Bioprocess development for aliphatic alcohol oxidation and alkyl glycoside purification using biocatalysis

Wahart, Alice Jeannine Catherine

Abstract

The detergents and skin care products are composed of surfactants that decrease interfacial tension between two phases (i.e. oil and water).1 Before the ecological dangers issued from nonrenewable sources surfactants (pollution of aqueous environments and their aqueous lives), biosurfactants conceived from renewable feedstocks are favoured : glycolipids, lipopeptides, fatty acids, sucrose esters, sorbitan esters, alkyl glucamides, methyl glucoside esters, alkyl polyglycosides (APGs).2 In a world where the market of APG biosurfactants reached US$ 1,024 million in 2019,3 the concerns to enhance production of APG biosurfactants and chemical reactions in accord to green chemistry principles are evolving daily.4

In the interest of furthering sustainable approaches, this work will focused on the bioprocess development of aliphatic chain compounds with oxidases, firstly, for an alternative to distillation of biosurfactant APGs and, secondly, for the formation of unsaturated carbon-carbon double bond in mild conditions via Wittig olefination in aqueous media. To this purpose, a process purification for APGs using oxidases-mediated bio-oxidation followed by sequestration solid-supported was investigated pre- and post-distillation from analytical scale to gram scale. Many challenges were encountered to cover the design of the process and the application to gram scale on manufacture APG biosurfactant. Finally, the work of Bergdahl and coworkers5 inspired a novel cascade reaction performed in deionised water, which combined enzymatic oxidation and Wittig olefination on functionalised alkyl alcohols. From fourteen alkyl alcohols, ten vinyl ester were successfully afforded using the novel cascade with a stabilised ylide.

Citation

Wahart, A. J. C. (2024). Bioprocess development for aliphatic alcohol oxidation and alkyl glycoside purification using biocatalysis. (Thesis). Keele University. Retrieved from https://keele-repository.worktribe.com/output/853204

• Thesis Type: Thesis
• Deposit Date: Jun 21, 2024
• Publicly Available Date: Jun 21, 2024
• Public URL: https://keele-repository.worktribe.com/output/853204
• Award Date: 2024-06