Efficient and eco-friendly low-molecular-weight gelators based on l-phenylalanine as promising remediation tool for oil pollution

Abdellatif, Mohamed Mehawed; Ibrahim, Saber; Nomura, Kotohiro

doi:10.1016/j.jksus.2019.06.003

Cited by 12 publications

(12 citation statements)

References 30 publications

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“…Very recently, amino acid-based gelators 66-70 ( Figure 12) were demonstrated to congeal organic phase from a biphasic mixture of aqueous and organic phases. Nomura and coworkers [42] reported the phase-selective gelation of paraffin oil in presence of aqueous phase by using l-phenylalanine derivatives 66 and 67 ( Figure 12). In this case, ethanol was necessary as a water-miscible carrier solvent.…”

Section: Application Of Psogs As Solution In Water-miscible Carrier Smentioning

confidence: 99%

How Far Are We in Combating Marine Oil Spills by Using Phase‐Selective Organogelators?

Vibhute

Sureshan

2020

ChemSusChem

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Section: Application Of Psogs As Solution In Water-miscible Carrier Smentioning

confidence: 99%

How Far Are We in Combating Marine Oil Spills by Using Phase‐Selective Organogelators?

Vibhute

Sureshan

2020

ChemSusChem

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“…The role of the interactions between such surfactants during gelation is still under investigation. The self-assembled fibrillary network (SAFiN) formation was proved to be related to the hydrogen bond’s formation ability [ 31 , 32 , 33 , 34 , 35 ]. Obviously there is no direct possibility to process the mapping of interaction in the nano fibers or on nano particle surface, but a good approximation to those interactions may provide crystal diffraction studies [ 36 ].…”

Section: Introductionmentioning

confidence: 99%

Low-Molecular-Weight Organogelators Based on N-dodecanoyl-L-amino Acids—Energy Frameworks and Supramolecular Synthons

et al. 2023

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Lauric acid was used to synthesize the low-molecular-weight organogelators (LMOGs), derivatives of two endogenous (L)-alanine, (L)-leucine, and three exogenous (L)-valine, (L)-phenylalanine, and (L)-proline amino acids. The nature of processes responsible for the gel formation both in polar and in apolar solvents of such compounds is still under investigation. Knowing that the organization of surfactant molecules affects the properties of nano scale materials and gels, we decided to elucidate this problem using crystallographic diffraction and energy frameworks analysis. The single crystals of the mentioned compounds were produced successfully from heptane/tBuOMe mixture. The compounds form lamellar self-assemblies in crystals. The energetic landscapes of single crystals of a series of studied amphiphilic gelators have been analyzed to explore the gelling properties. The presented results may be used as model systems to understand which supramolecular interactions observed in the solid state and what energy contributions are desired in the designing of new low-molecular-weight organic gelators.

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“…(Jian-Xiao et al, 2006;Paton & Talens-Alesson, 2001;Somasundaran et al, 1988) However, the environmental concern of surfactants is itself an issue, and other LMW amphiphiles have been looked at as possible substituents for petrochemical compounds. Peptides amphiphiles (Abdellatif et al, 2020;Bhattacharya & Krishnan-Ghosh, 2001;Suzuki et al, 2006) and, more importantly, microbial biosurfactants, like rhamnolipids, sophorolipids or surfactin, (Q. Chen et al, 2021;Hari & Upadhyay, 2021;Malkapuram et al, 2021;Mishra et al, 2021;Catherine N. Mulligan, 2021;Singh & Cameotra, 2013) have been shown to have interesting depollution properties against both organic and heavy metal pollutants.…”

Section: Introductionmentioning

confidence: 99%

Heavy metal removal from water using the metallogelation properties of a new glycolipid biosurfactant

Poirier

Ozkaya

Gredziak

et al. 2022

J Surfact & Detergents

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Water pollution by heavy metals is a problem of both western and developing countries.Heavy metal pollution can be associated to human activity, such as wastewaters from processing of ore mining, but also to simple contamination from metal rich soils. Whichever the case, chemical and physical methods are generally employed to depollute water. Since most chemicals are themselves polluting agents, there is an increasing interest in finding biobased and biodegradable alternative chemicals, both efficient in removing metals and benign to the environment. Biosurfactants are green chemicals produced by fermentation of yeasts and bacteria and with a good environmental score. Among many applications, this class of compounds has been used to remove heavy metals from contaminated soils. Within this framework, we propose a new mechanism of depolluting water using a glucolipid biosurfactant, G-C18:1, composed of glucose (G) and a C18:1 fatty acid (oleic acid). This compound is able to form a metallogel by complexing cations in water, thus trapping heavy metals (Cu 2+ , Ni 2+ , Cr 2+ and Co 2+ ) in the gel phase. This mechanism allows to remove up to 95% for cobalt and 88 ± 10%, 80 ± 3% and 59 ± 6% for Cu 2+ , Ni 2+ and Cr 2+ , respectively. A dedicated structural study shows that this is possible because positively charged species induce gelation of G-C18:1 through a micelle-to-wormlike phase transition, most likely driven by a charge neutralization process. This work shows that wise control of the nanoscale properties of green chemicals can strongly benefit to develop a sustainable future.

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Efficient and eco-friendly low-molecular-weight gelators based on l-phenylalanine as promising remediation tool for oil pollution

Cited by 12 publications

References 30 publications

How Far Are We in Combating Marine Oil Spills by Using Phase‐Selective Organogelators?

How Far Are We in Combating Marine Oil Spills by Using Phase‐Selective Organogelators?

Low-Molecular-Weight Organogelators Based on N-dodecanoyl-L-amino Acids—Energy Frameworks and Supramolecular Synthons

Heavy metal removal from water using the metallogelation properties of a new glycolipid biosurfactant

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