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Multichannel Sensors Based on Biphenyl and Cyclohexane Conformational Changes

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Book cover Designing Receptors for the Next Generation of Biosensors

Part of the book series: Springer Series on Chemical Sensors and Biosensors ((SSSENSORS,volume 12))

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Abstract

Conformational changes as a transduction mechanism are considered in both biphenyl- and cyclohexane-based chemosensors. The sensors under study have been designed by following the binding site-signaling unit approach. Modifications in the dihedral angle of the biphenyl and bipyridine system induced by complexation with target molecules can give rise to major changes in the sensor’s UV–Vis, fluorescence, and electrochemical properties. This behavior has been used to detect both cations and anions in different solvents. 1,2,4,5-Tetrasubtituted cyclohexane derivatives with a trans-transoid-trans configuration and appropriate binding sites have also been used in carboxylate and dicarboxylate sensing. Diastereoisomeric and enantiomeric selectivity has been explored in addition to the discrimination between α,ω-dicarboxylates of different lengths.

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Abbreviations

CD:

Circular dichroism

CV:

Cyclic voltammetry

DC2:

Oxalate

DC3:

Malonate

DC4:

Succinate

DC5:

Glutarate

DC6:

Adipate

DMSO:

Dimethyl sulfoxide

HBA:

Hydrogen-bond acceptor

HBD:

Hydrogen-bond donor

MeCN:

Acetonitrile

SCE:

Standard carbon electrode

SQWV:

Square wave voltammetry

TBA:

Tetrabutylammonium

TBA(t-BuO):

Tetrabutylammonium t-butoxide

TBAOH:

Tetrabutylammonium hydroxide

THF:

Tetrahydrofuran

TMA:

Tetramethylammonium

TMB:

Tetramethylbenzidine

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Authors and Affiliations

  1. Centro de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Unidad Mixta Universidad de Valencia-Universidad Politécnica de Valencia, Doctor Moliner 50, 46100, Burjassot, Valencia, Spain

    Ana M. Costero, Margarita Parra, Salvador Gil & M. Rosario Andreu

Authors
  1. Ana M. Costero
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  2. Margarita Parra
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  3. Salvador Gil
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  4. M. Rosario Andreu
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Corresponding author

Correspondence to Ana M. Costero .

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Editors and Affiliations

  1. , Cranfield Health, Cranfield University, Cranfield Campus, Cranfield, MK 43 0AL, Bedfordshire, United Kingdom

    Sergey A. Piletsky

  2. , Cranfield Health, Cranfield University, Cranfield Campus, Cranfield, MK43 0AL, Bedfordshire, United Kingdom

    Michael J. Whitcombe

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Costero, A.M., Parra, M., Gil, S., Andreu, M.R. (2012). Multichannel Sensors Based on Biphenyl and Cyclohexane Conformational Changes. In: Piletsky, S., Whitcombe, M. (eds) Designing Receptors for the Next Generation of Biosensors. Springer Series on Chemical Sensors and Biosensors, vol 12. Springer, Berlin, Heidelberg. https://doi.org/10.1007/5346_2012_14

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