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420350 ICMT Inhibitor - Calbiochem

420350
Purchase on Sigma-Aldrich

Panoramica

Replacement Information

Products

Numero di catalogoConfezionamento Qtà/conf
420350-10MG Bottiglia di vetro 10 mg
Description
OverviewA cell-permeable indole acetamide that acts as a substrate-competitive and AdoMet-noncompetitive Icmt (isoprenylcysteine carboxyl methyltransferase) inhibitor (Ki = 0.02 µM; IC50 = 0.29 µM; Substrate = S-farnesyl-L-cysteine), exhibiting no activity against FTase, gernaylgeranyltransferase type I, CaaX protease Rce1, AdoMet-dependent DNA methyltransferase, SssI DNA methyltransferase, or PCMT1 protein methyltransferase. Cysmethynil (25 µM) induces G1 cell cycle-arrest and autophagy-mediated, but not apoptotic, cell death in prostate cancer PC3 cells with concomitant PI 3-K/Akt and mTOR signaling blockage, consistent with inhibition of Icmt-mediated activation of Ras and Rheb GTPases. Murine PC3 xenograft studies reveal limited in vivo efficacy.
Catalogue Number420350
Brand Family Calbiochem®
Synonyms2-(5-(3-Methylphenyl)-1-octyl-1H-indol-3-yl)acetamide, 2-(1-Octyl-5-m-tolyl-1H-indol-3-yl) acetamide, Cysmethynil, Cysmethynil, Isoprenylcysteine Carboxyl Methyltransferase Inhibitor
References
ReferencesGo, M.L., et al. 2010. J. Med. Chem. 53, 6838; Wang, M., et al. 2008. J. Biol. Chem. 283, 18678; Baron, R.A., et al. 2007. Biochemistry 46, 554; Winter-Vann, A.M., et al. 2005. Proc. Natl. Acad. Sci. USA 102, 4336.
Product Information
FormPale yellow semi-solid
Hill FormulaC₂₅H₃₂N₂0
Chemical formulaC₂₅H₃₂N₂0
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Purity≥95% by HPLC
Physicochemical Information
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 Regulatory Review
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 6 months at -20°C).
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications

Documentation

ICMT Inhibitor - Calbiochem MSDS

Titolo

Scheda di sicurezza (MSDS) 

Riferimenti bibliografici

Panoramica delle referenze
Go, M.L., et al. 2010. J. Med. Chem. 53, 6838; Wang, M., et al. 2008. J. Biol. Chem. 283, 18678; Baron, R.A., et al. 2007. Biochemistry 46, 554; Winter-Vann, A.M., et al. 2005. Proc. Natl. Acad. Sci. USA 102, 4336.
Scheda tecnica

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.

Revision04-June-2012 JSW
Synonyms2-(5-(3-Methylphenyl)-1-octyl-1H-indol-3-yl)acetamide, 2-(1-Octyl-5-m-tolyl-1H-indol-3-yl) acetamide, Cysmethynil, Cysmethynil, Isoprenylcysteine Carboxyl Methyltransferase Inhibitor
DescriptionA cell-permeable indole acetamide compound that inhibits Icmt (isoprenylcysteine carboxyl methyltransferase) activity in an acceptor substrate isoprenylated cysteine-competitive (Ki = 0.02 µM; IC50 = 0.29 and 2.1 µM, respectively, with or without inhibitor preincubation; Substrate = S-farnesyl-L-cysteine) and donor substrate AdoMet-noncompetitive manner, exhibiting no activity against FTase, gernaylgeranyltransferase type I, CaaX protease Rce1, AdoMet-dependent DNA methyltransferase, SssI DNA methyltransferase, or PCMT1 protein methyltransferase. Shown to inhibit the proliferation of non-cancer MEF cells (by 100% at 30 µM) and prevent anchorage-independent growth of colon cancer DKOB8 (by >90% at 20 µM) in a dose- and Icmt-dependent manner. Cysmethynil (25 µM) induces G1 cell cycle-arrest and autophagy-mediated, but not apoptotic, cell death in prostate cancer PC3 cells with concomitant PI 3-K/Akt and mTOR signaling blockage, consistent with inhibition of Icmt-mediated activation of Ras and Rheb GTPases. Murine PC3 xenograft studies reveal limited in vivo efficacy (tumor volume on day 28 = 9- and 22-fold of day 0, respectively, with or without 200 mg/kg/i.p. q.o.d.).
FormPale yellow semi-solid
Intert gas (Yes/No) Packaged under inert gas
Chemical formulaC₂₅H₃₂N₂0
Structure formulaStructure formula
Purity≥95% by HPLC
SolubilityDMSO (100 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 6 months at -20°C).
Toxicity Regulatory Review
ReferencesGo, M.L., et al. 2010. J. Med. Chem. 53, 6838; Wang, M., et al. 2008. J. Biol. Chem. 283, 18678; Baron, R.A., et al. 2007. Biochemistry 46, 554; Winter-Vann, A.M., et al. 2005. Proc. Natl. Acad. Sci. USA 102, 4336.