PMID: 11312689Apr 21, 2001Paper

Carbohydrate-directed conjugation of cobra venom factor to antibody by selective derivatization of the terminal galactose residues

Bioconjugate Chemistry
Q Fu, D C Gowda

Abstract

Cobra venom factor (CVF) can cause cell death by complement-mediated bystander cell lysis. Several studies have investigated CVF for application in cancer therapy by conjugating CVF to antibodies against tumor cell surface-specific antigens via the side-chain amino acid residues. In most cases, the activity of CVF was markedly impaired, presumably by modification of the factor B binding domain due to random derivatization. Since CVF is a glycoprotein and its oligosaccharide chains are distal to the factor B binding domain, coupling of CVF to antibodies through its oligosaccharide chains is expected to yield immunoconjugates with retention of CVF activity and elimination of the immunoreactivity of the terminal alpha-galactosyl residues. In this study, we investigated the carbohydrate site-directed conjugation of CVF to a monoclonal IgG specific to a cell-surface antigen of human ovarian cancer cells. The terminal galactosyl residues of CVF were selectively modified at C-6 by treatment with galactose oxidase, and the generated aldehyde groups were derivatized in situ with hydrazides containing either protected thiol or maleimide functional groups. The CVF derivatives were allowed to react with thiol groups introduced to the antib...Continue Reading

References

Mar 1, 1992·Molecular Immunology·D C GowdaC W Vogel
Oct 4, 1989·Journal of the National Cancer Institute·D FitzGerald, I Pastan
May 20, 1987·Journal of Immunological Methods·D J O'Shannessy, R H Quarles
Nov 23, 1987·Journal of Immunological Methods·E C PetrellaC W Vogel
Dec 20, 1994·Proceedings of the National Academy of Sciences of the United States of America·D C FritzingerC W Vogel

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