Approach on quantitative structure-activity relationship for design of a pH neutral carrier containing tertiary amino group

Anal Chim Acta. 2007 Jan 2;581(1):19-26. doi: 10.1016/j.aca.2006.08.003. Epub 2006 Aug 5.

Abstract

The quantitative structure-activity relationship (QSAR) for neutral carriers used to prepare hydrogen ion sensors has been studied. A series of synthesized carrier compounds were taken as the training set. Five molecular structure parameters of the compounds were calculated by using CNDO/2 algorithm and used as feature variables in constructing QSAR model. The lower and upper limits of the linear pH response range were taken as the activity measure. The corresponding model equations were derived from the stepwise regression procedure. With the established QSAR model, a new pH carrier, (4-hydroxybenzyl) didodecylamine (XIII) was proposed and synthesized. The PVC membrane pH electrode based on carrier XIII with a wide pH linear response range of 2.0-12.5 was prepared. Having a theoretical Nernstian response slope of 57.2+/-0.3 mV/pH (n=5 at 25 degrees C) without a super-Nernstian phenomenon, the sensor had low resistance, short response time, high selectivity and good reproducibility. Moreover, the sensor was successfully applied to detecting the pH value of serum samples.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / analysis
  • Amides / chemistry
  • Biosensing Techniques / methods*
  • Drug Carriers / analysis
  • Drug Carriers / chemical synthesis*
  • Electrodes
  • Hydrogen-Ion Concentration
  • Polyvinyl Chloride / analysis
  • Polyvinyl Chloride / chemistry
  • Quantitative Structure-Activity Relationship*

Substances

  • Amides
  • Drug Carriers
  • Polyvinyl Chloride