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5.04817

Sigma-Aldrich

Mitochondrial Pyruvate Carrier Inhibitor, UK5099

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Synonym(s):
Mitochondrial Pyruvate Carrier Inhibitor, UK5099, ( E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid, ( E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)-2-propenoic acid, MPC Inhibitor, PF-1005023, (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid, (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)-2-propenoic acid, MPC Inhibitor, PF-1005023
Empirical Formula (Hill Notation):
C18H12N2O2
CAS Number:
Molecular Weight:
288.30
MDL number:

assay

≥99% (HPLC)

Quality Level

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

bright yellow

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

InChI

1S/C18H12N2O2/c19-11-13(18(21)22)10-14-12-20(15-6-2-1-3-7-15)17-9-5-4-8-16(14)17/h1-10,12H,(H,21,22)/b13-10+

InChI key

BIZNHCWFGNKBBZ-JLHYYAGUSA-N

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vibrant-m

5.38759

MCT1 Inhibitor III

vibrant-m

420351

ICMT Inhibitor II, FTPAT

form

solid

form

solid

form

solid

form

liquid

assay

≥99% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

General description

A cell-permeable α-cyanocinnamate compound that acts as a rapid, active site thiol modifying, time-dependent and non-competitive inhibitor of bi-directional pyruvate transport across plasma membranes in yeast, bacteria, Drosophila, and humans (IC50 = 50 nM in rat heart mitochondria; Ki ≤ 1 µM) with excellent selectivity over monocarboxylates and anions. Shown to significantly decrease pyruvate-driven respiration, enhance glucose uptake and activate AMPK (2 µM in human myocytes and skeletal muscle myotubes).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
mitochondria
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C or -70°C). Stock solutions are stable for up to 2 weeks at -20°C or for up to 6 weeks at -70°C.
Use only fresh DMSO for reconstitution.

Other Notes

Divakaruni, A.S., et al. 2013. Proc. Natl. acad. Sci. USA110, 5422.
Bricker, D.K., et al. 2012. Science337, 96.
Herzig, S., et al. 2012. Science337, 93.
Hinoi, E., et al. 2006. Mol. Pharmacol.70, 925.
Hildyard, J.C.W., et al. 2005. Biochim. Biophys. Acta1707, 221.
Halestrap, A.P. 1978. Biochem. J.172, 377.
Halestrap, A.P. 1975. Biochem. J.145, 85.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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