Skip to Content
Merck

Key Documents

View All Documentation

5.04817

UK-5099

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

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C18H12N2O2
CAS Number:
56396-35-1
Molecular Weight:
288.30
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD19443867
Assay:
≥99% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Mitochondrial Pyruvate Carrier Inhibitor, UK5099,

assay

≥99% (HPLC)

Quality Segment

100

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

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

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

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.

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

Disclaimer

Toxicity: Standard Handling (A)

Still not finding the right product?

Explore all of our products under Mitochondrial Pyruvate Carrier Inhibitor, UK5099

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

5048170003: + 5048170002: + 5048170001:

jan

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library