Bongkrekic acid solution

SIGMA/B6179 - from Pseudomonas cocovenenans, ≥95% (HPLC), ~1 mg/mL

CAS Number: 11076-19-0
Empirical Formula (Hill Notation): C₂₈H₃₈O₇
Molecular Weight: 486.60
MDL Number: MFCD01729616
Linear Formula: C₂₈H₃₈O₇
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-B6179-.5MG	0.5 mg	$660.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
biological source	Pseudomonas cocovenenans
concentration	~1 mg/mL
form	solution
InChI	1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1
InChI key	SHCXABJSXUACKU-WUTQZGRKSA-N
Quality Level	200
shipped in	wet ice
SMILES string	CO[C@H](C/C=CC=CCCC=CC[C@H](C)C=CC(CC(O)=O)=C/C(O)=O)C(C)=C/C=C(C)C(O)=O
storage temp.	−20°C

Application:	Bongkrekic acid solution has been used as an adenine nucleotide translocator (ANT) inhibitor to find out a different approach for the inhibition of oxidative phosphorylation in intact T98G cells. It has also been used as an inhibitor of the permeabilization transition pore complex (PTPC) pore and a tool to explore the role of PTPC in induction of apoptosis.
Biochem/physiol Actions:	An antiapoptotic agent, it protects against NMDA receptor induced neuronal apoptosis, extends cell survival in cells undergoing apoptosis following infection with viral vectors and abrogates apoptosis induced by hydrogen peroxide in T-cells. It is an inhibitor of adenine nucleotide translocase, which is a component of the mitochondrial permeability transition (MPT) pore complex. Bongkrekic acid prevents mitochondrial depolarization, swelling, rupture of mitochondrial outer membrane, and release of apoptogenic proteins such as cytochrome c. This phenomenon was observed during staurosporine induced apoptosis in Jurkat cells, in HepG2 undergoing apoptosis following TNF-α and ethanol.
Features and Benefits:	This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Other Notes:	The toxic principle of P. cocovenenans.
Packaging:	0.5 mg in glass bottle
Physical form:	Solution in 0.01 M Tris buffer, pH 7.5.

RIDADR	NONH for all modes of transport
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352106

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