Parameters Influencing Lipase-Catalyzed Glycolipid Synthesis by (Trans-)Esterification Reaction

Hollenbach, Rebecca; Ochsenreither, Katrin; Syldatk, Christoph

doi:10.1007/10_2021_173

Cited by 6 publications

(4 citation statements)

References 108 publications

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“…in presence of silica supported copper nano particles (1-3%) in ethanol solvent at 55-65°C under reflux condition. the reaction goes out forward direction 80-85 % of conversion and 10% KSM and 5% some unknown impurities , were isolated within 2 h. the amount increased of catalyst to 10 mol% notable significantly with 86 % of product and14 % of KSM (Table 1 In recent years organic chemist focused on green chemistry for organic synthesis [29] because the silica supported catalyst is more stable, efficient and easy to recover and reusable after reaction. The silica supported copper catalyst is design from E-Waste, It formation of benzimidazoles from diamines and aldehydes.…”

Section: Resultsmentioning

confidence: 99%

Silica supported copper nano particles design from metal waste apply formation of various condensation reaction

Nitone¹,

Mahida²,

Agrawal³

et al. 2021

7th GoGreen Summit 2021

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In recent years organic chemist focused on green chemistry for organic synthesis transformations because the silica supported catalyst is more stable, efficient and easy to recover and reusable after reaction. The silica supported copper catalyst is design from E-Waste, It used for formation of benzimidazoles from diamines and aldehydes.it is very deep work done by various catalyst, we noted in our research in unique method develop for synthesis of benzimidazoles made by condensation diamine and aldehydes via silica supported copper nano particles under EtOH as reaction media . The reactions done at 60° C temperature for 80 minute by 1:1.2 ratio mixture of diamine and aldehydes in the presence of nano catalyst to give the desired products with high purity.

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Section: Resultsmentioning

confidence: 99%

Silica supported copper nano particles design from metal waste apply formation of various condensation reaction

Nitone¹,

Mahida²,

Agrawal³

et al. 2021

7th GoGreen Summit 2021

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“… 57 With a log P of 1.1, 2M2B is less polar than the other investigated organic solvents, ethyl acetate, and acetone, which turns out to be valuable for biocatalysis as solvents of medium polarity are most suitable for glycolipid synthesis by allowing sugar dissolution without hindering enzyme activity. 43 , 52 , 53 , 58 Indeed, highly polar solvents can strip off water from the essential hydration shell of the enzyme, ending up in partial or complete denaturation of the latter. 59 − 61 …”

Section: Discussionmentioning

confidence: 99%

“…Most generally and until now, glycolipids have been produced in various organic solvents using conventional heating. − By means of mechanoenzymatic synthesis, yields were the highest in 2M2B, also known as tert-amyl alcohol, which is a solvent reported to be compatible with food and pharmaceutical applications . With a log P of 1.1, 2M2B is less polar than the other investigated organic solvents, ethyl acetate, and acetone, which turns out to be valuable for biocatalysis as solvents of medium polarity are most suitable for glycolipid synthesis by allowing sugar dissolution without hindering enzyme activity. ,,, Indeed, highly polar solvents can strip off water from the essential hydration shell of the enzyme, ending up in partial or complete denaturation of the latter. − …”

Section: Discussionmentioning

confidence: 99%

Lipase-Mediated Mechanoenzymatic Synthesis of Sugar Esters in Dissolved Unconventional and Neat Reaction Systems

Hollenbach

Delavault

Gebhardt

et al. 2022

ACS Sustainable Chem. Eng.

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Mechanochemical and biocatalytic approaches in modern research are two major assets to develop greener processes. In the present study, these modular tools of sustainability are pointed toward the production of versatile and daily employed compounds such as surfactants. Toward this aim, glycolipids, a class of nonionic surfactants composed of ubiquitous and primary metabolites such as sugar and fatty acid moieties, represent a promising alternative to petroleum-derived surface-active agents. Therefore, the combination of biocatalysis with mechanochemistry aiming at glycolipid synthesis seemed a logical step that was taken in this study for the first time. The monoacylated model compound glucose-6- O -decanoate was synthesized with the help of a bead mill apparatus using two different unconventional dissolved reaction systems, namely, menthol-based hydrophobic deep eutectic solvents and 2-methyl-2-butanol, thus reaching up to 12% yield in the latter based on the conversion of vinyl decanoate, after only 90 min of reaction. In addition, a neat reaction system using an excess of vinylated fatty ester as an adjuvant allowed a 27 mM/h space-time yield. The overall significant increase in productivities, up to 6 times, compared to standard heating and shaking methods, shows the tremendous potential of mechanoenzymatic synthesis.

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“…LogP and enzymatic activity can be correlated and used as partial prediction parameters. Solvents with a medium polarity, close to 1, are generally used, as they allow for sugar dissolution without interfering with enzymatic activity [74][75][76][77]. Solvents with a logP lower than 0 tend to remove water from the microen-vironment and disperse the hydrophobic domains of the enzyme, thus inactivating it [78].…”

Section: Key Informationmentioning

confidence: 99%

Latest Trends in Lipase-Catalyzed Synthesis of Ester Carbohydrate Surfactants: From Key Parameters to Opportunities and Future Development

Spalletta,

Joly,

Martin

2024

IJMS

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Carbohydrate-based surfactants are amphiphilic compounds containing hydrophilic moieties linked to hydrophobic aglycones. More specifically, carbohydrate esters are biosourced and biocompatible surfactants derived from inexpensive renewable raw materials (sugars and fatty acids). Their unique properties allow them to be used in various areas, such as the cosmetic, food, and medicine industries. These multi-applications have created a worldwide market for biobased surfactants and consequently expectations for their production. Biobased surfactants can be obtained from various processes, such as chemical synthesis or microorganism culture and surfactant purification. In accordance with the need for more sustainable and greener processes, the synthesis of these molecules by enzymatic pathways is an opportunity. This work presents a state-of-the-art lipase action mode, with a focus on the active sites of these proteins, and then on four essential parameters for optimizing the reaction: type of lipase, reaction medium, temperature, and ratio of substrates. Finally, this review discusses the latest trends and recent developments, showing the unlimited potential for optimization of such enzymatic syntheses.

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Parameters Influencing Lipase-Catalyzed Glycolipid Synthesis by (Trans-)Esterification Reaction

Cited by 6 publications

References 108 publications

Silica supported copper nano particles design from metal waste apply formation of various condensation reaction

Silica supported copper nano particles design from metal waste apply formation of various condensation reaction

Lipase-Mediated Mechanoenzymatic Synthesis of Sugar Esters in Dissolved Unconventional and Neat Reaction Systems

Latest Trends in Lipase-Catalyzed Synthesis of Ester Carbohydrate Surfactants: From Key Parameters to Opportunities and Future Development

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