This thiol is useful in both electrochemical and biological applications.
1. Electrochemistry. Self-assembled monolayers formed on Au by alkanethiolates terminated in redox-active groups provide an ideal opportunity to study interfacial redox processes, e.g., electron-transfer kinetics between the redox center and the electrode, within a controlled chemical microenvironment (due to SAM's well defined structure). Our product, based on an important hydroxyquinone moiety, is an ideal candidate for studies in electrochemical and pH sensing. We would also like to point you to our related product (with ferrocene head group, cat. no. TE 002, TE 003) and then to a paper by Hickmann (Science, 1991, 252, 688) to see what exciting electrochemistry one can do with these compounds.
2.Immobilization of peptides. The hydroxyquinone group provides a chemical handle for a selective immobilization of cyclopentadiene ligands via Diels-Alder reaction. Mrksich and coworkers (Nat. Biotech., 2002, 20, 270) used hydroxyquinone thiols to covalently tether peptide-cyclopentadiene conjugates, and evaluate protein kinase activity. Please note that we also offer (on a custom basis) a variant of this product with an ethylene glycol linker between the alkyl chain and the hydroxyquinone group.