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Investigation of 1-Methylcytosine as a Ligand in Gold (III) Complexes: Synthesis and Protein Interactions

Inorganics. 2019; 
James Beaton andNicholas P. Farrell *
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Gene Synthesis [AuCl(dien)]Cl2 and [AuCl(N-Medien)]Cl2 were synthesized according to previously published procedures [23]. The 1-methylcytosine was synthesized and purified according to previously published procedures [24,25]. The addition of the N-heterocycles were carried out analogously to previously published procedures [10]. The apoNCp7-F2 was purchased from GenScript (Piscataway, NJ, USA). NCp7-F2 was prepared according to previously published procedures [10]. All nuclear magnetic resonance (NMR) studies were carried out in deuterium oxide on a Bruker AVANCE III (400 MHz) (Bruker, Billerica, MA, USA). CD studies were carried out at 50 µM concentrations in water on a Jasco J-1500 spectrometer (Jasco, Easton, MD, USA). Mass spectrometry studies were carried out on a Thermo Electron Corporation Orbitrap Velos mass spectrometer (Thermo Scientific, Waltham, MA, USA). Mass spectrometry samples were prepared at 10 µM concentrations in 10% methanol, and were sprayed at 2.30 kV and 0.9 µL/minute at 230 °C. Get A Quote

摘要

The HIV nucleocapsid protein NCp7 was previously shown to play a number of roles in the viral life cycle and was previously identified as a potential target for small molecule intervention. In this work, the synthesis of the previously unreported complexes [Au(dien)(1MeCyt)]3+, [Au(N-Medien)(1MeCyt)]3+, and [Au(dien)(Cyt)]3+ is detailed, and the interactions of these complexes with the models for NCp7 are described. The affinity for these complexes with the target interaction site, the “essential” tryptophan of the C-terminal zinc finger motif of NCp7, was investigated through the use of a fluorescence quenching assay and by 1H-NMR spectroscopy. The association of [Au(dien)(1MeCyt)]3+ as determined throu... More

关键词

gold; zinc finger proteins; 1-methylcytosine; gold fingers; fluorescence quenching; π–π stacking; protein-DNA recognition