Synthesis, characterization, and surface properties of phenylalanine‐glycerol ether surfactants

Varka, E.-M.; Coutouli‐Argyropoulou, Evdoxia; Infante, M. R.; Pegiadou, S.

doi:10.1007/s11743-004-0325-7

Cited by 24 publications

(39 citation statements)

References 14 publications

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“…It was suggested that the amino acid surfactants exhibited antimicrobial activities when they were in monomeric form but not in micellar form . Varka et al studied the amino acid‐based surfactants synthesis, characterization and surface properties like CMC, SFT, excess and minimum surface area. The linearity trend, a regular decreasing order with an increase in the number of methylene groups in alkyl chain was observed in all anionic, cationic, and nonionic surfactants .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, surface and biological properties of sodium N‐acyl isoleucines

Sreenu

Rao

Sujitha

et al. 2013

Euro J Lipid Sci & Tech

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Mixture of fatty acids obtained from coconut, palm kernel, palm, jatropha, karanja, Sterculia foetida, and high oleic sunflower oils were used for the preparation of sodium N-acyl isoleucines (NaNAIle) via Schotten-Baumann reaction except castor oil which was prepared in thermal condensation in good yields. The products were characterized by chromatographic and spectral techniques. Surface active properties such as surface tension, wetting, foaming characteristics, emulsion stability, calcium tolerance, and micellization properties were evaluated for all the synthesized products. The results showed that all the products exhibited superior surface active properties like critical micelle concentration (CMC) and emulsion stability when compared to the commercial surfactant, sodium lauryl sulphate (SLS). The NaNAIle also exhibited promising cytotoxicity against human cancer cell lines except 3 and 5. 5, 6, and 8 showed antimicrobial activity against Gram-positive and Gram-negative bacteria. 1, 2, 7, and 8 exhibited good antioxidant properties.

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Section: Introductionmentioning

confidence: 99%

Synthesis, surface and biological properties of sodium N‐acyl isoleucines

Sreenu

Rao

Sujitha

et al. 2013

Euro J Lipid Sci & Tech

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“…Therefore, less hydrophilic molecules will be moved in the direction of the non-polar phase-the air; hence, their improved effectiveness in reducing surface tension. This is typical to various series of ionic and nonionic [32][33][34][35][36] surfactants. Better surface active properties have been described for a naturally produced lipopeptide surfactant-surfactin.…”

Section: Resultsmentioning

confidence: 95%

“…The highest value (pC 20 = 3.95) was observed for Palm-KG-NH 2 , while the lowest (pC 20 = 1.81) was noted for Myr-KKKK-NH 2 . This means that tested lipopeptides with smaller hydrophilic heads and longer hydrophobic tails have better ability to adsorb at the water/air interface, which is characteristic of all types of surface active agents [32][33][34][35][36].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Surface Activity of Cationic Amino Acid‐Based Surfactants in Aqueous Solution

Greber

2017

J Surfact & Detergents

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I studied the possibility of using amino acid-based surfactants as emulsifiers at the same time as preservatives. Fourteen lipopeptides were synthesized employing a solid phase peptide synthesis procedure. All compounds were designed to be positively charged from +1 to +4 and acylated with fatty acid chain—palmitic and miristic. The surface activity of the obtained lipopeptides was tested using a semi-automatic tensiometer to calculate parameters describing the behavior of lipopeptides in the air/water interface. Such parameters as CMC, surface tension at the CMC point (σ CMC), effectiveness (π CMC), and efficiency (pC20) were measured. Emulsifying properties of all lipopeptides were also examined. The studies reveal that the surface active properties of synthesized compounds strongly depend on the length of alkyl chains as well as on the composition of amino acid polar heads. The critical micelle concentration decreases with increasing alkyl chain length of lipopeptides with the same polar head. The effectiveness and efficiency decrease when the number of amino acids in the polar head increases. All lipopeptides established a very weak emulsification power and created unstable water/Miglyol 812 and water/paraffin oil emulsions. Results suggest that lipopeptides cannot be used as emulsifiers; nonetheless, it is possible to use them as auxiliary surfactants with disinfectant properties in combination with more potent emulsifiers.

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“…However, an extensive investigation of the wetting agents' role has not been done until now. The aim of the present work is the study of the hot mercerization of cotton under tension by using nonconventional surfactants (Scheme ) as wetting agents 23, 24. The new compounds have many properties required for mercerization such as their solubility in alkaline media without decomposition of the molecule, due to the stable ether bond between the glycerol moiety and the alkyl chain, in contrast to the hydrolysable ester bond of the conventional surfactants, absence of affinity to the cellulose fiber, and efficiency at low concentrations 25…”

Section: Introductionmentioning

confidence: 99%

Cellulose mercerization: Use of amino acid‐glycerol ethers as wetting agents

Varka

Savidis

Tsatsaroni

et al. 2009

J of Applied Polymer Sci

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The action of a new nonconventional series of (tryptophan-phenylalanine-histidine and tyrosine)-glycerol-ether surfactants as wetting agents in hot cotton mercerization was studied. The mercerization result was evaluated with the barium hydroxide absorption number, water absorbency and moisture regain, and mechanical properties of fibers; the dyeability of the mercerized samples with a direct and reactive dye was also studied. An improvement was observed for all the above parameters in the presence of the aforementioned wetting agents despite their being used in very low concentrations.

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Synthesis, characterization, and surface properties of phenylalanine‐glycerol ether surfactants

Cited by 24 publications

References 14 publications

Synthesis, surface and biological properties of sodium N‐acyl isoleucines

Synthesis, surface and biological properties of sodium N‐acyl isoleucines

Synthesis and Surface Activity of Cationic Amino Acid‐Based Surfactants in Aqueous Solution

Cellulose mercerization: Use of amino acid‐glycerol ethers as wetting agents

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