Metabolic mimics: thiol responsive drug release.
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.
Solsona
Imma Andorra
IA
Chemistry, School of Biomedical and Natural Sciences, Nottingham Trent University, Nottingham, NG11 8NS, UK.
Smith
Robert B
RB
Livingstone
Callum
C
Davis
James
J
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
D004337:Drug Carriers; D009285:Naphthoquinones; D010455:Peptides; D013438:Sulfhydryl Compounds; D005978:Glutathione; D000218:Adamantane