Abstract
The rates of acidic N-glycosyl cleavage of the 3′- and 5′-phosphates of deoxycytidine and thymidine have been studied. The pH-rate profiles and thermodynamic parameters for the hydrolyses resemble those of the parent nucleosides. It is likely that the A-1 mechanism observed with the nucleosides also operates at the nucleotide level. (In the case of deoxycytidine 3′-phosphate, a mechanism intermediate between A-1 and A-2 is indicated.) The rates observed vary from about 1 4 to 3 4 of the parent nucleosides. This is probably due to conformational effects in the sugar ring. The release of pyrimidines from calf thymus DNA in 80 % H 2SO 4 was considerably slower than from the nucleotides. The cause of this is obscure.
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