Synthesis and properties of N-acetyl-N'-(p-glyoxylylbenzoyl)cystamine, a new reagent for RNA-RNA and RNA-protein cross-linking.
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 group which can be used to create RNA-RNA bridges or, after introducing an additional photoactivatable derivative, RNA-protein bridges.
D001120:Arginine; D003432:Cross-Linking Reagents; D003538:Cystamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D004926:Escherichia coli / Q000648:ultrastructure; D006151:Guanosine; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008722:Methods; D008854:Microscopy, Electron; D009690:Nucleic Acid Conformation; D012335:RNA, Ribosomal; D012269:Ribosomal Proteins; D012270:Ribosomes / Q000648:ultrastructure
D003432:Cross-Linking Reagents; D012335:RNA, Ribosomal; D012269:Ribosomal Proteins; D006151:Guanosine; C023874:N-acetyl-N'-(4-glyoxylylbenzoyl)cystamine; D001120:Arginine; D003538:Cystamine