Elucidation of the mechanism of nucleoside hydrazone formation by a radioisotopic titration method
The International Journal Of Applied Radiation And Isotopes
p-Hydrazinobenzenesulphonic acid (pHBSA) reacts with nucleoside dialdehydes to give monohydrazone and bishydrazone products. The pathways of these reactions have been investigated by radioisotopic titration of cytidine dialdehyde with 35S-pHBSA. The results show that the monohydrazone reaction occurs exclusively when the nucleoside dialdehyde and pHBSA are present in a 1:1 molar ratio to give a cyclic monohydrazone, but as the pHBSA concentration is increased by a further 50% the excess pHBSA acts as a basic catalyst, by initiating the deprotonation of the monohydrazone, which leads to the opening of the monohydrazone ring; and at still higher pHBSA concentration, a second reaction occurs to give the bishydrazone. The radioisotopic titration technique has therefore provided sufficient information for understanding the mechanism of the pHBSA-nucleoside dialdehyde reactions. © 1980.
Osuji, G. (1980). Elucidation of the mechanism of nucleoside hydrazone formation by a radioisotopic titration method. The International Journal Of Applied Radiation And Isotopes, 31 (2), 69-72. https://doi.org/10.1016/0020-708X(80)90045-9