569397

Staurosporine

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

• Synonym(s): Staurosporine, Streptomyces sp., PKA Inhibitor II, MLCK Inhibitor I
• Empirical Formula (Hill Notation): C₂₈H₂₆N₄O₃
• CAS Number: 62996-74-1
• Molecular Weight: 466.53
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00077402
• Assay: ≥99% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: 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

Description

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)

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H361d,H413
• pcodes: P201 - P202 - P273 - P280 - P308 + P313 - P405
• Hazard Classifications: Aquatic Chronic 4 - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable