Graphene-based hybrid for enantioselective sensing applications
Küçük Resim Yok
Tarih
2017
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Advanced Technology
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
Chirality is a major field of research of chemical biology and is essential in pharmacology. Accordingly, approaches for distinguishing between different chiral forms of a compound are of great interest. We report on an efficient and generic enantioselective sensor that is achieved by coupling reduced graphene oxide with gamma-cyclodextrin (rGO/gamma-CD). The enantioselective sensing capability of the resulting structure was operated in both electrical and optical mode for of tryptophan enantiomers (D-/L-Trp). In this sense, voltammetric and photoluminescence measurements were conducted and the experimental results were compared to molecular docking method. We gain insight into the occurring recognition mechanism with selectivity toward D- and L-Trp as shown in voltammetric, photoluminescence and molecular docking responses. As an enantioselective solid phase on an electrochemical transducer, thanks to the different dimensional interaction of enantiomers with hybrid material, a discrepancy occurs in the Gibbs free energy leading to a difference in oxidation peak potential as observed in electrochemical measurements. The optical sensing principle is based on the energy transfer phenomenon that occurs between photo excited D-/L-Trp enantiomers and rGO/gamma-CD giving rise to an enantioselective photoluminescence quenching due to the tendency of chiral enantiomers to form complexes with gamma-CD in different molecular orientations as demonstrated by molecular docking studies. The approach, which is the first demonstration of applicability of molecular docking to show both enantioselective electrochemical and photoluminescence quenching capabilities of a graphene-related hybrid material, is truly new and may have broad interest in combination of experimental and computational methods for enantiosensing of chiral molecules. (C) 2016 Elsevier B.V. All rights reserved.
Açıklama
Anahtar Kelimeler
Graphene Oxide, Cyclodextrin, Enantioselectivity, Sensor, Molecular Docking
Kaynak
Biosensors & Bioelectronics
WoS Q Değeri
Q1
Scopus Q Değeri
Q1
Cilt
87
