3106-60-3Relevant articles and documents
Development of a Suicide Inhibition-Based Protein Labeling Strategy for Nicotinamide N-Methyltransferase
Sen, Sudeshna,Mondal, Santanu,Zheng, Li,Salinger, Ari J.,Fast, Walter,Weerapana, Eranthie,Thompson, Paul R.
, p. 613 - 618 (2019)
Nicotinamide N-methyltransferase (NNMT) catalyzes the S-adenosyl-l-methionine-dependent methylation of nicotinamide to form N-methylnicotinamide. This enzyme detoxifies xenobiotics and regulates NAD+ biosynthesis. Additionally, NNMT is overexpressed in various cancers. Herein, we describe the first NNMT-targeted suicide substrates. These compounds, which include 4-chloropyridine and 4-chloronicotinamide, exploit the broad substrate scope of NNMT; methylation of the pyridine nitrogen enhances the electrophilicity of the C4 position, thereby promoting an aromatic nucleophilic substitution by C159, a noncatalytic cysteine. On the basis of this activity, we developed a suicide inhibition-based protein labeling strategy using an alkyne-substituted 4-chloropyridine that selectively labels NNMT in vitro and in cells. In total, this study describes the first NNMT-directed activity-based probes.
Ash et al.
, p. 4471,4472, 4473 (1977)
MASS SPECTROMETRY OF NITROGEN HETEROCYCLES. 2. CORRELATION OF MASS SPECTROMETRIC FRAGMENTATION PROCESSES AND CHEMICAL AROMATIZATION REACTIONS OF DIHYDROAZINES
Chupakhin, O. N.,Baklykov, V. G.,Klyuev, N. A.,Matern, A. I.
, p. 904 - 907 (1989)
The results of mass spectrometric studies of aromatization processes of dihydroazines have been compared with experimental data relative to their chemical oxidation.The results of electron impact induced ionization of dihydroazines can be correlated direc
A classical but new kinetic equation for hydride transfer reactions
Zhu, Xiao-Qing,Deng, Fei-Huang,Yang, Jin-Dong,Li, Xiu-Tao,Chen, Qiang,Lei, Nan-Ping,Meng, Fan-Kun,Zhao, Xiao-Peng,Han, Su-Hui,Hao, Er-Jun,Mu, Yuan-Yuan
, p. 6071 - 6089 (2013/09/12)
A classical but new kinetic equation to estimate activation energies of various hydride transfer reactions was developed according to transition state theory using the Morse-type free energy curves of hydride donors to release a hydride anion and hydride acceptors to capture a hydride anion and by which the activation energies of 187 typical hydride self-exchange reactions and more than thirty thousand hydride cross transfer reactions in acetonitrile were safely estimated in this work. Since the development of the kinetic equation is only on the basis of the related chemical bond changes of the hydride transfer reactants, the kinetic equation should be also suitable for proton transfer reactions, hydrogen atom transfer reactions and all the other chemical reactions involved with breaking and formation of chemical bonds. One of the most important contributions of this work is to have achieved the perfect unity of the kinetic equation and thermodynamic equation for hydride transfer reactions. The Royal Society of Chemistry.