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Sigma-Aldrich

Olomoucine

A purine derivative that acts as a potent, reversible and selective inhibitor of p34cdk1/cyclin B and related kinases.

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Synonym(s):
Olomoucine
Empirical Formula (Hill Notation):
C15H18N6O
CAS Number:
Molecular Weight:
298.34
MDL number:

Quality Level

assay

≥98% (TLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

solubility

DMSO: soluble

shipped in

ambient

storage temp.

−20°C

InChI

1S/C15H18N6O/c1-21-10-18-12-13(17-9-11-5-3-2-4-6-11)19-15(16-7-8-22)20-14(12)21/h2-6,10,22H,7-9H2,1H3,(H2,16,17,19,20)

InChI key

GTVPOLSIJWJJNY-UHFFFAOYSA-N

General description

A purine derivative that acts as a potent, reversible and selective inhibitor of p34cdk1/cyclin B (IC50 = 7 µM) and related kinases including p33cdk2/cyclin A (IC50 = 7 µM), p33cdk2/cyclin E (IC50 = 7 µM), p33cdk5/p35 (IC50 = 3 µM), and p44 MAP kinase (IC50 = 25 µM). Acts by competing for the ATP binding domain of the kinase. Exhibits reduced sensitivity towards related kinases, p34cdk4/cyclin D (IC50 >1 mM), and p40cdk6/cyclin D3 (IC50 >250 µM). Does not significantly affect the activity of other protein kinases at 1 mM. Known to inhibit DNA synthesis in interleukin-2-stimulated T lymphocytes and trigger G1 arrest similar to that observed in interleukin-2-deprived cells. Also used to synchronize cells in G1. A 50 mM (5 mg/336 µl) solution of Olomoucine (Cat. No. 495624) in DMSOis also available.
A purine derivative that acts as a potent, reversible, and selective inhibitor of p34cdc2/cyclin B (IC50 = 7 µM) and related kinases, including p33cdk2/cyclin A (IC50 = 7 µM), p33cdk2/cyclin E (IC50 = 7 µM), p33cdk5/p35 (IC50 = 3 µM), and p44MAPK (IC50 = 25 µM). Acts by competing for the ATP binding domain of the kinase. Exhibits reduced sensitivity towards related kinases, p34cdk4/cyclin D1 (IC50 >1000 µM) and p40cdk6/cyclin D3 (IC50 >250 µM). Does not significantly affect the activity of other protein kinases even at 1 mM concentrations. Known to inhibit DNA synthesis in interleukin-2 stimulated T lymphocytes and triggers G1 arrest similar to that observed in interleukin-2 deprived cells. Also used to synchronize cells in G1.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
p34cdk1/cyclin B
Product competes with ATP.
Reversible: yes
Target IC50: 7 µM, 7 µM, 7 µM, 3 µM, 25 µM against p34cdk1/cyclin B, p33cdk2/cyclin A, p33cdk2/cyclin E, p33cdk5/p35, and p44 MAP kinase, respectively

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 6 months at -20°C.

Other Notes

Abraham, R.T., et al. 1995. Biol. Cell 83, 105.
Mistelli, T., and Warren, G. 1995. J. Cell Sci. 108, 2715.
Glab, N., et al. 1994. FEBS Lett. 353, 207.
Veselý, J., et al. 1994. Eur. J. Biochem.224, 771.

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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