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Interactions of bupivacaine with a molecularly imprinted polymer in a monolithic format studied by NMR
Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
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2006 (Engelska)Ingår i: Analytical Chemistry, ISSN 0003-2700, E-ISSN 1520-6882, Vol. 78, nr 2, s. 580-584Artikel i tidskrift (Refereegranskat) Published
Abstract [en]

A trimethylolpropane trimethacrylate-based monolith of dimensions carefully chosen to fit exactly in a standard 4-mm solid-state CP/MAS NMR rotor was photopolymerized and subsequently molecularly imprinted with bupivacaine using a grafting protocol with methacrylic acid and ethylene dimethacrylate as monomers. As no crushing or grinding of the monolith was necessary, additional unspecific surface area was not created. This procedure ascertains that differences observed between imprinted and nonimprinted polymers are due only to graft imprinted surfaces and give therefore better results in NMR spectroscopy due to less unspecific interactions between analyte and monolith. This improves the comparability to chromatographic evaluations where uncrushed monolithic columns are also used. To track interactions between analyte and stationary phase, the saturation transfer difference (STD) technique was applied on the polymer in the suspended state using the same solvent as in the chromatographic evaluation. This relatively new NMR method has to our knowledge not been used on chromatographic materials before. By using STD NMR on pristine monoliths, it was possible to measure large differences between the imprinted or nonimprinted polymers and the analyte indicating significant differences in the interaction mechanisms. These could be directly correlated with retention differences observed in chromatographic evaluations.

Ort, förlag, år, upplaga, sidor
Columbus, OH: American Chemical Society , 2006. Vol. 78, nr 2, s. 580-584
Identifikatorer
URN: urn:nbn:se:umu:diva-5527DOI: 10.1021/ac0515733OAI: oai:DiVA.org:umu-5527DiVA, id: diva2:145066
Tillgänglig från: 2006-11-10 Skapad: 2006-11-10 Senast uppdaterad: 2018-03-15Bibliografiskt granskad
Ingår i avhandling
1. Monolithic separation media synthesized in capillaries and their applications for molecularly imprinted networks
Öppna denna publikation i ny flik eller fönster >>Monolithic separation media synthesized in capillaries and their applications for molecularly imprinted networks
2006 (Engelska)Doktorsavhandling, sammanläggning (Övrigt vetenskapligt)
Abstract [en]

The thesis describes the synthesis of chromatographic media using several different approaches, their characterizations and applications in liquid chromatography. The steps to achieve a separation column for a specific analyte are presented. The main focus of the study was the design of novel molecularly imprinted polymers.

Attachment of monolithic polymeric substrates to the walls of fused silica capillaries was studied in Paper I. With a broad literature survey, a set of common methods were tested by four techniques and ranked by their ability to improve anchoring of polymers. The best procedure was thus used for all further studies.

Synthesis of monoliths in capillary columns was studied in Paper II. With the goal of separating proteins without denaturation, various monoliths were polymerized in situ using a set of common monomers and cross-linkers mixed with poly(ethylene glycol) as porogen. The resulting network was expected to present “protein-friendly pores”. Chemometrics were used to find and describe a set of co-porogens added to the polymerization cocktails in order to get good porosity and flow-through properties.

Assessment of the macroporous structure of a monolith was described in Paper III. An alternative method to mercury intrusion porosimetry was proposed. The capillaries were embedded in a stained resin and observed under transmission electron microscope. Images were then computed to determine the pore sizes.

Synthesis of molecularly imprinted polymers grafted to a core mono-lith in a capillary was described in Paper IV. The resulting material, imprinted with local anaesthetics, was tested for its chromatographic performance. Similar imprinted polymers were characterized by microcalorimetry in Paper V. Finally, imprinted monoliths were also synthesized in a glass tube and further introduced in a NMR rotor to describe the interactions between stationary phase and template in Paper VI.

Ort, förlag, år, upplaga, sidor
Umeå: Kemi, 2006. s. 50
Nyckelord
bupivacaine, etching, phosphorylated tyrosine, poly(ethylene glycol), silanization, transmission electron microscopy, fused silica capillaries, isothermal titration calorimetry, local anæsthetic, molecularly imprinted polymer, monolith, nuclear magnetic resonance
Nationell ämneskategori
Analytisk kemi
Identifikatorer
urn:nbn:se:umu:diva-923 (URN)91-7264-207-6 (ISBN)
Disputation
2006-12-01, Lilla Hörsallen KB3A9, KBC-Huset, Umeå University, Umeå, Sweden, 10:00
Opponent
Handledare
Tillgänglig från: 2006-11-10 Skapad: 2006-11-10 Senast uppdaterad: 2011-04-15Bibliografiskt granskad

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