Hydrogen bonding analysis of glycerol aqueous solutions: A molecular dynamics simulation study

Chen, Cong; Li, Wei Zhong; Song, Yohan; Yang, Jianhua

doi:10.1016/j.molliq.2009.01.009

Cited by 103 publications

(50 citation statements)

References 56 publications

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“…However, our data as well as earlier studies suggest that glycerol has inhibitory activities at molar concentrations (see Fig. 1J and K;Borowitz and Brown, 1974;Hallsworth et al, 2007), and may act as a chaotropic stressor due to its unusual interactions with water and destabilizing effects on macromolecular structures (Borowitz and Brown, 1974;Hallsworth et al, 2007;Chen et al, 2009;F.D.L. Alves and J.E.…”

Section: Xerophilic Fungi From High-and Low-solute Substratessupporting

confidence: 87%

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Limits of life in hostile environments: no barriers to biosphere function?

Williams

Hallsworth²

2009

Environmental Microbiology

141

258

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SummaryEnvironments that are hostile to life are characterized by reduced microbial activity which results in poor soil-and plant-health, low biomass and biodiversity, and feeble ecosystem development. Whereas the functional biosphere may primarily be constrained by water activity (a w) the mechanism(s) by which this occurs have not been fully elucidated. Remarkably we found that, for diverse species of xerophilic fungi at a w values of Յ 0.72, water activity per se did not limit cellular function. We provide evidence that chaotropic activity determined their biotic window, and obtained mycelial growth at water activities as low as 0.647 (below that recorded for any microbial species) by addition of compounds that reduced the net chaotropicity. Unexpectedly we found that some fungi grew optimally under chaotropic conditions, providing evidence for a previously uncharacterized class of extremophilic microbes. Further studies to elucidate the way in which solute activities interact to determine the limits of life may lead to enhanced biotechnological processes, and increased productivity of agricultural and natural ecosystems in arid and semiarid regions.

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Section: Xerophilic Fungi From High-and Low-solute Substratessupporting

confidence: 87%

“…, 2007), and may act as a chaotropic stressor due to its unusual interactions with water and destabilizing effects on macromolecular structures (Borowitz and Brown, 1974; Hallsworth et al. , 2007; Chen et al. , 2009; F.D.L.…”

Section: Resultsmentioning

confidence: 99%

Limits of life in hostile environments: no barriers to biosphere function?

Williams

Hallsworth²

2009

Environmental Microbiology

141

258

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“…is an important co-solvent in this context, which was a subject of numerous studies in molecular dynamics (MD) simulations [8][9][10][11][12][13] and experiments. [14][15][16] At ambient conditions, this trihydric alcohol with three hydroxyl groups is a colorless, sugar-like, highly viscous liquid.…”

Section: H 8 O 3 )mentioning

confidence: 99%

Insights into Hydration Dynamics and Cooperative Interactions in Glycerol–Water Mixtures by Terahertz Dielectric Spectroscopy

et al. 2019

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We report relaxation dynamics of glycerol-water mixtures as probed by megahertz-to-terahertz dielectric spectroscopy in a frequency range from 50 MHz to 0.5 THz at room temperature. The dielectric relaxation spectra reveal several polarization processes at the molecular level with different time constants and dielectric strengths, providing an understanding of the hydrogen-bonding network in glycerol-water mixtures. We have determined the structure of hydration shells around glycerol molecules and the dynamics of bound water as a function of glycerol concentration in solutions using the Debye relaxation model. The experimental results show the existence of a critical glycerol concentration of ~7.5 mol %, which is related to the number of water molecules in the hydration layer around a glycerol molecule. At higher glycerol concentrations, water molecules dispersed in a glycerol network become abundant and eventually dominate and four distinct relaxation processes emerge in the mixtures. The relaxation dynamics and hydration structure in glycerol-water mixtures are further probed with molecular dynamics simulations, which confirm the physical picture revealed by the dielectric spectroscopy.

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“…[21] However,a nalysiso fs alty NaBr and NaI Gly solutions have revealed that bromide and iodide anionsp erturb the in-terfacialG ly organisation in as imilar manner to that found in aqueous halide salt solutions, leading to an increaseo ft he "dangling" OH groups at the interphase. Although these differences could be relatedt ot he different dynamics of the complex hydrogen-bonding networks in these mixtures, [23] the different solubilities of the solid nitrile (p-OMe)C 6 H 4 CN in these solvent systems may also be key. Interestingly,w hen using a1 :8 NaCl to Gly molarr atio solution [22] as ar eaction mediuml ed to slightly lower conversionst han when using neat Gly,a ffording 3f in am odest 22 %y ield (see the Supporting Information for details), suggesting that perturbing the in-terfacialG ly organisation does not seem to affect the efficiency of the addition process (Scheme 3).…”

Section: Resultsmentioning

confidence: 99%

Introducing Glycerol as a Sustainable Solvent to Organolithium Chemistry: Ultrafast Chemoselective Addition of Aryllithium Reagents to Nitriles under Air and at Ambient Temperature

Rodríguez-Álvarez

García‐Álvarez

Uzelac

et al. 2018

Chemistry A European J

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Edging closer towards developing air and moisture compatible polar organometallic chemistry, the chemoselective and ultrafast addition of a range of aryllithium reagents to nitriles has been accomplished by using glycerol as a solvent, at ambient temperature in the presence of air, establishing a novel sustainable access to aromatic ketones. Addition reactions occur heterogeneously ("on glycerol conditions"), where the lack of solubility of the nitriles in glycerol and the ability of the latter to form strong intermolecular hydrogen bonds seem key to favouring nucleophilic addition over competitive hydrolysis. Remarkably, PhLi exhibits a greater resistance to hydrolysis working "on glycerol" conditions than "on water". Introducing glycerol as a new solvent in organolithium chemistry unlocks a myriad of opportunities for developing more sustainable, air and moisture tolerant main-group-metal-mediated organic synthesis.

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Hydrogen bonding analysis of glycerol aqueous solutions: A molecular dynamics simulation study

Cited by 103 publications

References 56 publications

Limits of life in hostile environments: no barriers to biosphere function?

Limits of life in hostile environments: no barriers to biosphere function?

Insights into Hydration Dynamics and Cooperative Interactions in Glycerol–Water Mixtures by Terahertz Dielectric Spectroscopy

Introducing Glycerol as a Sustainable Solvent to Organolithium Chemistry: Ultrafast Chemoselective Addition of Aryllithium Reagents to Nitriles under Air and at Ambient Temperature

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