Anti-microbial activities of ionic liquids

Pernak, Juliusz; Sobaszkiewicz, Kinga; Mirska, Ilona

doi:10.1039/b207543c

Cited by 455 publications

(340 citation statements)

References 35 publications

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“…In general, the toxicity of ILs appears to be directly proportional to the length of the alkyl chain as well as the number of alkyl groups substituted on the cation (Pernak et al 2003;Romero et al 2008;Sendovski et al 2010).…”

Section: Approaches To Manage Il Toxicitymentioning

confidence: 99%

“…For instance, ILs containing alkyl groups between 10 and 14 carbon atoms are considered toxic toward bacteria and fungi. Designing ILs with alkyl groups shorter than 10 carbon atoms may avoid microbial toxicity (Pernak et al 2003 (Kaar et al 2003) . The conclusion from all of these studies is that simple alterations in the chemistry of ILs can greatly reduce toxicity of IL to microorganisms and enzymes used in the downstream conversion steps.…”

Section: Approaches To Manage Il Toxicitymentioning

confidence: 99%

“…ILs have similar structures to detergents, pesticides and antibiotics which attack lipid structure, resulting in an increase in osmotic pressure and disruption of the membrane of microorganisms (Matsumoto et al 2004;Pernak et al 2001;Pernak et al 2003;Pham et al 2010). Moreover, one study suggested that some ILs are similar to cationic surfactants which induce polar narcosis due to their interfacial properties, causing membrane-bound protein disruption (Bernot et al 2005).…”

Section: Introductionmentioning

confidence: 99%

“…The toxicity of certain ILs can also inhibit enzymatic activity of microorganisms due to accumulation in cell membranes (Matsumoto et al 2004;Pham et al 2010;Romero et al 2008). Some ILs also have been shown to inhibit cell growth and cell viability for various microorganisms (Ganske and Bornscheuer 2006;Jing et al 2014;Pernak et al 2003;Pfruender et al 2006;Sendovski et al 2010). Many challenges associated with IL toxicity must be overcome before ILs can be utilized at the commercial scale (Egorova and Ananikov 2014).…”

Section: Introductionmentioning

confidence: 99%

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Ionic liquid-tolerant microorganisms and microbial communities for lignocellulose conversion to bioproducts

Simmons

Singer

et al. 2016

Appl Microbiol Biotechnol

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Chemical and physical pretreatment of biomass is a critical step in the conversion of lignocellulose to biofuels and bioproducts. Ionic liquid (IL) pretreatment has attracted significant attention due to the unique ability of certain ILs to solubilize some or all components of the plant cell wall. However, these ILs not only inhibit enzyme activities, but also the growth and productivity of microorganisms used in downstream hydrolysis and fermentation processes.While pretreated biomass can be washed to remove residual IL and reduce inhibition, extensive washing is costly and not feasible in large-scale processes. IL tolerant microorganisms and microbial communities have been discovered from environmental samples and studies begun to elucidate mechanisms of IL tolerance. The discovery of IL tolerance in environmental microbial communities and individual microbes has lead to the proposal of molecular mechanisms of resistance. In this article, we review recent progress on discovering IL tolerant microorganisms, identifying metabolic pathways and mechanisms of tolerance, and engineering microorganisms for IL tolerance. Research in these areas will yield new approaches to overcome inhibition in lignocellulosic biomass bioconversion processes and increase opportunities for the use of ILs in biomass pretreatment.

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Section: Approaches To Manage Il Toxicitymentioning

confidence: 99%

Section: Approaches To Manage Il Toxicitymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Ionic liquid-tolerant microorganisms and microbial communities for lignocellulose conversion to bioproducts

Simmons

Singer

et al. 2016

Appl Microbiol Biotechnol

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“…8 The preparation and characterization of a variety of ether-functionalized imidazolium RTILs are reported in the literature. [9][10][11][12] Applications of these are found in the fields of molecular-recognition, 13 transition-metal catalysis, 14 biocatalysis, 15 carbohydrate/nucleoside chemistry, 16,17 anti-microbial activities, 18 metal extraction, 19 liquid-phase organic synthesis, 20 polymer chemistry, 21 organic synthesis, 22 self-organization 23 and lubricants. 24 Understanding how structural changes affect physicochemical properties is of great importance for the preparation of task-specific RTILs.…”

Section: Introductionmentioning

confidence: 99%

Preparation, cation-anion interactions and physicochemical properties of ether-functionalized imidazolium ionic liquids

Schrekker

Silva

Gelesky

et al. 2008

J. Braz. Chem. Soc.

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Uma série de líquidos iônicos 1-alquil éter (e 1-alquil)-3-metilimidazólio 2-4 ([C x O y MIm] + [Ânion] ou [C x MIm] + [Ânion] , onde MIm = 3-metilimidazólio; C x O y = 1-alquil éter, C 7 O 3 = -(CH 2 ) 2 O(CH 2 ) 2 O(CH 2 ) 2 OCH 3 (A), C 3 O 1 = -(CH 2 ) 2 OCH 3 (B); C x = 1-alquil, C 10 = C 10 H 21 (C), C 4 = C 4 H 9 (D); e [Ânion] = H 3 CSO 3 (2), BF 4 (3) ou PF 6 (4)) foram preparados e caracterizados. A força da ligação de hidrogênio entre o cátion e o ânion dos líquidos iônicos 2-4 depende principalmente do ânion e diminui na ordem H 3 CSO 3 > BF 4 > PF 6 . Todos os líquidos iônicos metanosulfonatos 2 possuem uma forte desblindagem para o próton H 2 do ciclo imidazólio. Os líquidos iônicos funcionalizados com um grupo 1-alquil éter mostram densidades mais altas em comparação com seus equivalentes do grupo 1-alquil. Os sais 2a-b, 3a-d e 4a-b são líquidos iônicos à temperatura ambiente. E, todos os líquidos iônicos 1-alquil éter funcionalizados (exceto 4b) são completamente amorfos. As maiores faixas líquidas foram obtidas com os líquidos iônicos tetrafluoroborato devido as suas solidificações a temperaturas baixas e excelente estabilidade térmica. Estes dados fornecem informações importantes para o entendimento sobre possíveis aplicações e a preparação de líquidos iônicos com tarefas específicas.A set of 1-alkyl ether (and 1-alkyl)-3-methylimidazolium ionic liquids 2-4 ([C x O y MIm] + [Anion] or [C x MIm] + [Anion] , where MIm = 3-methylimidazolium; C x O y = 1-alkyl ether, C 7 O 3 = -(CH 2 ) 2 O(CH 2 ) 2 O(CH 2 ) 2 OCH 3 (A), C 3 O 1 = -(CH 2 ) 2 OCH 3 (B); C x = 1-alkyl, C 10 = C 10 H 21 (C), C 4 = C 4 H 9 (D); and [Anion] = H 3 CSO 3 (2), BF 4 (3) or PF 6 (4)) was prepared and characterized. The cation-anion hydrogen bonding strength showed to be mainly anion dependent and decreased in the order H 3 CSO 3 > BF 4 > PF 6 . All methanesulfonate ionic liquids 2 possessed a strongly deshielded H 2 imidazolium ring proton. 1-Alkyl ether functionalized ionic liquids showed higher densities in comparison to their 1-alkyl equivalents. The salts 2a-b, 3a-d and 4a-b are room-temperature ionic liquids. All 1-alkyl ether functionalized ionic liquids (except 4b) are completely amorphous. The widest liquid ranges were obtained with the tetrafluoroborate ionic liquids due to their late solidification and excellent thermal stability. These data provide important information for the understanding of their application scope and the preparation of task-specific ionic liquids.Keywords: imidazolium ionic liquids, ether-functionalized, hydrogen bonding, physicochemical properties, task-specific IntroductionRoom-temperature ionic liquids (RTILs), ionic salts that melt at and below ambient temperature, typically comprise of an organic cation and an organic or inorganic anion. The class of imidazolium RTILs is used in a wide variety of applications due to their attractive physical and chemical properties, 1-3 which include: air and moisture stability, low flammability, thermal stability, a neglectable vapor pressure, bei...

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Ionic Liquids

Stark¹,

Seddon²

2007

Kirk-Othmer Encyclopedia of Chemical Technology

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This article deals with the literature on ionic liquids, with the focus on nomenclature, preparation, and handling of the second‐generation ionic liquids. In the older (and some current) literature, ionic liquids are sometimes called liquid organic salts, fused salts, molten salts, ionic melts, NAILs (nonaqueous ionic liquids), room‐temperature ionic liquids, OILs (organic ionic liquids) and ionic fluids. Their most prominent feature, namely the potential of tuning their physical properties to suit a particular application, is discussed in detail. In addition, areas in which ionic liquids are already applied, and in which their properties promise favorable application in transition‐metal catalyzed reactions, are reviewed. In recent years, many ionic liquids have emerged as environmentally benign alternatives to volatile organic compounds (VOCs, such as trichloromethane, ethanenitrile and dimethylmethanamide), which cause emissions and effectively damage the ecological balance. The merit of ionic liquids, in this respect, is their negligibly small vapor pressure; therefore they are easily retained in a process. This concept has been realized, especially in preparative chemistry, as shown in many examples in this article: when used as solvents in catalytic processes, separation of the solvent (and the catalyst) from the product is facilitated, and recycling is easily possible.

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Anti-microbial activities of ionic liquids

Cited by 455 publications

References 35 publications

Ionic liquid-tolerant microorganisms and microbial communities for lignocellulose conversion to bioproducts

Ionic liquid-tolerant microorganisms and microbial communities for lignocellulose conversion to bioproducts

Preparation, cation-anion interactions and physicochemical properties of ether-functionalized imidazolium ionic liquids

Ionic Liquids

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