Dithioacetal Exchange: A New Reversible Reaction for Dynamic Combinatorial Chemistry

A Gastón Orrillo; Andrea M Escalante; Ricardo L E Furlan

doi:10.1002/chem.201600208

Dithioacetal Exchange: A New Reversible Reaction for Dynamic Combinatorial Chemistry

Chemistry. 2016 May 10;22(20):6746-9. doi: 10.1002/chem.201600208. Epub 2016 Apr 5.

Authors

A Gastón Orrillo¹, Andrea M Escalante¹, Ricardo L E Furlan^{2

3}

Affiliations

¹ Instituto de Investigaciones para el Descubrimiento de Fármacos de Rosario (IIDEFAR, UNR-CONICET), Ocampo y Esmeralda, Rosario, 2000), Argentina.
² Instituto de Investigaciones para el Descubrimiento de Fármacos de Rosario (IIDEFAR, UNR-CONICET), Ocampo y Esmeralda, Rosario, 2000), Argentina. furlan@iidefar-conicet.gob.ar.
³ Farmacognosia, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, Rosario, 2000), Argentina. furlan@iidefar-conicet.gob.ar.

PMID: 26990904
DOI: 10.1002/chem.201600208

Abstract

Reversibility of dithioacetal bond formation is reported under acidic mild conditions. Its utility for dynamic combinatorial chemistry was explored by combining it with orthogonal disulfide exchange. In such a setup, thiols are positioned at the intersection of both chemistries, constituting a connecting node between temporally separated networks.

Keywords: dithioacetal exchange; dynamic combinatorial chemistry; reversible reaction; systems chemistry.

Publication types

Research Support, Non-U.S. Gov't