title: Metabolic mimics: thiol responsive drug release.
abstract: A new approach to the design of selective release interfaces is assessed in which a hydrophobic component is functionalised with a receptor reactive toward reduced thiol peptides-principally glutathione. The assembly has been characterised using electrochemical techniques and its ability to form a coherent, water insoluble coating is demonstrated. The subsequent reaction with glutathione creates a supramolecular conjugate that exploits the hydrophilic nature of the amino acid chain as a route through which the protective coating can be eroded and hence the underlying substrate exposed. The efficacy of the release process has been critically assessed with a view to establishing the action and selectivity of the trigger mechanism.
authors.affiliation: Chemistry, School of Biomedical and Natural Sciences, Nottingham Trent University, Nottingham, NG11 8NS, UK.
authors.forename: Imma Andorra
authors.initials: IA
authors.lastname: Solsona
authors.forename: Robert B
authors.initials: RB
authors.lastname: Smith
authors.forename: Callum
authors.initials: C
authors.lastname: Livingstone
authors.forename: James
authors.initials: J
authors.lastname: Davis
mesh_terms: D000218:Adamantane / Q000737:chemistry; D004337:Drug Carriers / Q000737:chemistry*; D004563:Electrochemistry / Q000295:instrumentation / Q000379:methods; D005978:Glutathione / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D008968:Molecular Conformation; D009285:Naphthoquinones / Q000737:chemistry; D010455:Peptides / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013499:Surface Properties
chemical_list: D004337:Drug Carriers; D009285:Naphthoquinones; D010455:Peptides; D013438:Sulfhydryl Compounds; D005978:Glutathione; D000218:Adamantane