Efficient purification of sophorolipids via chemical modifications coupled with extractions and their potential applications as antibacterial agents

Tang, Yujing; Ma, Qianqian; Du, Yulu; Ren, Longfang; Zyl, Leonardo Joaquim van; Long, Xuwei

doi:10.1016/j.seppur.2020.116897

Cited by 23 publications

(47 citation statements)

References 30 publications

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“…SLs were produced by Candida bombicola ATCC 22214, as described previously . All chemical solvents were of analytical grade and were purchased from Nanjing Chemical Reagent Co., Ltd. (Nanjing, China).…”

Section: Methodsmentioning

confidence: 99%

“…Sophorolipids (SLs) are glycolipid biosurfactants that can be produced in large quantities by yeasts such as Starmerella (Candida) bombicola using glucose and/or vegetable oils as a carbon source. SLs have been extensively studied due to their excellent surface/interfacial activities, exceptionally low toxicities and eco-friendly properties. , SLs have been widely used in cosmetics, food, and in agriculture, as they have antimicrobial activity against many pathogens including, Rhodococcus erythropolis, Bacillus subtilis, and Streptococcus agalactiae. , SLs have been recognized as a potential alternative to preservatives in the food industry but have limited activity against some Gram-negative bacteria , and fungi compared to commonly used chemical preservatives . Chemical modification of SLs is an effective approach to improve the antimicrobial activity of natural SLs. ,− For example, functionalization of SLs with a quaternary ammonium group lowers the minimal inhibitory concentration (MIC) of the SLs to 5 mg/L against S.…”

Section: Introductionmentioning

confidence: 99%

“…Two-step membrane ultrafiltration has been employed to isolate acidic-type SLs and remove impurities in the cell-free fermentation broth; however, only 45% of the desired product with varying acetylation patterns was recovered . A complex process consuming a large volume of organic solvents has been reported recently to obtain pure SL-COOH, with a recovery of about 50% . At present, it is still challenging to obtain pure SL-COOH in an efficient manner.…”

Section: Introductionmentioning

confidence: 99%

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Efficient Preparation of Sophorolipids and Functionalization with Amino Acids to Furnish Potent Preservatives

Tang

Jin

Cui

et al. 2021

J. Agric. Food Chem.

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The development of new preservatives is an ongoing investigation in the food industry, especially those which are safe and environmentally friendly. In this study, biosurfactant sophorolipids (SLs) functionalized with amino acids were developed as efficient preservative agents. SLs were first isolated from fermentation broth by Candida bombicola ATCC 22214, hydrolyzed, and purified by extraction. The typical recovery is around 70%, while the extracted material consists of over 90% deacetylated acidic SLs (SL-COOH). Four types of SL derivatives were then synthesized via dicyclohexylcarbodiimide amidation reactions from prepared SL-COOH. Among the derivatives produced, the arginine SL conjugates (SL-D-Arg) displayed the highest activity against Grampositive bacteria and fungi and even inhibited the cell growth of Gram-negative bacteria and mildew. Furthermore, the arginine conjugates performed the broadest antimicrobial activity among the derivatives evaluated. The sterilization dosage of the arginine conjugates against the food-spoilage pathogen Bacillus spp. was 63−125 mg/L, in contrast to 250 mg/L for the enterotoxin producer Staphylococcus aureus and 500 mg/L for fungi. More importantly, SL-D-Arg displayed excellent biocompatibility, with a therapeutic index of over 7.94. SL-D-Arg has excellent potential as an alternative to traditional chemical preservatives.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Efficient Preparation of Sophorolipids and Functionalization with Amino Acids to Furnish Potent Preservatives

Tang

Jin

Cui

et al. 2021

J. Agric. Food Chem.

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“…Further purification of the BS may enhance antimicrobial properties. This is achieved through the exhaustive use of solvents and extraction steps [69] which, however, greatly increases the cost of the bioprocess, rendering down-stream processing unattractive. In the present study, the antimicrobial potential of the partially purified BS was examined, without further purification steps, leading to promising results and a promising, less-costly, down-stream processing method of the BS.…”

Section: Antimicrobial Activity Of the Biosurfactantmentioning

confidence: 99%

Iron-Stimulated Production and Antimicrobial Potential of a Novel Biosurfactant Produced by a Drilling Waste-Degrading Pseudomonas citronellolis Strain

et al. 2021

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A Pseudomonas citronellolis strain was isolated from drilling waste (DW). This strain utilizes DW as the sole energy and carbon source to produce biosurfactants (BSs). The BS produced was thermally stable, amorphous and includes a peptide structure. FeSO4, FeCl3 and Fe(NO3)3 were supplemented at various concentration levels to assess possible enhancement of BS production and DW biodegradation. The limit concentration of Fe compounds between the increase in BS formation and microbial toxicity was 0.1 mM. FeCl3 enhanced DW biodegradation and more than doubled the BS formation yield, determining an optimization strategy for BS production. The BS was then partially purified and used against several Gram-negative and positive multi-drug resistant bacteria (such as Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli spp, Acinetobacter baumaniii, Enterococcus faecalis spp, Streptococcus pneumoniae, Staphylococcus aureus, Salmonella enterica). The minimum inhibitory concentration was defined at a range of 0.25 to 10 mg/mL. The antimicrobial properties of the partially purified BS established its effectiveness and suggested a down-stream processing cost reduction, as no additional purification steps were necessary. The study could lead to a sustainable low-cost bioprocess towards a circular bioeconomy because waste, a non-expensive substrate, is used; while the BS holds great potential as a novel compound with antibiotic and disinfectant-like action, following toxicity testing with human cells.

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“…67 For example, Hu et al used a phosphate buffer where acid SLs cannot be dissolved and then obtained lactonized SLs possessed 99% purity, and this method obviously enhanced the product purity and reduced the loss of products. 68 Compared with the organic solvent extraction method, considering the difference in solubility of the two types of SLs, the saltingout method will be a more efficient and green separation method while the industrial use of the former can lead to huge environmental damage. But both of them suffer from the scale effect and huge consumption, which is something that needs to be solved urgently.…”

Section: Selective Separation and Purification Of Sophorolipidsmentioning

confidence: 99%

Biological tailoring of novel sophorolipid molecules and their derivatives

Qian

et al. 2021

Biofuels Bioprod Bioref

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A sophorolipid (SL) is a kind of glycolipid surfactant that has been much studied due to its excellent surface activity and physiological properties. However, the mixed structure of SLs and expensive separation costs have limited their application in advanced industries. Developing a tailored strategy to produce targeted SLs, with specific physicochemical properties, for direct application in various industries like agriculture, cleaning, and medicine, has become one of the main objectives of SL biological production. In this review, different characteristics of various SLs with various structures are classified in detail. The classification corresponds to their specific applications in different industries. Microorganisms for the production of specific SLs are also summarized, with emphasis on the metabolism pathways and regulation mechanisms. Strategies applied for SL biological tailoring, including selection of fermenting substrates, fermentation process optimization, metabolic engineering and downstream separation, are comprehensively reviewed.

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Efficient purification of sophorolipids via chemical modifications coupled with extractions and their potential applications as antibacterial agents

Cited by 23 publications

References 30 publications

Efficient Preparation of Sophorolipids and Functionalization with Amino Acids to Furnish Potent Preservatives

Efficient Preparation of Sophorolipids and Functionalization with Amino Acids to Furnish Potent Preservatives

Iron-Stimulated Production and Antimicrobial Potential of a Novel Biosurfactant Produced by a Drilling Waste-Degrading Pseudomonas citronellolis Strain

Biological tailoring of novel sophorolipid molecules and their derivatives

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