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Biocatalytic studies of phenol oxidases producing antioxidants

Includes bibliographical references (leaves 172-198).

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Bibliographic Details
Main Author: Ncanana, Sandile Welcome
Other Authors: Burton, Stephanie Gail
Format: Thesis
Language:English
Published: Centre for Bioprocess Engineering Research 2014
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access_status_str Open Access
author Ncanana, Sandile Welcome
author2 Burton, Stephanie Gail
author_browse Burton, Stephanie Gail
Ncanana, Sandile Welcome
author_facet Burton, Stephanie Gail
Ncanana, Sandile Welcome
author_sort Ncanana, Sandile Welcome
collection Thesis
description Includes bibliographical references (leaves 172-198).
format Thesis
id oai:open.uct.ac.za:11427/5429
institution University of Cape Town (South Africa)
language eng
last_indexed 2026-06-10T12:31:30.019Z
license_str Not specified — see source repository
provenance_str_mv Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository
publishDate 2014
publishDateRange 2014
publishDateSort 2014
publisher Centre for Bioprocess Engineering Research
publisherStr Centre for Bioprocess Engineering Research
record_format dspace
source_str UCTD — University of Cape Town Open Access Repository
spelling oai:open.uct.ac.za:11427/5429 Biocatalytic studies of phenol oxidases producing antioxidants Ncanana, Sandile Welcome Burton, Stephanie Gail Bioprocess Engineering Includes bibliographical references (leaves 172-198). In recent years there has been increasing interest in the production of oligomers and polymers of economic importance using biocatalysts; the application of enzymes in dimerisation or polymerisation processes can lead to the synthesis of unique compounds, with novel properties, that could not be easily achieved by conventional methods. Further, the application of biocatalysts in polymerization processes can be exploited in development of bioremediation systems, and there is a demand for new technologies that can be utilized in the removal of organic pollutants such as phenolics from contaminated environment. This study reports on the potential application of laccase, obtained from the white rot fungi Trametes pubescens, in the synthesis of organic compounds which are dimers or polymers, and in the development of bioprocesses of potential economic importance. The focus of this study is, particularly, on the effect of organic solvents and the structure of the substrates on the nature of products formed. The thesis also gives some insight into the relationship between the structure of laccase products and their biological (antioxidant and antimalarial) activity. The compounds tyrosol, hydroxytyrosol, 8-hydroxyquinoline, and totarol were selected as the model compounds for laccase reactions. Tyrosol was oxidised by laccase, yielding dimeric and polymeric compounds which were identified by LC-MS and IH-NMR. As a comparative study, hydroxytyrosol was also oxidised by laccase yielding dimeric, trimeric and polymeric compounds which were identified by LC-MS. Manipulation of this biocatalytic system resulted in development of an efficient process that allows for selectivity with respect to the products. A system was then developed whereby oxidation of hydroxytyrosol by laccase would selectively yield either dimers or oligomeric products. Thus, use of 50 % acetone in the reaction medium favoured the synthesis of dimeric products, and 20 % methanol resulted in the formation of a polymeric product. These results showed that hydroxytyrosol-laccase reactions were more readily controlled than tyrosol-laccase reactions, and this difference was attributed to structural configuration of these substrates. 2014-07-31T11:14:53Z 2014-07-31T11:14:53Z 2007 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/5429 eng application/pdf Centre for Bioprocess Engineering Research Faculty of Engineering and the Built Environment University of Cape Town
spellingShingle Bioprocess Engineering
Ncanana, Sandile Welcome
Biocatalytic studies of phenol oxidases producing antioxidants
thesis_degree_str Doctoral
title Biocatalytic studies of phenol oxidases producing antioxidants
title_full Biocatalytic studies of phenol oxidases producing antioxidants
title_fullStr Biocatalytic studies of phenol oxidases producing antioxidants
title_full_unstemmed Biocatalytic studies of phenol oxidases producing antioxidants
title_short Biocatalytic studies of phenol oxidases producing antioxidants
title_sort biocatalytic studies of phenol oxidases producing antioxidants
topic Bioprocess Engineering
url http://hdl.handle.net/11427/5429
work_keys_str_mv AT ncananasandilewelcome biocatalyticstudiesofphenoloxidasesproducingantioxidants