Uridine periodate oxidation

Application of the reaction sequence periodate oxidation - cyclization with nitromethane hydrogenation to rt6o-nucleosides provides a general synthetic entry to 3-aminohexosyl p5nimidines i7-20) and purines 21-as) which otherwise are not readily accessible. That this sequence can be extended to nitroethane to give 3 -C-methyl branched aminosugar nucleosides, has been demonstrated, starting from uridine 4.10,26)... 

A disaccharide derivative (42) of more conventional structure has also been isolated from hen oviduct.177 Its structure was confirmed by its conversion into L-fucose and uridine 5 -(2-acetamido-2-deoxy-a-D-glucopyranosyl pyrophosphate) after treatment with a-L-fucosi-dase. Mild, acidic hydrolysis of the ester 42 produces a disaccharide whose structure was confirmed by periodate oxidation. Human milk and colostrum,178 or milk and colostrum of pig,128 are also sources of... 

The synthesis of the anti restricted pyrimidine acyclic nucleoside 6,5 -cyclo-5 -deoxy-5-methyl-2, 3 -scco-uridine 116 has been achieved by the periodate oxidation and concurrent reduction of 115 (91MI5). 

Nitromethane condensation with the dialdehyde obtained from periodate-oxidized uridine yields a crystalline 3-deoxy-3-nitro-g-D-glucopyranosyluracil contaminated by the D-galacto isomer their... 

Khomyakova et al. reported the synthesis of 2 -modified uridine oligoribonucleotides containing 1, 2-diol group (96) by phosphoramidite approach. The 1,2-diol was converted by a post-synthetic periodate oxidation to an aldehyde group which can react with other functional groups. These oligomers were studied for their applications in the affinity modification of RNA recognizing proteins. 

The product of oxidation of uridine with periodic acid, 6-L-(l-uracilyl)-5-hydroxy-p-dioxane-2-D-carboxaldehyde (LII) is reported to give an adduct with... 

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