2413-00-5Relevant academic research and scientific papers
Introduction of the (Dimethylhydrazono)ethyl Group into Methylene Active Compounds and Phenols
Severin, Theodor,Lerche, Holger,Mayring, Lothar
, p. 970 - 978 (2007/10/02)
In trimethylammonium iodide the trimethylammonium group can be substituted by several nucleophiles.With this reagent (dimethylhydrazono)ethyl derivatives of CH-acidic compounds, phenols, and indole can be prepared.
Catechol O methyltransferase. VI. Affinity labeling with N haloacetyl 3,5 dimethoxy 4 hydroxyphenylalkylamines
Borchardt,Thakker
, p. 152 - 158 (2007/10/06)
Several N acyl 4 hydroxy 3,5 dimethoxy phenylalkylamines were synthesized and evaluated for ability to inactivate catechol O methyltransferase (COMT). 4 Hydroxy N iodoacetyl 3,5 dimethoxy phenylethylamine was found to rapidly and irreversibly inactivate this enzyme. The corresponding n concentrations bromoacetyl derivative also produced inactivation of COMT but at a slower rate than the N iodoacetyl derivative. The N acetyl and N fumaryl derivatives were completely inactive. Inactivation of COMT by these reagents appears to proceed by a unimolecular reaction within a dissociable complex rather than by a nonspecific bimolecular reaction. The proximity of the amino acid residue being modified relative to the site which binds the aromatic portion of these inhibitors was determined using N iodoactylphenylalkylamines of varying chain length. The number of methylene carbons separating the aromatic ring and the iodoacetamide moiety in these inhibitors did not greatly influence the binding to COMT nor did it affect how rapidly the enzyme was inactivated. From these observations it is concluded that the amino acid moiety being modified by this class of affinity labeling reagents must be relatively close to or part of the site which binds the aromatic region of these inhibitors.
