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260010 Demethylasterriquinone B1 - CAS 78860-34-1 - Calbiochem

260010
Purchase on Sigma-Aldrich

Descripción

Replacement Information

Tabla espec. clave

Empirical FormulaCAS #
C₃₂H₃₀N₂O₄ 78860-34-1

Products

Número de referenciaEmbalaje Cant./Env.
260010-5MG Ampolla de plást. 5 mg
Description
OverviewA cell-permeable unsymmetrical bis-indolylquinone insulin mimic with anti-diabetic activity in animal models. Selectively stimulates insulin receptor (IR) tyrosine kinase activity (EC50 ~ 6 µM in CHO•IR cells), while showing little effect towards IGF-1R, EGFR, or PDGFR. Also acts as an agonist for the neurotrophin receptors TrkA, B, and C in both cortical neurons and dorsal root ganglion neurons (~ 20 µM). DMAQ-B1 and insulin show differential effects on cellular gene expression profiles and DMAQ-B1 is a more selective agonist than insulin for the IR-mediated activation of PI-3 kinase/Akt pathway.
Catalogue Number260010
Brand Family Calbiochem®
SynonymsL-783,281, DMAQ-B1, DAQ B1, 2-[2-(1,1-Dimethylallyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methylbut-2-enyl)-1H-indol-3-yl][1,4]benzoquinone, 2,5-Dihydroxy-3-[7-(3-methyl-but-2-enyl)-1H-indol-3-yl]-6-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-[1,4]benzoquinone
References
ReferencesWebster, N.J., et al. 2003. Chembiochem 4, 379.
Pirrung, M.C., et al. 2002. J. Org. Chem. 6, 23.
Westerlund, J., et al. 2002. Diabetes 51, S50.
Roper, M.G., et al. 2002. Diabetes 51, S43.
Air, E.L., et al. 2002. Nat. Med. 8, 179.
Wilkie, N., et al. 2001. J. Neurochem. 78, 1135.
Salituro, G.M., et al. 2001. Recent Prog. Horm. Res. 56, 107.
Liu, K., et al. 2000. J. Med. Chem. 43, 3487.
Zhang, B., et al. 1999. Science 284, 974.
Product Information
CAS number78860-34-1
ATP CompetitiveN
FormBluish black solid
Hill FormulaC₃₂H₃₀N₂O₄
Chemical formulaC₃₂H₃₀N₂O₄
ReversibleN
Structure formula ImageStructure formula Image
Applications
Biological Information
Primary TargetInsulin receptor (IR) tyrosine kinase activity
Primary Target IC<sub>50</sub>EC50 ~ 6 µM stimulating insulin receptor (IR) tyrosine kinase activity in CHO•IR cells
Purity≥95% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Shipped with Blue Ice or with Dry Ice
Toxicity Irritant
Storage -20°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications

Documentation

Demethylasterriquinone B1 - CAS 78860-34-1 - Calbiochem Ficha datos de seguridad (MSDS)

Título

Ficha técnica de seguridad del material (MSDS) 

Demethylasterriquinone B1 - CAS 78860-34-1 - Calbiochem Certificados de análisis

CargoNúmero de lote
260010

Referencias bibliográficas

Visión general referencias
Webster, N.J., et al. 2003. Chembiochem 4, 379.
Pirrung, M.C., et al. 2002. J. Org. Chem. 6, 23.
Westerlund, J., et al. 2002. Diabetes 51, S50.
Roper, M.G., et al. 2002. Diabetes 51, S43.
Air, E.L., et al. 2002. Nat. Med. 8, 179.
Wilkie, N., et al. 2001. J. Neurochem. 78, 1135.
Salituro, G.M., et al. 2001. Recent Prog. Horm. Res. 56, 107.
Liu, K., et al. 2000. J. Med. Chem. 43, 3487.
Zhang, B., et al. 1999. Science 284, 974.
Ficha técnica

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision15-June-2008 RFH
SynonymsL-783,281, DMAQ-B1, DAQ B1, 2-[2-(1,1-Dimethylallyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methylbut-2-enyl)-1H-indol-3-yl][1,4]benzoquinone, 2,5-Dihydroxy-3-[7-(3-methyl-but-2-enyl)-1H-indol-3-yl]-6-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-[1,4]benzoquinone
DescriptionA cell-permeable unsymmetrical bis-indolylquinone insulin mimic with anti-diabetic activity in animal models. Selectively stimulates insulin receptor (IR) tyrosine kinase activity (EC50 ~6 µM in CHO•IR cells), while showing little effect towards IGF-1R, EGFR, or PDGFR. Also acts as an agonist for the neurotrophin receptors TrkA, B, and C in both cortical neurons and dorsal root ganglion neurons (~20 µM). DMAQ-B1 and insulin show differential effects on cellular gene expression profiles and DMAQ-B1 is a more selective agonist than insulin for the IR-mediated activation of PI-3 kinase/Akt pathway.
FormBluish black solid
Intert gas (Yes/No) Packaged under inert gas
CAS number78860-34-1
Chemical formulaC₃₂H₃₀N₂O₄
Structure formulaStructure formula
Purity≥95% by HPLC
SolubilityDMSO (50 mg/ml)
Storage -20°C
Protect from light
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity Irritant
ReferencesWebster, N.J., et al. 2003. Chembiochem 4, 379.
Pirrung, M.C., et al. 2002. J. Org. Chem. 6, 23.
Westerlund, J., et al. 2002. Diabetes 51, S50.
Roper, M.G., et al. 2002. Diabetes 51, S43.
Air, E.L., et al. 2002. Nat. Med. 8, 179.
Wilkie, N., et al. 2001. J. Neurochem. 78, 1135.
Salituro, G.M., et al. 2001. Recent Prog. Horm. Res. 56, 107.
Liu, K., et al. 2000. J. Med. Chem. 43, 3487.
Zhang, B., et al. 1999. Science 284, 974.