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K1385
KN-93
≥98% (HPLC)
Synonym(s):
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
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0.1 MG
CZK 2,800.00
0.5 MG
CZK 8,520.00
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0.1 MG
CZK 2,800.00
0.5 MG
CZK 8,520.00
About This Item
Empirical Formula (Hill Notation):
C26H29ClN2O4S · H3PO4
CAS Number:
Molecular Weight:
599.03
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
biological source
synthetic (organic)
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white
solubility
DMSO: 1 mg/mL
H2O: soluble
storage temp.
2-8°C
SMILES string
OP(O)(O)=O.COc1ccc(cc1)S(=O)(=O)N(CCO)c2ccccc2CN(C)C\C=C\c3ccc(Cl)cc3
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
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Application
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.
KN-93 is a selective Ca2+/calmodulin-dependent protein kinase II inhibitor.
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.
Caution
Photosensitive
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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What is the Department of Transportation shipping information for this product?
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How to store solutions of Product No. K1385, KN-93?
1 answer-
Sigma has not performed solution stability studies. However, stock solutions may be stable for 1-3 months, if aliquotted and stored frozen at -20°C.
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What is Product No. K1385, KN-93, soluble in?
1 answer-
Product K1385 is a water soluble form of KN-93, soluble in water at least at 5 mg/ml. It is also soluble in dimethyl sulfoxide (DMSO) to at least 1 mg/ml. Solutions and solid should be protected from light.
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Is Product No. K1385, KN-93, a salt?
1 answer-
Yes. It is the phosphate salt.
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