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Synthesis of phosphodiester-type nicotinamide adenine dinucleotide analogs |
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| Authors: | Wujun Liu Siguo Wu Shuhua Hou Zongbao Zhao |
| Affiliation: | a Dalian Institute of Chemical Physics, CAS, Dalian 116023, PR China b Graduate School of the Chinese Academy of Sciences, Beijing 100039, PR China c Dalian National Laboratory of Clean Energy, Dalian 116023, PR China |
| Abstract: | Fourteen phosphodiester-type β-nicotinamide adenine dinucleotide (NAD+) analogs were prepared starting from nicotinamide. The phosphodiester linkage was effectively assembled in 69-93% yields via condensation reaction between 2′,3′-di-O-acetyl nicotinamide mononucleotide and alcohols in the presence of 2,4,6-triisopropylbenzenesulfonyl chloride. The analog β-nicotinamide ribose-5-(2-phenylethyl) phosphate showed beneficial effects on cell growth of model microorganisms. |
| Keywords: | Nicotinamide adenine dinucleotide Coupling reaction Phosphodiesters Bioorganic chemistry |
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