Highly selective biocatalytic synthesis of monoacylglycerides in sponge-like ionic liquids

Lozano, Pedro; Gómez, Consuelo; Nieto, Susana; Sánchez‐Gómez, Gregorio; García‐Verdugo, Eduardo; Luis, Santiago V.

doi:10.1039/c6gc01969b

Cited by 40 publications

(22 citation statements)

References 36 publications

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“…3,[20][21][22] Its choice relied also on the intermediate nature of the interactions present, when compared with the ILs previously studied via surface freezing, in terms of the van der Waals interactions due to its medium size alkyl chain length, yet with strong coulombic interactions resulting from the [BF 4 ] À anion. This ILC was shown to be an exceptional medium for the selective synthesis of monoacylglycerides 23 and a promising nuclear magnetic resonance (NMR) alignment medium. 24…”

Section: Introductionmentioning

confidence: 99%

Surface crystallization of ionic liquid crystals

Martins

Carvalho

Alves³

et al. 2019

Phys. Chem. Chem. Phys.

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Section: Introductionmentioning

confidence: 99%

Surface crystallization of ionic liquid crystals

Martins

Carvalho

Alves³

et al. 2019

Phys. Chem. Chem. Phys.

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“…is an example of a temperature switchable ionic liquid/solid phase used for the selective synthesis of monoglycerides [36]. Monomyristin can also be produced through two stages of reaction of ethyl myristate with 1,2-Oisopropylidene glycerol (mol ratio 1:8) using K 2 CO 3 as a catalyst, which produces an intermediate isopropylidene glycerol myristate as a yellowish liquid with a yield of 32.12% and purity of 95.55%.…”

Section: Monomyristinmentioning

confidence: 99%

Monoglycerides as an Antifungal Agent

Nitbani¹,

Jumina²

2020

Apolipoproteins, Triglycerides and Cholesterol

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Monoglyceride is a part of a lipid group compound. As a derivative of triglycerides, monoglycerides could be produced from renewable resources like fat or vegetable oils. Structurally, monoglyceride has lipophilic and hydrophilic properties in its molecule. Lipophilic properties could be donated by an acyl group from fatty acid and hydrophilic properties from two hydroxyl residues. Therefore, it was referred to as an organic amphiphilic compound. Monoglycerides have potency as antifungal agents. Based on its chemical structure, monoglyceride allows to bind to lipid bilayer and other components on the cell membrane of fungal microorganism and damage it. In this chapter, we will describe the structure and classification, physical and chemical properties, as well as reaction path synthesis of monoglyceride from vegetable oils and mechanism of action of monoglyceride as antifungal agents.

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“…This problem was mentioned explicitly by some authors (precaution was taken to suppress its effect) [ 12 ] but not others [ 13 ], even when the ILBSs were heated with methanol at 85 ° C for 8 h [ 14 ]. A literature survey using the search terms (HF, pH and hydrolysis) for the above-mentioned ILBSs showed that the time elapsed between preparing the ILBS solutions and the measurements/applications was not mentioned [ 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 ]. Therefore, we stress that this instability problem should not be overlooked; its potential effect on micellar parameters and other applications should be assessed.…”

Section: Introductionmentioning

confidence: 99%

Ionic Liquid-Based Surfactants: Recent Advances in Their Syntheses, Solution Properties, and Applications

et al. 2021

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The impetus for the expanding interest in ionic liquids (ILs) is their favorable properties and important applications. Ionic liquid-based surfactants (ILBSs) carry long-chain hydrophobic tails. Two or more molecules of ILBSs can be joined by covalent bonds leading, e.g., to gemini compounds (GILBSs). This review article focuses on aspects of the chemistry and applications of ILBSs and GILBSs, especially in the last ten years. Data on their adsorption at the interface and micelle formation are relevant for the applications of these surfactants. Therefore, we collected data for 152 ILBSs and 11 biamphiphilic compounds. The head ions of ILBSs are usually heterocyclic (imidazolium, pyridinium, pyrrolidinium, etc.). Most of these head-ions are also present in the reported 53 GILBSs. Where possible, we correlate the adsorption/micellar properties of the surfactants with their molecular structures, in particular, the number of carbon atoms present in the hydrocarbon “tail”. The use of ILBSs as templates for the fabrication of mesoporous nanoparticles enables better control of particle porosity and size, hence increasing their usefulness. ILs and ILBSs form thermodynamically stable water/oil and oil/water microemulsions. These were employed as templates for (radical) polymerization reactions, where the monomer is the “oil” component. The formed polymer nanoparticles can be further stabilized against aggregation by using a functionalized ILBS that is co-polymerized with the monomers. In addition to updating the literature on the subject, we hope that this review highlights the versatility and hence the potential applications of these classes of surfactants in several fields, including synthesis, catalysis, polymers, decontamination, and drug delivery.

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Highly selective biocatalytic synthesis of monoacylglycerides in sponge-like ionic liquids

Cited by 40 publications

References 36 publications

Surface crystallization of ionic liquid crystals

Surface crystallization of ionic liquid crystals

Monoglycerides as an Antifungal Agent

Ionic Liquid-Based Surfactants: Recent Advances in Their Syntheses, Solution Properties, and Applications

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