Synthesis of a nucleoside hapten with a [P (O)-ON] linkage to elicit catalytic antibodies with phosphodiesterase activity

M Sakurai, P Wirsching, KD Janda

Index: Sakurai, Mitsuya; Wirsching, Peter; Janda, Kim D. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 9 p. 1055 - 1060

Full Text: HTML

Citation Number: 10

Abstract

The nucleoside analogue 1 incorporating a [P (O)-ON] linkage was synthesized as a hapten to obtain catalytic antibodies that may cleave a phosphodiester bond. Secondary alcohol 15 was successfully phosphorylated with the phosphodiester derived from hydroxylamine derivative 7b to give a protected form of the hapten. Deprotection was accomplished using Pd-catalyzed deallylation that afforded hapten 1 after HPLC purification.