English
español
Please use this identifier to cite or link to this item:
http://hdl.handle.net/10261/168917
Share/Impact:
Statistics |
![]() ![]() ![]() |
|
|
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |||
|
Title: | Bioconjugation through mesitylene thiol alkylation |
Authors: | Ramos-Tomillero, Iván; Pérez-Chacón, Gema ![]() ![]() |
Issue Date: | 2018 |
Publisher: | American Chemical Society |
Citation: | Bioconjugate Chemistry 29(4): 1199-1208 (2018) |
Abstract: | The design and generation of complex multifunctional macromolecular structures by bioconjugation is a hot topic due to increasing interest in conjugates with therapeutic applications. In this regard, the development of efficient, selective, and safe conjugation methods is a major objective. In this report, we describe the use of the bis(bromomethyl)benzene scaffold as a linker for bioconjugation with special emphasis on antibody conjugation. We first performed the monothioalkylation of 1,3,5-tris(bromomethyl)benzene, which rendered the reactive dibromotrimethylbenzyl derivatives to be used in thiol bis-alkylation. Next, we introduced into the linker either a bis(Cys)-containing peptide or anti-CD4 and -CD13 monoclonal antibodies, previously subjected to partial reduction of disulfide bonds. Mass spectrometry, UV–vis spectra, and SDS-PAGE experiments revealed that this bis-alkylating agent for bioconjugation preserved both antibody integrity and antibody–antigen binding affinity, as assessed by flow cytometry. Taken together, our results show that the mesitylene scaffold is a suitable linker for thiol-based bioconjugation reactions. This linker could be applicable in the near future for the preparation of antibody drug conjugates. |
Publisher version (URL): | https://doi.org/10.1021/acs.bioconjchem.7b00828 |
URI: | http://hdl.handle.net/10261/168917 |
DOI: | 10.1021/acs.bioconjchem.7b00828 |
Identifiers: | doi: 10.1021/acs.bioconjchem.7b00828 e-issn: 1520-4812 issn: 1043-1802 |
Appears in Collections: | (IIBM) Artículos |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
BioconManuscript.pdf | 578,63 kB | Adobe PDF | ![]() View/Open |
Show full item record
Review this work
Review this work
Related articles:
WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.