6,8-Bis(benzylthio)octanoic acid

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Cat.No. 5348 - 6,8-Bis(benzylthio)octanoic acid | C22H28O2S2 | CAS No. 95809-78-2
Description: PDH and KGDH inhibitor
Chemical Name: 6,8-Bis[(phenylmethyl)thio]octanoic acid
Purity: ≥99% (HPLC)
Datasheet
Citations
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Literature

Biological Activity

Pyruvate dehydrogenase (PDH) and α-ketoglutarate dehydrogenase (KGDH) inhibitor. Disrupts tumor cell mitochondrial metabolism, and increases mitochondrial reactive oxygen species (ROS) production in H460 lung carcinoma cells. Has no effect on KGDH activity in normal bronchial epithelial cells. Induces cell death of multiple tumor cell lines selectively over normal cells in vitro. Inhibits tumor growth of H460 and BxPC-3 tumor cell xenografts in mice.

Technical Data

M. Wt 388.59
Formula C22H28O2S2
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 95809-78-2
PubChem ID 24770514
InChI Key ZYRLHJIMTROTBO-UHFFFAOYSA-N
Smiles OC(CCCCC(SCC2=CC=CC=C2)CCSCC1=CC=CC=C1)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 38.86 100
DMSO 38.86 100

Preparing Stock Solutions

The following data is based on the product molecular weight 388.59. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.57 mL 12.87 mL 25.73 mL
5 mM 0.51 mL 2.57 mL 5.15 mL
10 mM 0.26 mL 1.29 mL 2.57 mL
50 mM 0.05 mL 0.26 mL 0.51 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the biological activity of the product.

Zachar et al (2011) Non-redox-active lipoate derivates disrupt cancer cell mitochondrial metabolism and are potent anticancer agents in vivo. J.Mol.Med. (Berl.) 89 1137 PMID: 21769686

Stuart et al (2014) A strategically designed small molecule attacks alpha-ketoglutarate dehydrogenase in tumor cells through a redox process. Cancer Metab. 2 4 PMID: 24612826

Egawa et al (2018) Therapeutic potential of CPI-613 for targeting tumorous mitochondrial energy metabolism and inhibiting autophagy in clear cell sarcoma. PLoS One 13 e0198940 PMID: 29879220


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Citations for 6,8-Bis(benzylthio)octanoic acid

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