Abstract
The oxidation by potassium permanganate of cytosine and cytidine to derivatives of urea and of biuret has been confirmed. N-Formylurea has also been identified as one of the oxidation products of cytosine. Derivatives of urea, but not those of biuret were formed when 2′, 3′, 5′-tri-O-benzoylcytidine (I) was similarly oxidised. The major product was N-(2,3,5-tri-O-benzoyl- D-ribofuranosyl) N′-oxalylurea. This was unstable and decomposed readily to another oxidation product, namely N-(2,3,5-tri-O-benzoyl- D- ribofuranosyl) urea. These two compounds were also obtained from the oxidation of 2′,3′,5′-tri-O- benzoyluridine. The reasons for the absence of biuret derivatives in the permanganate oxidation products of I and of DNA and RNA are discussed.
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