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11 July 2022 | Story Andre Damons | Photo Supplied
Prof Martie Smith and Prof Drik Opperman
Prof Martie Smit and Prof Dirk Opperman in the Department of Microbiology and Biochemistry filed a patent entitled “Process for the chemical modification of alkanes, fatty acids and fatty alcohols”.

Flavours and fragrances have a wide application in the food, feed, cosmetic, chemical and pharmaceutical sectors. Many flavour compounds are still produced via chemical synthesis or via extraction from plant or animal sources. However, there is increasing interest in their bio-production or the use of flavour compounds of (micro) biological origin. 

One reason for this shift is that chemical synthesis often uses environmentally unfriendly processes. Chemical synthesis usually also produces racemic mixtures with the second enantiomer, mirror image of the looked-for compound, often having undesirable organoleptic properties. Furthermore, the consumer has developed a “chemophobia”-attitude towards synthetic chemical compounds, especially when related to food and home-care products.  This applies even to nature-identical compounds – products that occur in nature but are produced via a non-natural chemical process. Products produced with the use of enzymes or microbes from “natural” substrates can be labelled “natural”. The flavour and fragrance industry thus pay higher prices for such products labelled as “natural”.  

The invention

A University of the Free State (UFS) team, led by Prof Martie Smit and Prof Dirk Opperman in the Department of Microbiology and Biochemistry are conducting exciting research in this area. They filed a patent entitled “Process for the chemical modification of alkanes, fatty acids and fatty alcohols”.  

The invention relates to a process for the enzymatic in-chain hydroxylation of C12 to C16 fatty acids, alcohols, and alkanes. Hydroxylation of C12 fatty acid and alcohol provides routes for the synthesis of “natural” δ-dodecalactone. The advantage of these routes is that they do not rely on massoia lactones. Massoia lactones are derived from the bark of Massoia trees which grow in Indonesia. Harvesting of the bark kills the trees.  

The cytochrome P450 enzymes (P450s) claimed in this patent are to the inventors’ knowledge the most regioselective enzymes described thus far that can be used for the synthesis of δ-dodecalactone from lauric acid or 1-dodecanol. The approach that the technology takes is to claim cytochrome P450 enzymes that share 70 % amino acid identity to a set of selected P450s for the regioselective hydroxylation of lauric acid and 1-dodecanol to synthesise δ-dodecalactone.

Still in early stage

The current state of development is early stage with the technology only demonstrated in the laboratory on a small scale (100-200 ml). Before the technology can be commercialised the team would need to further improve the regioselectivity and stability of the P450s and proof that the reactions can be scaled up in bioreactors. The technology will probably be delivered as an enzyme (amino acid sequence) with the desired properties. 

There are other research groups working on a synthetic biology approach for the de novo synthesis of δ-dodecalactone from glucose by genetically engineered microbes. It is still unclear how such a process will compare in terms of product yields, economics and environmental impact with the processes proposed by the UFS patent.

If the team had to partner with a commercial company, their first choice would be to work with an established flavour and fragrance company. Another possibility would be the small French flavour and fragrance company that Dr Alizé Pennec, the post-doc and co-inventor who initially discovered the unique P450 activity, is working for.

Please view the videos for more information on patents.

The Vice-Rector: Research and Internationalisation has released two new calls for applications for funding. Academic staff and researchers are encouraged to submit applications for these funds. At this stage we are not accepting projects from Research Fellows. 

The two funds are: 

1.  The Industrial Engagement Fund 
2.  The Intellectual Property Commercialisation Fund

Each fund has its own guidelines and application process. The guidelines are attached. The applications must be filled in on RIMS.

The RIMS application forms can be found through this link

For more information please click the documents below:



News Archive

Dr Charlotte Boucher and Lindi Heyns examine possible anti-microbial activity in the skin of Western olive toad species
2014-12-22

 

Researchers Lindi Heyns and Dr Charlotte Boucher are working together on an interdisciplinary project between the Departments of Zoology and Entomology and Veterinary Biotechnology at the University of the Free State (UFS). The focus of their research is on the preliminary biochemical description of skin secretions in some South African toads.

The project forms part of an Honours study executed by Dwayne Pike under Heyns’ supervision. He is co-supervised by Dr Boucher who is assisting with the biochemical and microbiological assays.

Dr Boucher said, “Amphibians are characterised by the presence of cutaneous glands spread over the skin. There are two types of glands, namely mucous and granular (poison), located on the inner surface of the epidermis. Mucous glands are widely dispersed over the skin, while granular glands can be grouped and enlarged in specific regions. Mucous glands are generally associated with maintenance of humidity and cutaneous respiration, whereas granular glands function in chemical defence against predators and/or microbial infection. Studies indicate that the compounds produced by the granular glands belong to numerous chemical classes with diverse pharmacological activities.”

The products secreted by granular glands are rich in low molecular weight constituents of varied molecular types, including proteins, peptides and toxins. These secretions make the toad foul-tasting to predators and even toxic to other frog species. In addition, amphibians offer an attractive source of novel antimicrobials. Studies indicate that as a response to inhabiting microorganism-rich environments they synthesise and secrete a diverse array of antimicrobial peptides (AMPs) as an innate form of defence. Extensive research by various other research groups has been carried out on antimicrobial peptides of the genus Rana; however, hardly any studies have investigated the antimicrobial activity of African frog species.

The focus of this preliminary project is to determine the protein composition of the glandular secretions of the Western olive toad (Amietophrynus poweri), using biochemical tests, such as SDS-PAGE also known as protein gel electrophoresis combined with mass-spectrometry used to identify unknown peptides and proteins. This will give us an overview of the composition of the glandular secretions. Furthermore, we are also looking at microbiological tests, which include assays that test for possible anti-microbial activity against various bacterial and fungal species.

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