Systematic synthesis of specifically 13C/2H-labeled nucleosides from [ul-13C6]-D-glucose

Article abstract of DOI:10.1016/S0040-4039(98)00432-8

A systematic approach, which combines previously reported reactions with appropriate modifications, was established for preparing a variety of selectively deuterated nucleosides from glucose. We have developed a systematic method of synthesizing specifically deuterated nucleosides from glucose. Selectively ¹³C/²H-doubly labeled nucleosides, such as [1',2',3',4',5'-¹³C₅;3',5'-²H₂]- and [1',2',3',4',5'-¹³C₅;4',5'- H₂]-adenosines, have been synthesized starting from [ul-¹³C₆]-D-glucose. These labeled nucleosides are very useful for precise conformational analyses of nucleic acids in solution by heteronuclear multidimensional NMR spectroscopy.