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B6179

Bongkrekic acid solution

Name: Bongkrekic acid solution
Brand: SIGMA

from Pseudomonas cocovenenans, ≥95% (HPLC), solution, adenine nucleotide translocase inhibitor

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₈O₇

CAS Number:

11076-19-0

Molecular Weight:

486.60

UNSPSC Code:

12352106

PubChem Substance ID:

24891898

NACRES:

NA.77

MDL number:

MFCD01729616

Assay:

≥95% (HPLC)

Form:

solution

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Properties

Product Name

Bongkrekic acid solution, from Pseudomonas cocovenenans, ≥95% (HPLC), ~1 mg/mL

biological source

Pseudomonas cocovenenans

Quality Segment

200

assay

≥95% (HPLC)

form

solution

concentration

~1 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

CO[C@H](C/C=C\C=C\CC\C=C\C[C@H](C)\C=C\C(CC(O)=O)=C/C(O)=O)\C(C)=C/C=C(\C)C(O)=O

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

Description

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.

Physical form

Solution in 0.01 M Tris buffer, pH 7.5.

Other Notes

The toxic principle of P. cocovenenans.

Storage Class

12 - Non Combustible Liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c