1/p62 (autophagosome) in control HeLa cells (left panel) and SQSTM1/p62 in HeLa cells treated with 100nM bafilomycin A1 (ab120497) for 18hrs (right panel). The cells were fixed with methanol (5min), permeabilized with 0.1% Triton X-100 for 5 minutes and then blocked with 1% BSA/10% normal goat serum/0.3M glycine in 0.1% PBS-Tween for 1h. The cells were then incubated with ab240635 at 2ug/ml and ab7291 (Tubulin) at 1/1000 dilution overnight at +4°C, followed by a further incubation at room temperature for 1h with a goat secondary antibody to rabbit IgG (Alexa Fluor® 488) (ab150081) at 2 μg/ml (shown in green) and a goat secondary antibody to mouse IgG (Alexa Fluor® 594) (ab150120) at 2 μg/ml (shown in red). Nuclear DNA was labelled in blue with DAPI.

    Image was acquired with a high-content analyser (Operetta CLS, Perkin Elmer) and a maximum intensity projection of confocal sections is shown.

  • Immunocytochemistry/ Immunofluorescence - Bafilomycin A1, (V)-ATPase inhibitor (ab120497), expandable thumbnail

    Immunocytochemistry/ Immunofluorescence - Bafilomycin A1, (V)-ATPase inhibitor (ab120497)

    ab109012 staining SQSTM1/p62 (autophagosome) in control HeLa cells (left panel) and SQSTM1/p62 in HeLa cells treated with 1uM bafilomycin A1 (ab120497) for 18hrs (right panel). The cells were fixed with methanol (5min), permeabilized with 0.1% Triton X-100 for 5 minutes and then blocked with 1% BSA/10% normal goat serum/0.3M glycine in 0.1% PBS-Tween for 1h. The cells were then incubated with ab109012 at 5ug/ml and ab7291 (Tubulin) at 1/1000 dilution overnight at +4°C, followed by a further incubation at room temperature for 1h with a goat secondary antibody to rabbit IgG (Alexa Fluor® 488) (ab150081) at 2 μg/ml (shown in green) and a goat secondary antibody to mouse IgG (Alexa Fluor® 594) (ab150120) at 2 μg/ml (shown in pseudo color red). Nuclear DNA was labelled in blue with DAPI.

    Image was taken with a confocal microscope (Leica-Microsystems, TCS SP8).

  • Chemical Structure - Bafilomycin A1, (V)-ATPase inhibitor (ab120497), expandable thumbnail

    Chemical Structure - Bafilomycin A1, (V)-ATPase inhibitor (ab120497)

    2D chemical structure image of ab120497, Bafilomycin A1, (V)-ATPase inhibitor

  • Immunocytochemistry/ Immunofluorescence - Bafilomycin A1, (V)-ATPase inhibitor (ab120497), expandable thumbnail

    Immunocytochemistry/ Immunofluorescence - Bafilomycin A1, (V)-ATPase inhibitor (ab120497)

    ab155686 staining SQSTM1/p62 (autophagosome) in control HeLa cells (left panel) and SQSTM1/p62 in HeLa cells treated with 1uM bafilomycin A1 (ab120497) for 18hrs (right panel). The cells were fixed with methanol (5min), permeabilized with 0.1% Triton X-100 for 5 minutes and then blocked with 1% BSA/10% normal goat serum/0.3M glycine in 0.1% PBS-Tween for 1h. The cells were then incubated with ab155686 at 1/500 dilution and ab7291 (Tubulin) at 1/1000 dilution overnight at +4°C, followed by a further incubation at room temperature for 1h with a goat secondary antibody to rabbit IgG (Alexa Fluor® 488) (ab150081) at 2 μg/ml (shown in green) and a goat secondary antibody to mouse IgG (Alexa Fluor® 594) (ab150120) at 2 μg/ml (shown in pseudo color red). Nuclear DNA was labelled in blue with DAPI.

    Image was taken with a confocal microscope (Leica-Microsystems, TCS SP8).

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