Bafilomycin B1

Molecular Formula

C44H65NO13

M.W.

816.00

CAS number

88899-56-3

Details

Source

Streptomyces sp.

Fermentek product Code

BFB-001

Brand/grade

For research

Specifications

Appearance

Yellow powder

Purity by HPLC

≥95% ; refer to CoA for more data

Purity By TLC

≥98% ; refer to CoA for more data

Solubility test

Clear yellow solution at 5mg/ml Methanol ;
Clear yellow solution at 5mg/ml DMSO ;

Chemical identification

Names and identifiers

Synonyms

Hygrolidin, 37-decarboxy-2-demethyl-37-[[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]carbonyl]-2-methoxy-24-methyl
Setamycin
Bafilomycin B1

IUPAC Name

(5R)-2,4-Dideoxy-1-C-{(2S,3R,4S)-3-hydroxy-4-[(3S,4Z,9S,10S,11R)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxooxacyclohexadeca-4,6,12,14-tetraen-2-yl]-2-pentanyl}-3-O-{(2E)-4-[(2-hydroxy-5-ox ;o-1-cyclopenten-1-yl)amino]-4-oxo-2-butenoyl}-5-isopropyl-4-methyl-α-D-threo-pentopyranose

RTECS: NG8841000

EU number

635-481-1

Chemical name

Bafilomycin B1

Description

Bafilomycin B1 is a specific inhibitor of vacuolar type H+-ATPase (V-ATPase) in animal cells, plant cells and microorganisms.

Bafilomycin B1 can prevent the re-acidification of synaptic vesicles once they have undergone exocytosis.

It displays Antibacterial, Antifungal, Antineoplastic, Immunosuppressive properties.

Bafilomycin B1 shares the same mode of action and activity as its more accessible Bafilomycin A1 analogue. Bafilomycin B1 is broadly active against bacteria, fungi, insects, nematodes and protozoans. Bafilomycin B1 has attracted interest as a potential antiosteoporotic agent in treating bone lytic diseases.

Bafilomycins have been considered as possible therapeutic agents in the treatment of gastritis.

InChl Key

KFUFLYSBMNNJTF-MZYUNMTESA-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)OC(=O)C=CC(=O)NC3=C(CCC3=O)O)O)O)OC)C

Isomeric SMILES

C[C@H]1C/C(=C\C=C/[C@@H](C(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)OC(=O)/C=C/C(=O)NC3=C(CCC3=O)O)O)O)OC)/C

Further Information

Solubility ( literature )

Reportedly soluble in ethanol, methanol, DMF or DMSO. Attention: may form methyl ketal on long term storage in methanol

Compound Classification

Macrolide antibiotic

Storage, handling

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

Protect from light !

Use the original container to store the product.

Keep the lid tightly closed.

Store under argon.

shipped at ambient temperature. Stored under inert atmosphere.

Retest time

1.5 Years

Applications

Bafilomycins specificly inhibit 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. Bafilomycin A1 and B1 significantly attenuate cerebellar granule neuron death resulting from agents that disrupt lysosome. As vacuolar ATPase inhibitors bafilomycins 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

2018