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| | STO-609 (acetate) Basic information |
| Product Name: | STO-609 (acetate) | | Synonyms: | PubChem ID: 16760660;STO-609;STO 609;STO609;CS-2405;7-Oxo-7H-benzo[de]benzo[4,5]imidazo[2,1-a]isoquinoline-3-carboxylic Acid Acetate (1:1);7-oxo-7H-benzo[de]benzo[4,5]imidazo[2,1-a]isoquinoline-3-carboxylic acid;7H-Benzimidazo[2,1-a]benz[de]isoquinoline-3-carboxylic acid, 7-oxo-, acetate (1:1);STO-609 acetate, CaM-KK inhibitor;STO-609 acetate salt | | CAS: | 1173022-21-3 | | MF: | C21H14N2O5 | | MW: | 374.35 | | EINECS: | 604-604-1 | | Product Categories: | | | Mol File: | 1173022-21-3.mol |  |
| | STO-609 (acetate) Chemical Properties |
| Melting point | >300 °C | | storage temp. | 2-8°C | | solubility | Soluble in DMSO (up to 10 mg/ml). | | form | Yellow solid. | | color | Yellow | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | | InChI | 1S/C19H10N2O3.C2H4O2/c22-18-13-5-3-4-10-11(19(23)24)8-9-12(16(10)13)17-20-14-6-1-2-7-15(14)21(17)18;1-2(3)4/h1-9H,(H,23,24);1H3,(H,3,4) | | InChIKey | WNRSTFUVBWNELX-UHFFFAOYSA-N | | SMILES | CC(O)=O.OC(=O)c1ccc2-c3nc4ccccc4n3C(=O)c5cccc1c25 |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids |
| | STO-609 (acetate) Usage And Synthesis |
| Description | STO-609 (1173022-21-3) is a selective inhibitor of Ca2+-calmodulin-dependent protein kinase kinase (Ki = 80 and 15 ng/ml for inhibition of CaM-KKα and CaM-KKβ respectively).1 Binds to the ATP-binding site.2 Displays > 80-fold selectivity over CaMK1, CaMK2, CaMK4, MLCK, PKC, PKA and p42 MAPK. Important tool for probing distinct CaMK pathways in LTP.3 Reduces starvation-induced autophagosomal membrane formation.4 Reverses age-associated decline in bone mass.5 Stimulates osteoblast formation, inhibits osteoclast differentiation.6 | | Uses | STO-609 is a cell-permeable inhibitor of calcium/calmodulin-dependent kinase kinases (CaMKK) isoforms CaMKKα and CaMKKβ. It is used to evaluate the action of CaMKK isoforms both in vitro and in cells. | | General Description | STO-609 reduces tumorigenicity of liver cancer cells in vivo. TO-609 reduces the activation of AMP (adenosine monophosphate)-activated protein kinase (AMPK) by ionomycin in a dose dependant manner. | | Biochem/physiol Actions | Selective Ca2+/Calmodulin-dependent protein kinase kinase (CaM-KK) antagonist. Inhibits CamKKa and CaMKKb with Ki = 80 and 15 ng/mL, respectively. Does not inhibit downstream CaM kinases (CaMKI and CaMKIV). | | storage | Room temperature (desiccate) | | References | [1] H. TOKUMITSU. STO-609, a Specific Inhibitor of the Ca2+/Calmodulin-dependent Protein Kinase Kinase*[J]. The Journal of Biological Chemistry, 2002, 46 1: 15813-15818. DOI:10.1074/jbc.m201075200
[2] HIROSHI TOKUMITSU. A single amino acid difference between alpha and beta Ca2+/calmodulin-dependent protein kinase kinase dictates sensitivity to the specific inhibitor, STO-609.[J]. The Journal of Biological Chemistry, 2003, 278 13: 10908-10913. DOI:10.1074/jbc.m213183200
[3] ROGER L REDONDO. Synaptic tagging and capture: differential role of distinct calcium/calmodulin kinases in protein synthesis-dependent long-term potentiation.[J]. Journal of Neuroscience, 2010: 4981-4989. DOI:10.1523/jneurosci.3140-09.2010
[4] SIMON G PFISTERER. Ca2+/calmodulin-dependent kinase (CaMK) signaling via CaMKI and AMP-activated protein kinase contributes to the regulation of WIPI-1 at the onset of autophagy.[J]. Molecular Pharmacology, 2011, 80 6: 1066-1075. DOI:10.1124/mol.111.071761
[5] ZACHARY J. PRITCHARD . Inhibition of CaMKK2 reverses age-associated decline in bone mass[J]. Bone, 2015, 75: Pages 120-127. DOI:10.1016/j.bone.2015.01.021
[6] RACHEL L CARY. Inhibition of Ca2+/Calmodulin–Dependent Protein Kinase Kinase 2 Stimulates Osteoblast Formation and Inhibits Osteoclast Differentiation[J]. Journal of Bone and Mineral Research, 2013, 28 7: 1599-1610. DOI:10.1002/jbmr.1890
[7] TOSHIYA MATSUKAWA. Upregulation of skeletal muscle PGC-1α through the elevation of cyclic AMP levels by Cyanidin-3-glucoside enhances exercise performance.[J]. Scientific Reports, 2017: 44799. DOI:10.1038/srep44799 |
| | STO-609 (acetate) Preparation Products And Raw materials |
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