Synonym
CK59; CK-59; CK 59
IUPAC/Chemical Name
2-(2-Hydroxyethylamino)-6-aminohexylcarbamic acid tert-butyl ester-9-isopropylpurine
InChi Key
OXQIKGQQLYDQBM-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H37N7O3/c1-15(2)28-14-25-16-17(26-19(23-12-13-29)27-18(16)28)22-10-8-6-7-9-11-24-20(30)31-21(3,4)5/h14-15,29H,6-13H2,1-5H3,(H,24,30)(H2,22,23,26,27)
SMILES Code
O=C(NCCCCCCNC1=NC(NCCO)=NC2=C1N=CN2C(C)C)OC(C)(C)C
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
435.57
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Wei Y, Han C, Wang Y, Wu B, Su T, Liu Y, He R. Ribosylation triggering Alzheimer's disease-like Tau hyperphosphorylation via activation of CaMKII. Aging Cell. 2015 Oct;14(5):754-63. doi: 10.1111/acel.12355. Epub 2015 Jun 11. PubMed PMID: 26095350; PubMed Central PMCID: PMC4568963.
2: Jiang L, Xu L, Song Y, Li J, Mao J, Zhao AZ, He W, Yang J, Dai C. Calmodulin-dependent protein kinase II/cAMP response element-binding protein/Wnt/β-catenin signaling cascade regulates angiotensin II-induced podocyte injury and albuminuria. J Biol Chem. 2013 Aug 9;288(32):23368-79. doi: 10.1074/jbc.M113.460394. Epub 2013 Jun 26. PubMed PMID: 23803607; PubMed Central PMCID: PMC3743506.
3: Karls AS, Mynlieff M. Nonspecific, reversible inhibition of voltage-gated calcium channels by CaMKII inhibitor CK59. Cell Mol Neurobiol. 2013 Jul;33(5):723-9. doi: 10.1007/s10571-013-9941-8. Epub 2013 May 9. PubMed PMID: 23657616; PubMed Central PMCID: PMC3693846.
4: Scheiter M, Bulitta B, van Ham M, Klawonn F, König S, Jänsch L. Protein Kinase Inhibitors CK59 and CID755673 Alter Primary Human NK Cell Effector Functions. Front Immunol. 2013 Mar 18;4:66. doi: 10.3389/fimmu.2013.00066. eCollection 2013. PubMed PMID: 23508354; PubMed Central PMCID: PMC3600540.
5: Konstantopoulos N, Marcuccio S, Kyi S, Stoichevska V, Castelli LA, Ward CW, Macaulay SL. A purine analog kinase inhibitor, calcium/calmodulin-dependent protein kinase II inhibitor 59, reveals a role for calcium/calmodulin-dependent protein kinase II in insulin-stimulated glucose transport. Endocrinology. 2007 Jan;148(1):374-85. Epub 2006 Sep 28. PubMed PMID: 17008397.