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Synthesis of new chemiluminescent compounds

This thesis consists of five parts. In chapter <B>1</B>, the background to chemiluminescence, chemiluminescent compounds and their applications is given. The synthesis and chemiluminescent behaviour of substituted phenyl acridinium esters (compounds <B>1</B> and <B>2</B>), heterocyclyl acridinium esters and their analogues (compounds <B>3-7</B>) and phenyl 2-halo-6-methoxy acridinium esters (compounds <B>8-11</B>) are detailed in chapters <B>2, 3 </B>and <B>4</B> respectively. The chemiluminescence studies include chemiluminescent kinetics, chemiluminescent efficiencies, chemiluminescent wavelengths and hydrolytic stabilities of the acridinium esters. Modifications on leaving groups show obvious effects on chemiluminescent kinetics and stabilities, but no wavelength changes were observed with such modifications. However, modifications on the acridine ring do not significantly affect chemiluminescent kinetics and stabilities. Chemiluminescent efficiency was decreased by the introduction of halogen atoms into the acridine ring. Surprisingly, chemiluminescent wavelength was found to be influenced by the introduction of halo and methoxy groups to positions 2 and 6, respectively of the acridine ring. Among the newly prepared acridinium esters, compounds <B>2 </B>and <B>3</B> possess better stability and good quantum efficiency, and could be developed as better chemiluminescent labels in chemiluminescent immunoassays over the model compound. Apart from the acridinium esters, three cysteine derivatives (compounds <B>12-14</B>) were also prepared for chemiluminescent immunoassay. The enantiomeric purity of the product was identified by NMR. The details are presented in chapter 5.

Identiferoai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:636242
Date January 2000
CreatorsChen, L.
PublisherSwansea University
Source SetsEthos UK
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation

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