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Issue 22, 2014
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Tailoring recognition clefts from non-specific recognition matrices in mixed molecular arrays

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Abstract

Multi-component organic interfaces with molecular-level mixing were prepared by integrating benzoic acid appended thiophene amphiphile [4-(6-(thiophene-3-carbonyloxy)hexyloxy)benzoic acid] (T6BA) and (±)-α-lipoic acid onto the Au surface. On a flat surface with infinite radii of curvature, T6BA and (±)-α-lipoic acid, endowed with chemically distinct end-groups, provided sufficient length mismatch to gain conformational entropy leading to stripe-like patterns when the immiscible ligands co-adsorbed. Good quality multi-component organic interfaces and molecular islands could be fabricated via composition variation of the participating ligands. Host–guest chemistry between benzoic acids and β-cyclodextrin was used to confirm the molecular-level mixing. T6BA and (±)-α-lipoic acid, each being a non-specific recognition matrix for dopamine, could thus be organized into mixed molecular arrays having well defined cavities for guest inclusion. This mixed molecular array behaved as a ‘recognition matrix’ for dopamine (DA, 15 nm) in the presence of ascorbic acid (AA). The surface patterns described here on a flat surface should in principle be applicable to other geometrical structures like spheres and cylinders. Further, charge transfer through the T6BA self-assembled monolayers depended on the anion type present in the supporting electrolyte, monitored through cyclic voltammetry.

Graphical abstract: Tailoring recognition clefts from non-specific recognition matrices in mixed molecular arrays

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Supplementary files

Article information


Submitted
22 Jun 2014
Accepted
09 Sep 2014
First published
10 Sep 2014

Analyst, 2014,139, 5772-5780
Article type
Paper

Tailoring recognition clefts from non-specific recognition matrices in mixed molecular arrays

N. Ramesh and A. Patnaik, Analyst, 2014, 139, 5772
DOI: 10.1039/C4AN01120A

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