223470-59-5Relevant academic research and scientific papers
Systematic synthesis of specifically 13C/2H-labeled nucleosides from [ul-13C6]-D-glucose
Ono, Akira Mei,Shiina, Toko,Ono, Akira,Kainosho, Masatsune
, p. 2793 - 2796 (1998)
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.
Studies Towards the Large Scale Chemical Synthesis of the Precursors of Ribonucleosides-3′,4′,5′,5″-2H4 and -2′,3′,4′,5′,5″-2H5
Foeldesi, Andras,Chattopadhyaya, Jyoti
, p. 2093 - 2104 (2007/10/03)
A summary delineating the large scale synthetic studies to prepare labeled precursors of ribonucleosides-3′,4′,5′,5″- 2H4 and -2′,3′,4′,5′,5″ -2H5 from D-glucose is presented. The recycling of deuterium-labeled
Diastereospecific chemical synthesis of ribonucleosides-3',4',5',5'-D4
Trifonova, Anna,Foeldesi, Andras,Dinya, Zoltan,Chattopadhyaya, Jyoti
, p. 4747 - 4762 (2007/10/03)
The diastereospecific chemical syntheses of uridine-3',4',5',5'-d4, cytidine-3',4',5',5'-d4, adenosine-3',4',5',5'-d4 and guanosine- 3',4',5',5'-d4 (>97 atom % 2H at C3', C4' and C5') have been achieved by condensation of appropriately protected aglycone with 1-O-acetyl 2,3,5-tri- O-(4-toluoyl)-α/β-D-ribofuranose-3,4,5,5'-d4 (27), which has been obtained in an overall yield of 20 % in 11 steps starting from 50 mmol of 2:5,6-Di-O- isopropylidene-α-D-glucose.
