Characterization of enzymatically prepared sugar medium‐chain fatty acid monoesters

Zhang, Xi; Wei, Wei; Cao, Xi; Feng, Fengqin

doi:10.1002/jsfa.6863

Cited by 37 publications

(38 citation statements)

References 31 publications

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“…The aqueous solution of surfactant shows a better stability of emulsion at 1 % surfactants concentration. The disaccharide fatty acid esters showed better emulsifying properties due to the presence of a long carbon chain [24,25].…”

Section: Surfactant Properties Of Sucrose Erucatementioning

confidence: 99%

Enzymatic Synthesis and Characterization of Sucrose Erucate

Jadhav¹,

Pratap²

2017

Tenside Surfactants Detergents

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The enzyme catalyzed synthesis is a environmentally friendly route compared to traditional syntheses. The lipase-catalyzed synthesis of sucrose erucate was achieved in a solvent mixture of t-butanol and dimethyl sulfoxide (4 : 1) by esterification of sucrose with erucic acid using the immobilized Thermomyces lanuginosus lipase. Various process parameters like temperature, substrate molar ratio, solvent, time, and enzyme loading were studied. The optimal conditions for the esterification reaction obtained were 10 %(w/w) enzyme loading, a molar ratio sucrose/fatty acid 1 : 1, mild reaction conditions (50 8C and atmospheric pressure) and reaction time (40 h with 55.6 % conversion). The sugar esters were characterized for surfactant properties at different concentration. Sucrose erucate showed a surface tension of (32.73 ± 0.01) mN m -1 at a critical micellar concentration of 9.8 · 10 -5 mol L -1 and good emulsification power.

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Section: Surfactant Properties Of Sucrose Erucatementioning

confidence: 99%

Enzymatic Synthesis and Characterization of Sucrose Erucate

Jadhav¹,

Pratap²

2017

Tenside Surfactants Detergents

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“…Commercial sucrose esters are used mostly in Japan in canned beverages to provide sterilization‐stable emulsions and to inhibit the germination of spore‐forming bacterium . In recent years, sugar fatty acid esters have attracted much attention because of their biological activities, including insecticidal, antitumor, and anti‐microbial properties . Some studies reported antibacterial activity of sugar fatty acid esters to inhibit Gram‐negative bacteria, while others reported that they inhibited only Gram‐positive bacteria .…”

Section: Introductionmentioning

confidence: 99%

Surface‐Active Properties and Anti‐Microbial Activities of Esterified Maltodextrins

et al. 2019

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The esterified maltodextrins (EMs) are prepared by enzymatic esterification of maltodextrin DE of 16 with three fatty acids (C‐10, C‐12, and C‐16). Three EMs are maltodextrin decanoate (DE16_D), maltodextrin laurate (DE16_L), and maltodextrin palmitate (DE16_P). Their surface‐active properties and anti‐microbial activities are investigated with various concentrations (0–20% (w/w)). All EMs exhibit surface activity that depends on the chain length of the fatty acid. The anti‐microbial activities of EMs and native maltodextrin are evaluated against Escherichia coli, a Gram‐negative bacterium, and Staphylococcus aureus a Gram‐positive bacterium. DE16_L is the most effective at retarding E. coli growth. The minimum inhibitory concentration (MIC) of DE16_L is 5% (w/w). Cell numbers of E. coli tend to decrease as the concentration increases for native maltodextrin, DE16_D, and DE16_L. On the other hand, DE16_P enhances the available cells of E. coli and S. aureus as concentration increases. EMs and native maltodextrin do not clearly retard the growth of S. aureus. This investigation indicates that the chain length of the fatty acid and the concentration of EMs affects their anti‐microbial ability.

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“…Sugar fatty acid esters are non‐ionic biosurfactants with intriguing features such as nontoxicity, biocompatibility, non‐irritancy, and biodegradability . They are usually produced from naturally renewable resources with a number of excellent surface properties including emulsification, dispersion, solubilization, and foaming and wetting functions for applications in oil recycling, hydrocarbon bioremediation, and in the food, cosmetic, pharmaceutical, and detergent industries …”

Section: Introductionmentioning

confidence: 99%

“…1 They are usually produced from naturally renewable resources with a number of excellent surface properties including emulsification, dispersion, solubilization, and foaming and wetting functions for applications in oil recycling, hydrocarbon bioremediation, and in the food, cosmetic, pharmaceutical, and detergent industries. 2 The conventional methods of biosurfactant production include liquid fermentation/extraction from microorganisms, chemical synthesis, and enzymatic synthesis. Compared to other methods, enzymatic synthesis has the advantages of simple operation, mild reaction conditions, high catalytic activity and regioselectivity, easy separation, and reuse of the immobilized enzyme.…”

Section: Introductionmentioning

confidence: 99%

“…The first enzymecatalyzed reaction in scCO 2 was reported in 1985 by Randolph et al, 14 and later the lipase-catalyzed reactions in scCO 2 involved the synthesis of different sugar fatty acid esters 15 and the acylation of methyl-β-Dfructofuranoside and caprylic acid with tert-butanol as a co-solvent. 16 Most recently, much interest has been shown on enzyme catalysis in biphasic systems consisting of scCO 2 and ILs. On one hand, scCO 2 can extract the reactants, making product separation and recycling of the enzyme and ILs easier.…”

Section: Introductionmentioning

confidence: 99%

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Lipase‐catalyzed Synthesis of Sugar Ester in Mixed Biphasic System of Ionic Liquids and Supercritical Carbon Dioxide

Chang

Zhang

Tang

2017

J Chinese Chemical Soc

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Lipase‐catalyzed synthesis of lauroyl glucose ester was continuously performed in a biphasic system consisting of supercritical CO2 and an ionic liquid (IL). Fourier transform infrared spectroscopy and nuclear magnetic resonance spectroscopy are employed to identify the product lauroyl glucose ester. The effects of reaction pressure, temperature, substrate flow rate, the amount of enzyme, and the amount of IL on the glucose conversion rate are investigated. The highest glucose conversion of up to 95.5% could be achieved at the optimal condition, which is higher than that in the pure IL. The enzyme activity in the biphasic system was 18.19 μmol/g/min, which is much higher than that in the pure IL. The continuous reaction in the binary system could last for 10 h at high enzyme activity. The combination of supercritical CO2 and ILs could not only improve the reaction rate and yield, which are attributed to the fast mass transfer rate and enhanced enzyme activity and lifespan, but also make the product separation and enzyme/ILs recycling easier.

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Characterization of enzymatically prepared sugar medium‐chain fatty acid monoesters

Abstract: Generally, the length of fatty acid chain (hydrophobic group) and sugar groups (hydrophilic group) for sugar medium-chain fatty acid monoesters both affected the surface properties and antimicrobial activities.

Cited by 37 publications

References 31 publications

Enzymatic Synthesis and Characterization of Sucrose Erucate

Enzymatic Synthesis and Characterization of Sucrose Erucate

Surface‐Active Properties and Anti‐Microbial Activities of Esterified Maltodextrins

Lipase‐catalyzed Synthesis of Sugar Ester in Mixed Biphasic System of Ionic Liquids and Supercritical Carbon Dioxide

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