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569397

Staurosporine

Name: Staurosporine
Brand: MM

from Streptomyces sp., ≥99% (HPLC), solid, protein kinase inhibitor, Calbiochem

Sinónimos:

Staurosporine, Streptomyces sp., PKA Inhibitor II, MLCK Inhibitor I

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Fórmula empírica (notación de Hill):

C₂₈H₂₆N₄O₃

Número CAS:

62996-74-1

Peso molecular:

466.53

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00077402

Assay:

≥99% (HPLC)

Form:

solid

Storage condition:

OK to freeze, protect from light

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Propiedades

Nombre del producto

Staurosporine, Streptomyces sp., Staurosporine, CAS 62996-74-, is a cell-permeable, potent, reversible, ATP-competitive inhibitor of protein kinases (IC₅₀ = 7, 20, 1.3, 0.7, & 8.5 nM for PKA, CAMK, MLCK, PKC, & PKG, respectively).

Quality Segment

100

assay

≥99% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

white to pale yellow

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[n]21c3c4[n](c6c(c4c7c(c3c8c2cccc8)CNC7=O)cccc6)[C@@H]5O[C@]1([C@@H]([C@@H](C5)NC)OC)C

InChI

1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1

InChI key

HKSZLNNOFSGOKW-FYTWVXJKSA-N

Descripción

General description

A potent, cell-permeable, reversible, ATP-competitive and broad spectrum inhibitor of protein kinases. Inhibits protein kinase A (IC₅₀ = 7 nM), CaM kinase (IC₅₀ = 20 nM), myosin light chain kinase (IC₅₀ = 1.3 nM), protein kinase C (IC₅₀ = 700 pM), and protein kinase G (IC₅₀ = 8.5 nM). Also inhibits platelet aggregation induced by collagen or ADP but has no effect on thrombin-induced platelet aggregation. Induces apoptosis in human malignant glioma cell lines. Arrests normal cells at the G₁ checkpoint. A 1 mM (100 µg/214 µl) solution of Staurosporine (Cat. No. 569396) in DMSO is also available.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PKA

Product competes with ATP.

Reversible: yes

Target IC₅₀: 7 nM, 20 nM, 1.3 nM, 700 pM, and 8.5 nM against protein kinase A , CaM kinase, myosin light chain kinase, protein kinase C, and protein kinase G, respectively

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-70°C). Stock solutions are stable for up to 6 months at -70°C.

Further dilute with aqueous buffers just prior to use.

Other Notes

Couldwell, W.T., et al. 1994. FEBS Lett.345, 43.
Nishimura, H. and Simpson, I.A. 1994. Biochem. J. 302, 271.
Bruno, S., et al. 1992. Cancer Res.52, 470.
Kiss, Z. and Deli, E. 1992. Biochem. J. 288, 853.
Vitale, M.L., et al. 1992. Neuroscience51, 463.
Hoffman, R. and Newland, E.S. 1991. Cancer Chemother. Pharmacol.28, 102.
Oka, S., et al. 1986. Agric. Biol. Chem.50, 2723.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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pictograms

GHS08

signalword

Warning

hcodes

H361d,H413

pcodes

P201 - P202 - P273 - P280 - P308 + P313 - P405

Hazard Classifications

Aquatic Chronic 4 - Repr. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c