251650

Damnacanthal

A cell-permeable, potent, reversible, and selective inhibitor of p56^lck tyrosine kinase.

• Synonyma: Damnacanthal, 3-Hydroxy-1-methoxyanthraquinone-2-aldehyde
• Empirický vzorec (Hillův zápis): C₁₆H₁₀O₅
• Číslo CAS: 477-84-9
• Molekulová hmotnost: 282.25
• MDL number: MFCD00674209
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥95% (HPLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, protect from light

Vlastnosti

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: orange-yellow
• solubility: DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: O(C)c1c2c(cc(c1C=O)O)C(=O)c3c(cccc3)C2=O
• InChI: 1S/C16H10O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-7,18H,1H3
• InChI key: IPDMWUNUULAXLU-UHFFFAOYSA-N

Popis

General description

A cell-permeable, potent, reversible, and selective inhibitor of p56^lck tyrosine kinase. Inhibits p56^lck autophosphorylation (IC₅₀ = 17 nM) and phosphorylation of an exogenous peptide by p56^lck (IC₅₀ = 620 nM). Exhibits over 100-fold greater selectivity for p56^lck over PKA and PKC, 40-fold greater selectivity for p56^lck over EGF receptor kinase, c-ErbB2, insulin receptor kinase, and PDGF receptor kinase, and 7 - 20-fold greater selectivity for p56^lck over p60^src and p59^fyn. Inhibition of p56^lck is not significantly affected by the presence of sulfhydryl reagents. Also known to have antimalarial properties and to reverse the phenotype of ras-transformed cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
p56^lck autophosphorylation

Product does not compete with ATP.

Reversible: yes

Target IC₅₀: 17 nM against p56lck autophosphorylation

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Faltynek, C.R., et al. 1995. Biochemistry34, 12404.
Hiramatsu, T., et al. 1993. Cancer Lett.73, 161.
Koumaglo, K., et al. 1992. Planta Med.58, 533.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Bezpečnostní informace

• Skladovací třída: 11 - Combustible Solids
• wgk: WGK 1