Enzyme-Catalyzed Synthesis of Furanosyl Nucleotides

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• 作者：Shannon C. Timmons ; Joseph P. M. Hui ; Jessica L. Pearson ; Pauline Peltier ; Richard Daniellou ; Caroline Nugier-Chauvin ; Evelyn C. Soo ; Ray T. Syvitski ; Vincent Ferri&egrave ; res ; David L. Jakeman
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：January 17, 2008
• 年：2008
• 卷：10
• 期：2
• 页码：161 - 163
• 全文大小：60K
• 年卷期：v.10,no.2(January 17, 2008)
• ISSN：1523-7052

文摘

D=ol7023949n00002>A bacterial -D-glucopyranosyl-1-phosphate thymidylyltransferase was found to couple four hexofuranosyl-1-phosphates, as well as apentofuranosyl-1-phosphate, with deoxythymidine 5'-triphosphate, providing access to furanosyl nucleotides. The enzymatic reaction mixtureswere analyzed by electrospray ionization mass spectrometry and NMR spectroscopy to determine the anomeric stereochemistry of furanosylnucleotide products. This is the first demonstration of a nucleotidylyltransferase discriminating between diastereomeric mixtures of sugar-1-phosphates to produce stereopure, biologically relevant furanosyl nucleotides.