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K1385

Sigma-Aldrich

KN-93

≥98% (HPLC)

Sinonimo/i:

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
CHF 104.00
0.5 MG
CHF 349.00

CHF 104.00


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0.1 MG
CHF 104.00
0.5 MG
CHF 349.00

About This Item

Formula empirica (notazione di Hill):
C26H29ClN2O4S · H3PO4
Numero CAS:
Peso molecolare:
599.03
Numero MDL:
Codice UNSPSC:
51111800
ID PubChem:
NACRES:
NA.77

CHF 104.00


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Origine biologica

synthetic (organic)

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

powder

Colore

white

Solubilità

DMSO: 1 mg/mL
H2O: soluble

Temperatura di conservazione

2-8°C

Stringa SMILE

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+;
NNKJTPOXLIILMB-IPZCTEOASA-N

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Applicazioni

KN-93 has been used:
  • as an inhibitor to block αCaMKII (Ca2+/calmodulin-dependent protein kinase IIα)[1]
  • as CaMKII inhibitor to pre-treat hippocampal slices[2]
  • to treat the cells, to alter the cytoskeleton (CSK) structure and function during the experiment[3]

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Avvertenza

Photosensitive

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Questions

1–4 of 4 Questions  
  1. Is Product No. K1385, KN-93, a salt?

    1 answer
    1. Yes.  It is the phosphate salt.

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  2. How to store solutions of Product No. K1385, KN-93?

    1 answer
    1. 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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  3. What is Product No. K1385, KN-93, soluble in?

    1 answer
    1. 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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  4. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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