Synthesis and Properties of N‐Acetyl‐N′‐(p‐glyoxylylbenzoyl)cystamine, a New Reagent for RNA‐RNA and RNA‐Protein Cross‐Linking

Abstract
The synthesis of N-acetyl-N''-(p-glyoxylylbenzoyl)cystamine (Gbz-Cyn2-Ac) is described. Like other glyoxal-type reagents it reacts with guanine and arginine. The kinetics and pH dependence of these reactions are studied. (Gbz-Cyn2-Ac) reacts with non-base-paired guanines at about 20 sites in 16 S rRNA. After reduction of disulfide bonds each derivatized guanine residue carries a free-SH [sulfhydryl] group which can be used to create RNA-RNA bridges or, after introducing an additional photoactivatable derivative, RNA-protein bridges.