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Merck
CN

11707

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
NACRES:
NA.85
PubChem Substance ID:
329749534
UNSPSC Code:
51102829
Beilstein/REAXYS Number:
4640118

Key Documents

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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

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 key

KFUFLYSBMNNJTF-HHZDOKBSSA-N

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

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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

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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
Doreen Schachtschabel et al.
Fungal genetics and biology : FG & B, 49(4), 284-293 (2012-01-10)
The identification of suitable targets is crucial for the discovery and development of new antifungals. Since the fungal cell wall is an essential organelle, the identification of genes involved in cell wall biosynthesis is expected to help discover new antifungal
K D Hettiarachchi et al.
Journal of autoimmunity, 22(4), 287-296 (2004-05-04)
Bafilomycin, a plecomacrolide produced by plant-pathogenic Streptomyces, contaminates tuberous vegetables and has adverse effects on beta cells in adult mice. We therefore determined whether dietary bafilomycin influenced the progression of diabetes in the non-obese diabetic (NOD) mouse model of autoimmune
J Dørup et al.
Experimental nephrology, 3(3), 180-192 (1995-05-01)
The effects of bafilomycin, an inhibitor of the vacuolar-type (V-type) proton pump, on nephron ultrastructure and acidification were analyzed in isolated perfused kidneys from rats with acute metabolic acidosis. Acidic intracellular compartments were labelled with the weak base DAMP, that
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