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Merck
CN

11707

Sigma-Aldrich

Bafilomycin B1 from Streptomyces sp.

≥80% (HPLC)

Synonym(s):

Setamycin

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About This Item

Empirical Formula (Hill Notation):
C44H65NO13
CAS Number:
88899-56-3
Molecular Weight:
815.99
Beilstein:
4640118
UNSPSC Code:
51102829
PubChem Substance ID:
329749534
NACRES:
NA.85

Key Documents

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Assay

≥80% (HPLC)

form

powder or crystals

color

white to yellow

antibiotic activity spectrum

Gram-positive bacteria
fungi

Mode of action

enzyme | inhibits

shipped in

wet ice

storage temp.

−20°C

SMILES string

CO[C@H]1C=C\C=C(C)\C[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C=C(OC)\C(=O)O[C@@H]1[C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](OC(=O)\C=C\C(=O)NC3=C(O)CCC3=O)[C@H](C)[C@H](O2)C(C)C

InChI

1S/C44H65NO13/c1-23(2)41-28(7)35(56-37(49)18-17-36(48)45-38-31(46)15-16-32(38)47)22-44(53,58-41)30(9)40(51)29(8)42-33(54-10)14-12-13-24(3)19-26(5)39(50)27(6)20-25(4)21-34(55-11)43(52)57-42/h12-14,17-18,20-21,23,26-30,33,35,39-42,46,50-51,53H,15-16,19,22H2,1-11H3,(H,45,48)/b14-12-,18-17+,24-13+,25-20+,34-21-/t26-,27+,28-,29-,30-,33-,35+,39-,40+,41+,42+,44+/m0/s1

InChI key

KFUFLYSBMNNJTF-HHZDOKBSSA-N

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General description

Chemical structure: macrolide

Application

Bafilomycin B1 is a toxic macrolide antibiotic used to study cell processes such as autophagy, pH control within cells, and mechanisms of apoptosis .

Biochem/physiol Actions

Bafilomycin B1 inhibits vacuolar type H+-ATPase (V-ATPase) and is used to study cell processes such as autophagy, pH control within cells, and mechanisms of apoptosis.
Bafilomycin B1 inhibits vacuolar type H+-ATPase (V-ATPase). Bafilomycin B1′s activity results from the presence of a large macrocyclic lactone ring to which deoxy sugars may attach.

Packaging

1MG

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Moisture sensitive. Keep in a dry place.

Disclaimer

Fatal if swallowed.
Bafilomycin B1 is fatal if it is inhaled, swallowed, or if it comes in contact with skin.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000157372
0000107301
099M4890V
049M4754V

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P Melin et al.
Microbiology (Reading, England), 145 ( Pt 5), 1115-1122 (1999-06-22)
In natural environments bacteria and filamentous fungi often compete for the same resources. Consequently, production of antibiotic secondary metabolites and defence mechanisms against these compounds have evolved in these organisms. An experimental model has been developed to study the response
Wei Zhang et al.
Chembiochem : a European journal of chemical biology, 14(3), 301-306 (2013-01-31)
New hope for old bones: The plecomacrolide bafilomycin has been explored for decades as an anti-osteoporotic. However, its structural complexity has limited the synthesis of analogues. The cloning of the bafilomycin biosynthetic gene cluster from the environmental isolate Streptomyces lohii
R Kollmann et al.
Biochimica et biophysica acta, 1143(1), 62-66 (1993-06-10)
The ATP-generating system described by Hugenholtz, J., Hong, J.-S. and Kaback, H.R. ((1981) Proc. Natl. Acad. Sci. USA 78, 3446-3449) has been used to synthesize ATP up to 1.8 mM in right-side-out membrane vesicles from Escherichia coli. This ATP level
J Miguel Cordeiro et al.
Journal of molecular neuroscience : MN, 30(1-2), 41-44 (2006-12-29)
Rapid secretion relies on the occurrence of spike-like Ca2+ transients in active zones (Llinás et al., 1992; Yazejian et al., 2000; Dunant and Bloc, 2003). Presynaptic Ca2+ nanodomains are to be restricted both in time and in space as to
Tim Schuhmann et al.
The Journal of antibiotics, 60(1), 52-60 (2007-03-30)
The microbial macrolides bafilomycin A1, B, and concanamycin A from Streptomyces spp. are potent and specific inhibitors of V-ATPases. The question of the biosynthetic origin of the two uncommon "glycolate units" of each of the macrolide structures was addressed by
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