Next Article in Journal
Hierarchical Self-Assembly of Amino Acid Derivatives into Enzyme-Responsive Luminescent Gel
Next Article in Special Issue
Gravimetric Viral Diagnostics: QCM Based Biosensors for Early Detection of Viruses
Previous Article in Journal
Investigation of the Influence of the As-Grown ZnO Nanorods and Applied Potentials on an Electrochemical Sensor for In-Vitro Glucose Monitoring
Previous Article in Special Issue
Nitrate Ion Selective Electrode Based on Ion Imprinted Poly(N-methylpyrrole)
Article Menu

Export Article

Open AccessArticle
Chemosensors 2017, 5(1), 5; doi:10.3390/chemosensors5010005

Selectivity and Efficiency of Conductive Molecularly Imprinted Polymer (c-MIP) Based on 5-Phenyl-Dipyrromethane and 5-Phenol-Dipyrromethane for Quorum Sensing Precursors Detection

Department of Agricultural, Food, Environmental and Animal Sciences (Di4A), University of Udine, Via delle Scienze 208, 33100 Udine, Italy
*
Author to whom correspondence should be addressed.
Academic Editor: Peter Lieberzeit
Received: 3 December 2016 / Revised: 25 January 2017 / Accepted: 27 January 2017 / Published: 4 February 2017
View Full-Text   |   Download PDF [2562 KB, uploaded 4 February 2017]   |  

Abstract

Functional polymers that selectively recognize target compounds are developed by imprinting polymerization. In the present paper, two different dipyrromethanes, 5-phenol-dipyrromethane (5-pOH-DP) and 5-phenyl-dipyrromethane (5-ph-DP), are synthetized and investigated to develop conductive molecularly imprinted polymer (cMIP) sensors. As target molecules, two homoserine lactone derivatives were templated by an electrochemically driven polymerization process. Acyl-homoserine lactones (AHLs), also called homoserine lactones (HS), are a class of signaling molecules involved in bacterial quorum sensing (QS), which is a strategy of coordination among bacteria mediated by population density. The preparation of cMIP from 5-pOH-DP and 5-ph-DP in the presence of acetyl-homoserine lactone (Acetyl-HS) or carboxybenzyl-homoserine lactone (Cbz-HS) was performed by cyclic voltammetry (CV). The cMIP selectivity and sensitivity were assessed by microgravimetry (QCM). Both series of measurements were performed with the aid of an Electrochemical Quartz Crystal Microbalance (EQCM/QCM). The experimental evidences are discussed with respect to NMR measurements that were conducted to gain insight into the interactions established between monomers and templates. The NMR data interpretation offers preliminary information about the most probable positions involved in interaction development for both molecules and highlights the role of the hydration shell. The QCM-cMIP sensor was able to detect the analyte in the linear range from 10−8 mol·L−1 to 10−6 mol·L−1 and a limit of detection (LOD) of 22.3 ng (3σ of the blank signal) were evaluated. QCM rebinding tests demonstrated that cMIP selectivity was driven by the pendant group of dipyrromethane, which was also confirmed by the NMR data. View Full-Text
Keywords: 5-phenol-dipyrromethane; 5-phenyl-dipyrromethane; electrochemical polymerization; molecularly imprinted polymer; quorum sensing; ESQCM/QCM; NMR 5-phenol-dipyrromethane; 5-phenyl-dipyrromethane; electrochemical polymerization; molecularly imprinted polymer; quorum sensing; ESQCM/QCM; NMR
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Susmel, S.; Comuzzi, C. Selectivity and Efficiency of Conductive Molecularly Imprinted Polymer (c-MIP) Based on 5-Phenyl-Dipyrromethane and 5-Phenol-Dipyrromethane for Quorum Sensing Precursors Detection. Chemosensors 2017, 5, 5.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Chemosensors EISSN 2227-9040 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top