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Merck
CN

5.04817

UK-5099

≥99% (HPLC), solid, mitochondrial pyruvate carrier inhibitor, Calbiochem

别名:

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

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关于此项目

经验公式（希尔记法）:
C18H12N2O2
化学文摘社编号:
56396-35-1
分子量:
288.30
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD19443867

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产品名称

Mitochondrial Pyruvate Carrier Inhibitor, UK5099,

SMILES string

[n]2(c3c(c(c2)\C=C(\C(=O)O)/C#N)cccc3)c1ccccc1

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

assay

≥99% (HPLC)

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

Quality Level

100

相关类别

Biochem/physiol Actions

Cell permeable: yes
Primary Target
mitochondria
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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).

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.

Packaging

Packaged under inert gas

Preparation Note

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.

Legal Information

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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