CN103601665A - Method of extracting amino acid by aqueous two phase system based on ionic liquid - Google Patents
Method of extracting amino acid by aqueous two phase system based on ionic liquid Download PDFInfo
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- CN103601665A CN103601665A CN201310571599.XA CN201310571599A CN103601665A CN 103601665 A CN103601665 A CN 103601665A CN 201310571599 A CN201310571599 A CN 201310571599A CN 103601665 A CN103601665 A CN 103601665A
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- methyl
- tryptophane
- ionic liquid
- aqueous
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
Abstract
The invention discloses a method of extracting tryptophan by an aqueous two phase system based on an ionic liquid. Tryptophan is extracted by using the aqueous two phase system consisting of one of 1-methyl-3-ethyl acetate imidazole tetrafluoborate, 1-methyl-3-(N, N-diethyl acetamido) imidazole tetrafluoborate and 1-methyl-3-(N, N-diethyl acetamido) imidazole chlorine salt and phosphate. The method comprises the extraction steps: adding phosphate into tryptophan aqueous liquid in proportion; stirring till phosphate is fully dissolved; adjusting the pH value; stirring for 5-20 minutes at 25-65 DEG C, wherein the stirring rotating speed is 300-1200rpm; standing and layering after sufficient mixing to separate a water layer and an extracting agent layer. The process takes the functionalized ionic liquid as an extracting agent and has the advantages of good solubility, mild operation condition and the like. The method provided by the invention is free from environmental pollution and is an efficient and green tryptophan extraction method.
Description
Technical field
The invention belongs to solvent extraction field, relate to the method that extracts tryptophane, specifically a kind of double-aqueous phase system extraction tryptophane method based on acid amides functionalized ion liquid.
Background technology
Amino acid is the important organics with amphoteric functional groups of a class, is the important component part of biological organism, is the elementary cell that forms protein, has important physiological function.Be widely used in food and medicine industry.In addition, amino acid is also used as the intermediate of synthetic special chemical material, and as low thermal mass sweeting agent, intercalating agent and many skins etc., and demand is increasing, and specification of quality is more and more higher, and kind requires more and more.1,000,000 tons of whole world amino acid annual production at present, 8,000,000 tons of demands, and demand rises year by year.The amino acid whose demand of China is about ten thousand tons of 10-15.Its separation and purification accounts for the more than 80% of total production cost.Amino acid is separated and reclaim employing ion-exchange-resin process mostly, and this process causes a large amount of material consumptions and environmental pollution.Therefore carry out its separating and purifying technology research significant.
Extraction process is high with its separation efficiency, energy consumption is low, strong adaptability and be easy to the advantages such as operate continuously, has received concern in Separation And Purification of Amino Acid.Yet traditional extraction agent is organic solvent substantially, volatility is large, strong toxicity, environmental pollution are serious.Therefore, Developing Green, safety, efficient Novel Extractant are studied significant.
The advantages such as ionic liquid has good chemical stability, designability, steam forces down and can be recycled, are considered to substitute " green solvent " of volatile organic solvent.In recent years, people have carried out a large amount of research to ionic liquid aqueous two phase extraction technique.Wang etc. utilize ionic liquid/salt double-aqueous phase system respectively bovine serum albumin, Regular Insulin, cytopigment с and gamma globulin to be carried out to extraction research.Liu Huizhou etc. utilize ionic liquid/salt double-aqueous phase system extracting penicillin G to be studied, and extraction efficiency can reach 93%.
Aspect amino acid extraction, the superfine employing conventional ion of Pei Yuan liquid 1-methyl-3-hexyl imidazoles bromine salt double-aqueous phase system is studied the extraction of tryptophane, and the partition ratio of tryptophane reaches 35.28.The present invention uses the ionic liquid of functionalization to substitute conventional ion liquid, uses functionalized ion liquid double-aqueous phase system to extract tryptophane, and partition ratio can reach more than 200, and effect of extracting significantly improves than reported in literature.Yet, adopt functionalized ion liquid double-aqueous phase system to extract and yet there are no report tryptophane.
Summary of the invention
The object of the present invention is to provide a kind of method of utilizing functionalized ion liquid double water-phase to carry out tryptophane extraction.
The technical solution used in the present invention is:
1. at 25 ℃ ~ 65 ℃, mixing speed, be under the condition of 300 ~ 1200 rpm, in proportion phosphoric acid salt is joined in the tryptophane aqueous solution that tryptophane is 1g/L ~ 10g/L, be stirred to phosphoric acid salt and dissolve completely, regulate pH, add functionalized ion liquid to continue to stir 5 ~ 20 min;
The mass ratio 1/8 ~ 1/1 of described phosphoric acid salt and the tryptophane aqueous solution;
The mass ratio of described functionalized ion liquid and the tryptophane aqueous solution is 1/5 ~ 2/1;
Described functionalized ion liquid is 1-methyl-3-ethyl acetate base tetrafluoroborate, 1-methyl-3-(N, N-diethyl acetamide base) tetrafluoroborate or 1-methyl-3-(N, N-diethyl acetamide base) any one in imidazoles villaumite;
When functionalized ion liquid is 1-methyl-3-(N, N-diethyl acetamide base) when tetrafluoroborate or 1-methyl-3-ethyl acetate base tetrafluoroborate, it is acid regulating pH to make to add the mixing solutions before functionalized ion liquid, regulates pH (not comprise 7) between 0 ~ 7;
When functionalized ion liquid is 1-methyl-3-(N, N-diethyl acetamide base) imidazoles villaumite, regulating pH to make to add the mixing solutions before functionalized ion liquid is alkalescence, regulates pH (not comprise 7) between 7 ~ 14;
2. liquid static layering, isolates water layer, obtains the ionic liquid layer containing tryptophane;
Preferred function ionic liquid of the present invention is 1-methyl-3-(N, N-diethyl acetamide base) imidazoles villaumite, regulating pH value is between 9 ~ 13.
The present invention develops a kind of novel method to tryptophane extraction in the aqueous solution, and the tryptophane in the aqueous solution is entered into functionalized ion liquid mutually by extraction.This process be take functionalized ion liquid as extraction agent, has that extraction efficiency is high, selectivity is strong, operational condition is gentle, an advantage such as low-steam pressure, ionic liquid structure can design.And environment is not polluted, be a kind of efficient, green Separation And Purification of Amino Acid method.
Embodiment
With embodiment, the invention will be further described below.
embodiment 1
By 0.8g NaH
2pO
42H
2o joins 3g containing in the aqueous solution of tryptophane, regulate pH value to 4.5, add 1ml 1-methyl-3-ethyl acetate base tetrafluoroborate, at 55 ℃ after speed 500 rpm magnetic agitation 10min, standing, layering, with ultraviolet-visible spectrophotometer, detect respectively the tryptophane concentration in two-phase, partition ratio is 1.25, and extraction efficiency is 16.48%.
embodiment 2
By 0.8g NaH
2pO
42H
2o joins 3g containing in the aqueous solution of tryptophane, regulate pH value to 4.5, add 1.4ml 1-methyl-3-ethyl acetate base tetrafluoroborate, at 25 ℃ after speed 500 rpm magnetic agitation 10min, standing, layering, with ultraviolet-visible spectrophotometer, detect respectively the tryptophane concentration in two-phase, partition ratio is 1.13, and extraction efficiency is 33.79%.
embodiment 3
By 1.6g NaH
2pO
42H
2o joins 3g containing in the aqueous solution of tryptophane, regulate pH value to 4.0, add 1ml 1-methyl-3-ethyl acetate base tetrafluoroborate, at 25 ℃ after speed 500 rpm magnetic agitation 10min, standing, layering, with ultraviolet-visible spectrophotometer, detect respectively the tryptophane concentration in two-phase, partition ratio is 1.57, and extraction efficiency is 32.42%.
embodiment 4
By 1g K
2hPO
43H
2o joins 3g containing in the aqueous solution of tryptophane, regulate pH value to 9.4, add 1.4ml 1-methyl-3-(N, N-diethyl acetamide base) imidazoles villaumite, at 25 ℃ after speed 500 rpm magnetic agitation 10min, standing, layering, with ultraviolet-visible spectrophotometer, detect respectively the tryptophane concentration in two-phase, partition ratio is 31.54, and extraction efficiency is 98.71%.
Claims (1)
1. an ionic liquid double-aqueous phase system extraction of amino acids method, is characterized in that step comprises:
1. at 25 ℃ ~ 85 ℃, mixing speed, be under the condition of 100 ~ 1200 rpm, in proportion phosphoric acid salt joined in the tryptophane aqueous solution of 1g/L ~ 10g/L, be stirred to phosphoric acid salt and dissolve completely, regulate pH, add functionalized ion liquid to continue to stir 5 ~ 20 min;
The mass ratio 1/8 ~ 1/1 of described phosphoric acid salt and the tryptophane aqueous solution;
The mass ratio of described functionalized ion liquid and the tryptophane aqueous solution is 1/5 ~ 2/1;
Described functionalized ion liquid is 1-methyl-3-ethyl acetate base tetrafluoroborate or 1-methyl-3-(N, N-diethyl acetamide base) any one in imidazoles villaumite;
When functionalized ion liquid is 1-methyl-3-(N, N-diethyl acetamide base) imidazoles villaumite, regulate pH to alkalescence;
2. liquid static layering, isolates water layer, obtains the ionic liquid layer containing tryptophane.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201310571599.XA CN103601665A (en) | 2013-11-18 | 2013-11-18 | Method of extracting amino acid by aqueous two phase system based on ionic liquid |
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| CN201310571599.XA CN103601665A (en) | 2013-11-18 | 2013-11-18 | Method of extracting amino acid by aqueous two phase system based on ionic liquid |
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| CN103601665A true CN103601665A (en) | 2014-02-26 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115286536A (en) * | 2022-07-05 | 2022-11-04 | 南京安淮创新药物研究院有限公司 | Crystallization and purification method of product after amino group in amino acid is grafted with protecting group |
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| EP1911829A1 (en) * | 2006-10-10 | 2008-04-16 | The Queen's University of Belfast | Process for deacidifying crude oil |
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| WO2011069587A1 (en) * | 2009-12-09 | 2011-06-16 | Curevac Gmbh | Lyophilization of nucleic acids in lactate-containing solutions |
| CN102267933A (en) * | 2011-05-03 | 2011-12-07 | 大连大学 | Tryptophan extraction process with aqueous two-phase system based on amide functional ionic liquid |
| CN102732365A (en) * | 2012-07-10 | 2012-10-17 | 广州市联诺化工科技有限公司 | Aqueous environment-friendly cutting fluid synergized by functional ionic liquid and method for preparing same |
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2013
- 2013-11-18 CN CN201310571599.XA patent/CN103601665A/en active Pending
Patent Citations (6)
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| EP1911829A1 (en) * | 2006-10-10 | 2008-04-16 | The Queen's University of Belfast | Process for deacidifying crude oil |
| CN101219942A (en) * | 2008-01-18 | 2008-07-16 | 浙江工业大学 | Method for extraction separation of total anthraquinone compounds |
| WO2011069587A1 (en) * | 2009-12-09 | 2011-06-16 | Curevac Gmbh | Lyophilization of nucleic acids in lactate-containing solutions |
| WO2011069528A1 (en) * | 2009-12-09 | 2011-06-16 | Curevac Gmbh | Lyophilization of nucleic acids in lactate-containing solutions |
| CN102267933A (en) * | 2011-05-03 | 2011-12-07 | 大连大学 | Tryptophan extraction process with aqueous two-phase system based on amide functional ionic liquid |
| CN102732365A (en) * | 2012-07-10 | 2012-10-17 | 广州市联诺化工科技有限公司 | Aqueous environment-friendly cutting fluid synergized by functional ionic liquid and method for preparing same |
Non-Patent Citations (2)
| Title |
|---|
| CHANGPING LI,等: "Aqueous two phase extraction process of tryptophan based on functionalized ionic liquids", 《RSC ADVANCES》, no. 3, 12 February 2013 (2013-02-12), pages 6356 - 6361 * |
| 杨文龙,等: "酰胺功能化咪唑型离子液体的合成、性能及应用", 《精细化工》, vol. 24, no. 08, 31 August 2007 (2007-08-31), pages 737 - 742 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115286536A (en) * | 2022-07-05 | 2022-11-04 | 南京安淮创新药物研究院有限公司 | Crystallization and purification method of product after amino group in amino acid is grafted with protecting group |
| CN115286536B (en) * | 2022-07-05 | 2023-10-27 | 南京安淮创新药物研究院有限公司 | Crystallization and purification method for product after amino group in amino acid is accessed with protecting group |
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Application publication date: 20140226 |