Improving efficiency and reducing enzyme inactivation during lipase-mediated epoxidation of α-pinene in a double-phase reaction system

Yu, Lishuang; Zou, Cheng; Li, Qingyun; Liu, Zhaoming; Liu, Youyan; Tang, Aixing

doi:10.1007/s00449-023-02902-4

Cited by 3 publications

(2 citation statements)

References 37 publications

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“…Lipase catalyzed oxidative functionalizations have been investi-gated in different reaction media. The process has mostly been investigated in a two-phase (organic solvent-water) system, such that the organic substrates are dissolved in the organic phase and the hydrogen peroxide in the aqueous phase [9][10][11][12]. Solvent-free reaction media [13,14] as well as the use of deep eutectic solvents [8] have been investigated with the aim of further improved environmental sustainability.…”

Section: Introductionmentioning

confidence: 99%

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Impact of Pickering Emulsions Composition on Lipase Catalyzed Peroxyacetic Acid Synthesis

Adomi,

Drews

2024

Chemie Ingenieur Technik

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Due to the need for environmental protection and sustainability, there has been a rising need to replace the traditionally harsh oxidative functionalization process, which is essential for syntheses of various organic compounds, by biocatalysis. However, the investigated alternative processes are still challenged with enzyme instability and/or low specific reaction rate. Due to these still existing challenges and the recognition of Pickering emulsions as an efficient platform for continuous biphasic biocatalysis, the first, enzymatic step of the lipase catalyzed oxidative functionalization was investigated in bioactive Pickering emulsions. The study focused on the impact of Pickering emulsion composition such as the volume phase fraction, type and concentration of the nanoparticles and enzymes on continuous peroxyacetic acids synthesis. The type of nanoparticles used and Candida antarctica lipase B concentration significantly impacted the process while the other named parameters only had a marginal influence.

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Section: Introductionmentioning

confidence: 99%

“…Solvent-free reaction media [13,14] as well as the use of deep eutectic solvents [8] have been investigated with the aim of further improved environmental sustainability. However, for these reaction systems, there is still the challenge of enzyme instability especially at high hydrogen peroxide concentrations [8][9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

Impact of Pickering Emulsions Composition on Lipase Catalyzed Peroxyacetic Acid Synthesis

Adomi,

Drews

2024

Chemie Ingenieur Technik

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Screening of lipase TiL from Tilletia indica for chemo-enzymatic epoxidation of alkenes

Pan,

Yang,

et al. 2025

Enzyme and Microbial Technology

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Chemoenzymatic Epoxidation of Terpenes by Lyophilized Mycelium of Psychrophilic Cladosporium cladosporioides 01

Kutyła,

Majdan,

Szajnecki

et al. 2024

Ind. Eng. Chem. Res.

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Terpene epoxides constitute a group of compounds of particular importance due to their biological activity or use in the production of polymers. It is important to develop a universal, inexpensive, and sustainable method to obtain these compounds from readily available terpenes. Chemoenzymatic epoxidation by the freeze-dried mycelium of Cladosporium cladosporioides01 is an alternative to processes based on the well-known and expensive lipase B fromCandida antarctica. In the present work, we studied the kinetics of limonene epoxidation by the fungal biocatalyst and found the highest epoxidation activity in the "green" solvent ethyl acetate with a 4-fold excess of H 2 O 2 relative to the substrate. Epoxidation followed a two-way sequential mechanism in which the major initial product limonene 1,2-epoxide and the minor intermediate product limonene 8,9-epoxide were further converted to limonene diepoxide. Substrate specificity studies revealed that a wide number of linear and cyclic monoterpenes, e.g., linalool, citronellene, citronellal, α-pinene, β-pinene, myrtenol, and perillyl alcohol, were efficiently converted to their respective epoxides by this biocatalyst. The biocatalyst may show activity in the direct oxidation of a double bond without the use of a peracid. The freeze-dried mycelium exhibited higher biocatalytic activity after defatting and high stability in ethyl acetate and in the presence of an oxidant. No decrease in its activity was observed after eight biocatalytic cycles. Therefore, the mycelium can be successfully used for the sustainable large-scale production of terpene epoxides.

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Improving efficiency and reducing enzyme inactivation during lipase-mediated epoxidation of α-pinene in a double-phase reaction system

Cited by 3 publications

References 37 publications

Impact of Pickering Emulsions Composition on Lipase Catalyzed Peroxyacetic Acid Synthesis

Impact of Pickering Emulsions Composition on Lipase Catalyzed Peroxyacetic Acid Synthesis

Screening of lipase TiL from Tilletia indica for chemo-enzymatic epoxidation of alkenes

Chemoenzymatic Epoxidation of Terpenes by Lyophilized Mycelium of Psychrophilic Cladosporium cladosporioides 01

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