z-logo
Premium
Improving the Switching Capacity of Glyco‐Self‐Assembled Monolayers on Au(111)
Author(s) -
Fast Ellen,
Schlimm Alexander,
Lautenschläger Irene,
Clausen Kai Uwe,
Strunskus Thomas,
Spormann Carina,
Lindhorst Thisbe K.,
Tuczek Felix
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903644
Subject(s) - azobenzene , chemistry , monolayer , molecule , self assembled monolayer , glycoconjugate , photoisomerization , combinatorial chemistry , organic chemistry , isomerization , biochemistry , catalysis
Self‐assembled monolayers (SAMs) decorated with photoisomerizable azobenzene glycosides are useful tools for investigating the effect of ligand orientation on carbohydrate recognition. However, photoswitching of SAMs between two specific states is characterized by a limited capacity. The goal of this study is the improvement of photoswitchable azobenzene glyco‐SAMs. Different concepts, in particular self‐dilution and rigid biaryl backbones, have been investigated. The required SH‐functionalized azobenzene glycoconjugates were synthesized through a modular approach, and the respective glyco‐SAMs were fabricated on Au(111). Their photoswitching properties have been extensively investigated by applying a powerful set of methods (IRRAS, XPS, and NEXAFS). Indeed, the combination of tailor‐made biaryl‐azobenzene glycosides and suitable diluent molecules led to photoswitchable glyco‐SAMs with a significantly enhanced and unprecedented switching capacity.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here