Simulated moving bed chromatography for the separation of ethyl esters of eicosapentaenoic acid and docosahexaenoic acid under nonlinear conditions

Li, Min; Bao, Zongbi; Xing, Huabin; Yang, Qiwei; Yang, Yiwen; Ren, Qilong

doi:10.1016/j.chroma.2015.11.041

Cited by 11 publications

(8 citation statements)

References 40 publications

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“…The performance of the continuous batch chromatography process was analyzed using the following indicators: relative purity, recovery, productivity, and solvent consumption . The relative purity (%) of EPA ethyl ester was defined as the ratio between the peak area of EPA ethyl ester and the total peak area of EPA ethyl ester and impurities analyzed by GC.…”

Section: Methodsmentioning

confidence: 99%

“…Fish oils contain various concentrations of EPA and docosahexaenoic acid (DHA) . The main methods for concentration of EPA and DHA or EPA ethyl ester from fish oils were CCC, fractional or low temperature crystallisation, fractional extraction, supercritical fluid extraction, urea complexation, repeated hydrolysis, polymeric monolithic silver ion disc column chromatography, simulated moving bed chromatography, and pH zone‐refining CCC . The purity of EPA could be enhanced to 80%.…”

Section: Introductionmentioning

confidence: 99%

“…The main methods for concentration of EPA and DHA or EPA ethyl ester from fish oils were CCC, fractional or low temperature crystallisation, fractional extraction, supercritical fluid extraction, urea complexation, repeated hydrolysis, polymeric monolithic silver ion disc column chromatography, Article Related Abbreviations: EPA, eicosapentaenoic acid; DHA, docosahexaenoic acid. simulated moving bed chromatography, and pH zone-refining CCC [5][6][7][8][9][10][11][12][13][14]. The purity of EPA could be enhanced to 80%.…”

Section: Introductionmentioning

confidence: 99%

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Preparation of eicosapentaenoic acid ethyl ester from fish oil ethyl esters by continuous batch chromatography

Zhao

Huang

et al. 2019

J of Separation Science

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Fish oils are rich in eicosapentaenoic acid, which has the wide‐ranging biological activities. The rapid and efficient separation of eicosapentaenoic acid ethyl ester from fish oils ethyl ester is still regarded as a challenge. In this study, we described an effective and flexible chromatography for eicosapentaenoic acid ethyl ester preparation, named continuous batch chromatography, which combined the batch chromatography with the continuous chromatographic operation mode. After continuous batch chromatography experiment, the recovery of eicosapentaenoic acid ethyl ester was 82.01%, the average relative purity and the relative highest purity of eicosapentaenoic acid ethyl ester were 97.82 and 98.98%. The productivity of continuous batch chromatography was 5.48 times higher than that of batch chromatography, while the solvent consumption of eicosapentaenoic acid ethyl ester was 78% of the batch chromatography. This study provided a reference for the separation of the targeted chemical component from multi‐component mixtures.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Preparation of eicosapentaenoic acid ethyl ester from fish oil ethyl esters by continuous batch chromatography

Zhao

Huang

et al. 2019

J of Separation Science

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“…Productivity increases with increased feed concentration. When employing a 100 g/L feed solution, the adsorption productivity is 13.11 g/L/h, the solvent consumption is 0.46 L/g, and the relative purity of both effluxes is above 99% [ 139 ]. To reduce the number of columns used and to improve the efficiency, Wang et al first used a mixture of EPA and DHA as a separation in a three-zone SMB system.…”

Section: Epa-ee Mixture Enrichment and Its Monomer Preparationmentioning

confidence: 99%

Highly Valuable Fish Oil: Formation Process, Enrichment, Subsequent Utilization, and Storage of Eicosapentaenoic Acid Ethyl Esters

You

Zhang

et al. 2023

Molecules

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In recent years, as the demand for precision nutrition is continuously increasing, scientific studies have shown that high-purity eicosapentaenoic acid ethyl ester (EPA-EE) functions more efficiently than mixed omega-3 polyunsaturated fatty acid preparations in diseases such as hyperlipidemia, heart disease, major depression, and heart disease; therefore, the market demand for EPA-EE is growing by the day. In this paper, we attempt to review EPA-EE from a whole-manufacturing-chain perspective. First, the extraction, refining, and ethanolysis processes (fish oil and ethanol undergo transesterification) of EPA-EE are described, emphasizing the potential of green substitute technologies. Then, the method of EPA enrichment is thoroughly detailed, the pros and cons of different methods are compared, and current developments in monomer production techniques are addressed. Finally, a summary of current advanced strategies for dealing with the low oxidative stability and low bioavailability of EPA-EE is presented. In conclusion, understanding the entire production process of EPA-EE will enable us to govern each step from a macro perspective and accomplish the best use of EPA-EE in a more cost-effective and environmentally friendly way.

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“…These methods include molecular distillation, low-temperature crystallization, urea adduct formation, simulated moving bed chromatography (SMB) and supercritical fluid chromatography [13]. However, other methods except for chromatography, could not produce omega-3 fatty acids with a purity of 90% or more [14,15]. Although the urea adduct formation is a cost-effective method, it can produce carcinogenic alkyl carbamates [16].…”

Section: Introductionmentioning

confidence: 99%

Purification of high purity docosahexaenoic acid from Schizochytrium sp. SH103 using preparative-scale HPLC

Kim²,

Park

et al. 2020

Appl Biol Chem

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High purity polyunsaturated fatty acids (> 95%) are essential for the synthesis of specialized pro-resolving lipid mediators (SPMs), such as protectins, resolvins, and maresins, which are used for clinical application. To date, high purity (> 95%) eicosapentaenoic acid (EPA; C20:5n3) and docosahexaenoic acid (DHA; C22:6n3) have been produced through various manufacturing steps using fish oil. In this study, we optimized preparative high performance liquid chromatography (HPLC) process to purify high-purity DHA ethyl ester (DHAee; > 98%) from oleaginous microalgae Shizochytrium sp. SH103 containing at least 34% DHA content. The purity and yield of DHA were determined by reverse phase chromatography with changing the mobile phase velocity, loading amount, and mobile phase composition. On a semi-preparative scale, optimal DHA separation in isocratic elution was obtained with a mobile phase velocity of 0.5 mL/min, a loading amount of 10 mg/mL, and mobile phase composition of methanol/water (96:4, v/v), wherein the purity of DHA was 98.5%. This separation was scaled up to a preparative column, resulting in 99.0% DHA fraction with a yield of 79.8%. This result suggests that a large amount of high purity DHA can be produced from microalgae when scaling up a preparative column to an industrial column.

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Simulated moving bed chromatography for the separation of ethyl esters of eicosapentaenoic acid and docosahexaenoic acid under nonlinear conditions

Cited by 11 publications

References 40 publications

Preparation of eicosapentaenoic acid ethyl ester from fish oil ethyl esters by continuous batch chromatography

Preparation of eicosapentaenoic acid ethyl ester from fish oil ethyl esters by continuous batch chromatography

Highly Valuable Fish Oil: Formation Process, Enrichment, Subsequent Utilization, and Storage of Eicosapentaenoic Acid Ethyl Esters

Purification of high purity docosahexaenoic acid from Schizochytrium sp. SH103 using preparative-scale HPLC

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