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The starting monomers tetraethoxysilane (TEOS) 99.999%, phenyltrimethoxysilane (PTMOS) 97% and 3- aminopropyltriethoxysilane (APTES) 99%, 2-ethoxyethanol 99%, HPLC grade acetonitrile (ACN) and sodium hydrogen phosphate monohydrate (NaH2PO4·H2O), were purchased from Sigma–Aldrich, Ireland and were used as supplied. Merck, Sharpe & Dohme Ltd., Clonmel, Ireland, supplied lisinopril dihydrate. The related substances, d,lhomophenylalanine (APBA) and para-toluene sulphonic acid (p-TSA) were purchased from Sigma–Aldrich Ireland. Three-millilitre SPE reservoirs (75mm × 10 mm, i.d.), 0.20m frits and vac elute system were supplied by JVA Analytical, Ireland. All of the template solutions used were prepared in Millipore filtered deionised water. Polymerisation of varying ratios of the three monomers above was acid catalysed using concentrated hydrochloric acid (Fischer Scientific, Ireland Ltd.) in the presence of 2- ethoxyethanol, which was used as the porogen. After 2 h in which hydrolysis occurred, the template (0.05 M) was added producing the imprinted material (MIP). A non-imprinted polymer (NIP) was prepared in parallel and under identical conditions with the addition of the template solvent. Condensation was achieved after 12 h at 80 ◦C. Once synthesised, the bulk polymers (both MIP and NIP) were finely ground. Fine particles were removed via a 24-h sedimentation/ filtration process during the extraction process utilising sonication techniques. After quantitative removal of the template (95–100%) the ground polymers were packed into SPE columns. Selectivity was determined by loading of the template onto the columns and analysing the subsequent extracts by HPLC. An isocratic HPLC method (internal communication 2001, Merck Sharpe & Dohme Ltd., Ireland) was used for quantitative determination of the template using the following parameters: mobile phase 92%:8%, 0.02M buffer (pH 5):ACN, flow rate 1 ml/min, column type Zorbax C8 (Carl Stuart Limited, Ireland), 5 m particle size, 250mm × 4.6mm i.d., column temperature 50 ◦C, diode array detector (DAD) 210 nm. Two-Millilitre sample vials and frits were purchased from Carl Stuart Ireland Ltd. Analysis of the related substanceswas carried out using a previously optimised HPLC method. This method was gradient elution employing a mixing of the 0.02M sodium hydrogen phosphate buffer (pH 5) with ACN over a 55-min period. In the initial 35-min period, the composition changed from 100% to 70% buffer. This remained constant for a further 10 min at which time the composition changed back to the original values. |
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