An inactive stereoisomer of olomoucine
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Iso-Olomoucine

Item No. 13325

Technical Information
Formal Name
2-[[7-methyl-6-[(phenylmethyl)amino]-7H-purin-2-yl]amino]-ethanol
CAS Number
101622-50-8
Molecular Formula
C15H18N6O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 15 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/mlEthanol: 0.3 mg/ml
λmax
210, 304 nm
SMILES
OCCNC1=NC(N=CN2C)=C2C(NCC3=CC=CC=C3)=N1
InChi Code
InChI=1S/C15H18N6O/c1-21-10-18-14-12(21)13(19-15(20-14)16-7-8-22)17-9-11-5-3-2-4-6-11/h2-6,10,22H,7-9H2,1H3,(H2,16,17,19,20)
InChi Key
WOQKMUDQRKXVLO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Iso-olomoucine is an inactive stereoisomer of the Cdk5 inhibitor olomoucine. Because iso-olomoucine lacks activity at Cdk5 (IC50 ≥ 1 mM)1, it may have utility as a control compound for determining Cdk5 specificity.2,3,4 In a Cdk5-independent manner, iso-olomoucine has been shown to rapidly inhibit dopamine transporter activity in rat dorsal striatal synaptosomes with a potency similar to that of olomoucine (IC50 ~37 μM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vesely, J., Havlicek, J., Strnad, M., et alInhibition of cyclin-dependent kinases by purine analogues. Eur. J. Biochem. 224(2), 771-786 (1994).

    2. Price, D.A., Sorkin, A., and Zahniser, N.R. Cyclin-dependent kinase 5 inhibitors: Inhibition of dopamine transporter activity. Mol. Pharmacol. 76(4), 812-823 (2009).

    3. Taylor, J.R., Lynch, W.J., Sanchez, H., et alInhibition of Cdk5 in the nucleus accumbens enhances the locomotor-activating and incentive-motivational effects of cocaine. Proc. Natl. Acad. Sci. USA 104(10), 4147-4152 (2007).

    4. Fletcher, A.I., Shuang, R., Giocannucci, D.R., et alRegulation of exocytosis by cyclin-dependent kinase 5 via phosphorylation of Munc18*. The Journal of Biological Chemisty 274(7), 4027-4035 (1999).