Chemoselective Protection of Glutathione in the Preparation of Bioconjugates: The Case of Trypanothione Disulfide
journal contributionposted on 03.05.2016 by Antonia I. Antoniou, Dionissia A. Pepe, Donatella Aiello, Carlo Siciliano, Constantinos M. Athanassopoulos
Any type of content formally published in an academic journal, usually following a peer-review process.
A novel synthetic route to the chemoselectively protected N,S-ditritylglutathione monomethyl ester is described involving the chemical modification of the commercially available glutathione (GSH). The synthetic value of this building block in the facile preparation of GSH bioconjugates in a satisfying overall yield was exemplified by the case of trypanothione disulfide (TS2), a GSH-spermidine bioconjugate, involved in the antioxidative stress protection system of parasitic protozoa, such as trypanosoma and leishmania parasites.