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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

Student excels at international level with research in Inorganic Chemistry
2015-09-21


Carla Pretorius is currently conducting research in
Inorganic Chemistry at the St Petersburg University,
Russia.

Photo:Supplied

Carla Pretorius completed her PhD in Inorganic Chemistry recently, with a thesis entitled “Structural and Reactivity Study of Rhodium(I) Carbonyl Complexes as Model Nano Assemblies”, and has just received her results. The assessors were very impressed, and she will graduate at the next UFS Summer Graduation in December 2015.

She is currently conducting research in St Petersburg, Russia, by invitation. She is working in the group of Prof Vadim Kukushkin of the St Petersburg University, under a bilateral collaboration agreement between the groups of Prof Kukuskin (SPBU) and Prof André Roodt (Head of the Department of Chemistry at the UFS).

Her research involves the intermetallic rhodium-rhodium interactions for the formation of nano-wires and -plates, with applications in the micro-electronics industry, and potentially for harvesting sun energy. She was one of only three young South African scientists invited to attend the workshop “Hot Topics in Contemporary Crystallography” in Split in Croatia during 2014. More recently, she received the prize for best student poster presentation at the international symposium, Indaba 8 in Skukuza in the Kruger National Park, which was judged by an international panel.

Carla was also one of the few international PhD students invited to present a lecture at the 29th European Crystallographic Meeting (ECM29) in Rovinj, Croatia (23-28 August 2015; more than 1 000 delegates from 51 countries). As a result of this lecture, she has just received an invitation to start a collaborative project with a Polish research group at the European Synchrotron Research Facility (ESRF) in Grenoble, France.

According to Prof Roodt, the ESRF ID09B beam line is the only one of its kind in Europe designed for time-resolved Laue diffraction experiments. It has a time-resolution of up to one tenth of a nanosecond, after activation by a laser pulse 100 times shorter (one tenth of a nanosecond when compared to one second is the equivalent of one second compared to 300 years). The results from these experiments will broaden the knowledge on light-induced transformations of very short processes; for example, as in photochemical reactions associated with sun energy harvesting, and will assist in the development of better materials to capture these.

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