Bafilomycin A1

Molecular Formula

C35H58O9

M.W.

622.83

CAS number

88899-55-2

MSDS

Download

Details

Source

Streptomyces griseus

Fermentek product Code

BFA-001

Brand/grade

For research

Specifications

Appearance

Yellow to white powder

Purity by HPLC

≥95% ; refer to CoA for more data

Purity By TLC

≥98% ; refer to CoA for more data

Melting point

150°C-166°C

Solubility test

Clear colorless to yellow solution at 5mg/ml Methanol or DMSO

Chemical identification

Names and identifiers

IUPAC Name: (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-8-Hydroxy-16-[(1S,2R,3S)-2-hydroxy-1-methyl-3-[(2R,4R,5S,6R)-tetrahydro-2,4-dihydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]butyl]-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one

EU number

621-324-4

Description

Bafilomycin A1 is toxic macrolide antibiotic acts as a specific inhibitor of vacuolar-type H+-ATPase. It acts as autophagy Inhibitor

InChl Key

XDHNQDDQEHDUTM-JQWOJBOSSA-N

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

Further Information

Solubility ( literature )

Soluble in 100% ethanol, methanol or DMSO.

Compound Classification

Macrolide antibiotic

Storage, handling

Store in a freezer upon arrival, at -10°C to -25°C

Hygroscopic substance.

Protect from moisture

Protect from light !

Use the original container to store the product.

Keep the lid tightly closed.

Store under argon.

Other vendors may recommend higher temperatures for storage.

Retest time

1.5 Years

Applications

Bafilomycin A1 is a specific inhibitor of vacuolar type H+-ATPase (V-ATPase) in animal cells, plant cells and microorganisms. Bafilomycin A1 is useful in distinguishing among different types of ATPases. Bafilomycin A1 can prevent the re-acidification of synaptic vesicles once they have undergone exocytosis. Antibacterial, Antifungal, Antineoplastic, Immunosuppressive Bafilomycin A1 has been shown to decrease multi-drug resistance.

Bafilomycin A1, inhibits vacuolar-ATPase.
It is a potassium ionophore that impairs mitochondrial functions.
It activates respiration of neuronal cells via uncoupling associated with flickering depolarization of mitochondria.
Bafilomycin A1 has been commonly used as a method of inhibition of infection by viruses known or suspected to follow the path of receptor-mediated endocytosis and low-pH-mediated membrane fusion
Vacuolar ATPase inhibitors overcome Bcl-xL-mediated chemoresistance through restoration of a caspase-independent apoptotic pathway.

Disclaimer

For Research use only

Not for Human or Drug use

Not extracted from humans or animals

Refer to MSDS for further safety and handling instructions

Composition

Ingredient type

Fermentek product

Special Info

Available since

2009