Bioconjugation through Mesitylene Thiol Alkylation

Thiol-independent DNA alkylation by leinamycin.

Covalent modification of cellular DNA can have profound biological consequences and, therefore, the mechanisms by which small organic molecules react with DNA are of interest in both medicinal chemistry and toxicology.1-6 The reactions underlying the biological activity of DNA-damaging agents are diverse and chemically interesting.1 Some agents contain functional groups that are inherently reac...

Photoreleasable thiol chemistry for facile and efficient bioconjugation.

A facile methodology for light-triggered release of thiols under mild conditions is presented, which can be utilized for in situ bioconjugation with protein and quantum dot nanoparticles (QDs) efficiently.

Thiol-linked alkylation for the metabolic sequencing of RNA

Decarboxylative alkylation for site-selective bioconjugation of native proteins via oxidation potentials.

The advent of antibody-drug conjugates as pharmaceuticals has fuelled a need for reliable methods of site-selective protein modification that furnish homogeneous adducts. Although bioorthogonal methods that use engineered amino acids often provide an elegant solution to the question of selective functionalization, achieving homogeneity using native amino acids remains a challenge. Here, we expl...

Thiol-ene click chemistry: a biocompatible way for orthogonal bioconjugation of colloidal nanoparticles.

Bioconjugation based on crosslinking primary amines to carboxylic acid groups has found broad applications in protein modification, drug development, and nanomaterial functionalization. However, proteins, which are made up of amino acids, typically give nonselective bioconjugation when using primary amine-based crosslinking. In order to control protein orientation and activity after conjugation...