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  • Title: Site-specific modification of a single-chain antibody using a novel glyoxylyl-based labeling reagent.
    Author: Zhao ZG, Im JS, Lam KS, Lake DF.
    Journal: Bioconjug Chem; 1999; 10(3):424-30. PubMed ID: 10346874.
    Abstract:
    A novel, highly specific protein modification approach is described. By using conventional molecular cloning techniques, a protein can be constructed and expressed such that the N-terminal residue is replaced by cysteine. Its 1,2-aminothiol structure reacts very specifically with a glyoxylyl group at pH 7 or below, forming a relatively stable thiazolidine bridge. Therefore, a glyoxylyl-based labeling agent (e.g., radioactive tags, fluorescent probes, biotin) can be used to specifically modify a protein at its N-terminus. To highlight this novel approach, a recombinant anti-insulin single chain antibody (scFv) was specifically biotinylated at its N-terminus even in the presence of other proteins in the total cell lysate. The glyoxylyl-biotinylated scFv retained binding activity similar to unmodified scFv.
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