PMID: 2095204Jan 1, 1990Paper

Site-directed chemical modification and cross-linking of a monoclonal antibody using equilibrium transfer alkylating cross-link reagents

Bioconjugate Chemistry
F A LiberatoreR G Lawton

Abstract

A new, more reactive group of protein cross-linkers in the class of equilibrium transfer alkylating cross-link (ETAC) reagents has been synthesized. These compounds include alpha,alpha-bis[(p-chlorophenyl)methyl]- and alpha,alpha-bis[(p-tolylsulfonyl)methyl]acetophenones substituted in the acetophenone ring with chloro, nitro, amino, and carboxyl groups and derivatives. Included are an 125I-labeled ETAC reagent and a 111In-labeled DTPA (diethylenetriaminepentaacetic acid) ETAC for site direction and biodistribution studies. These ETAC compounds were reacted with unreduced and partially reduced antibody under mild pH (pH 4-8) and room temperature conditions to give cross-linked structures. Examination of resultant cross-linked antibody via size-exclusion HPLC, sodium dodecyl sulfate (SDS) polyacrylamide gel electrophoresis, and an enzyme linked immunosorbent assay revealed that (1) both interantibody as well as intraantibody cross-linking had occurred; (2) the level of inter- and intraantibody cross-linking varied with the substituent on the ETAC; (3) the stability of the cross-links on the reducing SDS gels varied with substituents on the ETAC; (4) little if any immunoreactivity was lost after reaction with one of the more effe...Continue Reading

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Citations

Jan 5, 2002·Journal of Controlled Release : Official Journal of the Controlled Release Society·A J ChmuraClaude F Meares
May 16, 2013·Journal of the American Chemical Society·Araceli G CampañaUrszula Lewandowska
Oct 29, 2010·Journal of the American Chemical Society·Max von DeliusDan-Tam D Tang
Dec 9, 2014·Nature Nanotechnology·Gökçe Su PulcuHagan Bayley
Apr 11, 2012·Angewandte Chemie·Araceli G CampañaKathleen M Mullen
Apr 25, 2006·Nature Chemical Biology·Sunil ShaunakSteve Brocchini
Mar 19, 2011·Chemical Society Reviews·Max von Delius, David A Leigh
Dec 9, 2020·Chemical Society Reviews·Stephen J WalshDavid R Spring
Jan 18, 2007·Bioconjugate Chemistry·Sibu BalanSteve Brocchini
Aug 25, 2021·Bioconjugate Chemistry·Kuan-Lin WuHan Xiao

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