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. 1999 May-Jun;10(3):424-30.
doi: 10.1021/bc980120k.

Site-specific modification of a single-chain antibody using a novel glyoxylyl-based labeling reagent

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Site-specific modification of a single-chain antibody using a novel glyoxylyl-based labeling reagent

Z G Zhao et al. Bioconjug Chem. 1999 May-Jun.

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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