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KN-93

SIGMA/K1385 - ≥98% (HPLC)

Synonym: N-[2-[N-(4-Chlorocinnamyl)-N-methylaminomethyl]phenyl]-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamide phosphate salt; N-[2-[[[3-(4′-Chlorophenyl)-2-propenyl]methylamino]methyl]phenyl]-N-(2-hydroxyethyl)-4′-methoxybenzenesulfonamide phosphate salt

CAS Number: 139298-40-1
Empirical Formula (Hill Notation): C26H29ClN2O4S · H3PO4
Molecular Weight: 599.03
MDL Number: MFCD03788201
Linear Formula: C26H29ClN2O4S · H3PO4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-K1385-.1MG 0.1 mg
$119.00
1/EA
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45-K1385-.5MG 0.5 mg
$419.00
1/EA
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assay ≥98% (HPLC)
biological source synthetic (organic)
color white
form powder
InChI 1S/C26H29ClN2O4S.H3O4P/c1-28(17-5-6-21-9-11-23(27)12-10-21)20-22-7-3-4-8-26(22)29(18-19-30)34(31,32)25-15-13-24(33-2)14-16-25;1-5(2,3)4/h3-16,30H,17-20H2,1-2H3;(H3,1,2,3,4)/b6-5+;
InChI key NNKJTPOXLIILMB-IPZCTEOASA-N
Quality Level 200 
SMILES string OP(O)(O)=O.COc1ccc(cc1)S(=O)(=O)N(CCO)c2ccccc2CN(C)CC=Cc3ccc(Cl)cc3
solubility DMSO: 1 mg/mL
  H2O: soluble
storage temp. 2-8°C
Application: KN-93 has been used:
• as an inhibitor to block αCaMKII (Ca2+/calmodulin-dependent protein kinase IIα)
• as CaMKII inhibitor to pre-treat hippocampal slices
• to treat the cells, to alter the cytoskeleton (CSK) structure and function during the experiment

Biochem/physiol Actions: KN-93 is a selective Ca2+/calmodulin-dependent protein kinase II inhibitor, which has been implicated in the regulation of smooth muscle contractility. CaM kinase II activation was inhibited by KN-93 pretreatment (IC50 ~1 μM). KN-93 inhibited histamine-induced tonic force maintenance, whereas early force development and MLC20 phosphorylation responses during the entire time course were unaffected. Both force development and maintenance in response to KCl were inhibited by KN-93. Rapid increases in KCl-induced MLC20 phosphorylation were also inhibited by KN-93, whereas steady-state MLC20 phosphorylation responses were unaffected. In contrast, phorbol 12,13-dibutyrate (PDBu) did not activate CaM kinase II and PDBu-stimulated force development was unaffected by KN-93. Thus KN-93 appears to target a step(s) essential for force maintenance in response to physiological stimuli, suggesting a role for CaM kinase II in regulating tonic contractile responses in arterial smooth muscle. Pharmacological activation of protein kinase C bypasses the KN-93 sensitive step.
Biochem/physiol Actions: KN-93 is a selective Ca2+/calmodulin-dependent protein kinase II inhibitor.
Disclaimer: Photosensitive
Features and Benefits: This compound is featured on the Ca/CaMKs  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 51111800

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