A Chemoselective Method for Site-Specific Immobilization of Peptides via Aminooxy Group
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文摘
Site-specific modification of peptides and proteins is an important area of basic research for preparationof well-defined biosensors and probes. The unique properties of aminooxy group present an opportunityfor chemoselective site-specific immobilization of peptides to prepare well-defined biosensors. We haveprepared FLAG peptide derivatives containing L--aminooxylysine (L--AOLys, 1a) and L-lysine unitsin their sequence at the C- and N-terminals via solid-phase synthesis. Site-specific modification ofpeptides through aminooxy group was demonstrated in the preparation of biosensors and selectiveconjugation in the preparation of biotinylated probes. Effect of the incorporation of L--AOLys (1a)into the peptide sequence and its subsequent labeling on the FLAG epitopic character was measuredusing a surface plasmon resonance detector. It was found that incorporation of L--AOLys (1a) intothe FLAG peptide and site-specific immobilization through aminooxy group preserved the integrityof FLAG epitope.

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