CN102190589A - Amino acid ionic liquid for foodstuffs and medical treatments - Google Patents
Amino acid ionic liquid for foodstuffs and medical treatments Download PDFInfo
- Publication number
- CN102190589A CN102190589A CN2010101171220A CN201010117122A CN102190589A CN 102190589 A CN102190589 A CN 102190589A CN 2010101171220 A CN2010101171220 A CN 2010101171220A CN 201010117122 A CN201010117122 A CN 201010117122A CN 102190589 A CN102190589 A CN 102190589A
- Authority
- CN
- China
- Prior art keywords
- acid
- amino acid
- ion liquid
- mole
- ion
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention relates to an amino acid ionic liquid for foodstuffs and medical treatments. In the invention, amino acid such as tryptophan, methionine, threonine, valine, lysine, histidine, leucine, isoleucine, alanine, phenylalanine, cystine, cysteine, arginine, glycine, glycine, serine, tyrosine, glutamic acid, aspartic acid, proline, hydroxyproline, citrulline and ornithine, organic acidity (saturated or unsaturated) such as acetic acid, aliphatic acid, unsaturated fatty acid, oleic acid, linoleic acid, citric acid, tartrate, oxalic acid, malic acid, citric acid, ascorbic acid, benzoic acid, salicylic acid, caffeic acid, golden larch bark acid and chlorogenic acid, or organic base such as choline and guanidine, undergo a reaction to generate the amino acid ionic liquid. Through being processed into foodstuffs, and health products or drugs, the amino acid ionic liquid can supplement amino acids for persons or animals.
Description
Technical field
The present invention relates to a kind of amino acid ion liquid that is used for food and medical treatment.
Background technology
Ionic liquid is by organic cation and inorganic or organic anion constitutes, be the salt of liquid state under near temperature room temperature or the room temperature.Amino acid ion liquid is to be negatively charged ion or cationic ionic liquid (J.Am.Chem.Soc.2005,127,2398-2399 with amino acid; Y.K.Shan, L.Y.Dai, S.R.Ye, M.Y.He, Preparation of[AA]
2[SO
4] ionic liquids, CN 1383920,2002; Chem.Eur.J.2006,12,4021-4026; Chem.Eur.J.2009,15,3003-3011).Natural amino acid has kind more than 300, and main type is an a-amino acid.Can not be called indispensable amino acid by self synthetic amino acid in animal or human's class body, need be by replenishing in the food.Lack indispensable amino acid and can cause the unbalanced of disease and influence, therefore need be by replenishing targetedly in food, healthcare products or the fodder additives.This patent adopts the method for amino acid ion liquid to realize the amino acid supplementation of food and medical use.
Summary of the invention
The present invention relates to a kind of amino acid ion liquid that can be used for food and medical use.But the invention provides a kind of specific aim that can be used for food and medical use and replenish amino acid whose amino acid ion liquid, promptly, comprise hydrochloric acid, phosphoric acid, sulfuric acid with common and low-cost acid such as mineral acid; Also organic acid is as acetic acid, lipid acid, unsaturated fatty acids, oleic acid, linolic acid, citric acid, tartrate, oxalic acid, oxysuccinic acid, citric acid, xitix, phenylformic acid, Whitfield's ointment, coffic acid, pseudolaricis acid, chlorogenic acid and derivative thereof; Organic bases such as choline, guanidine and derivative thereof and alpha amino acid are as the derivative synthesizing amino acid ionic liquid of tryptophane, methionine(Met), Threonine, Xie Ansuan, Methionin, Histidine, leucine, Isoleucine, L-Ala, phenylalanine, Gelucystine, halfcystine, arginine, glycine, Serine, tyrosine, L-glutamic acid, aspartic acid, proline(Pro), oxyproline, citrulline, 2,5-diaminovaleric acid and alpha amino acid.The present invention not only can optionally provide amino acid by amino acid structure and kind in the change amino acid ion liquid, and can provide other nutritive substance simultaneously to ionic structure and kind by changing it, as choline, Yelkin TTS, nucleic acid or guanidine class.
Technical scheme
Design a kind of preparation method of amino acid ion liquid, concrete synthesis step is: fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole lipid acid and 0.5 mole is put into, under violent induction stirring, heating and temperature control is at 80 ℃, behind the reaction 10h, generate the ion liquid aqueous solution of lipid acid Methionin.It is rotated dehydration by evaporation under vacuum condition,, or directly promptly get product lipid acid Methionin ionic liquid by spraying drying then 100 ℃ of vacuum-dryings 48 hours.
Beneficial effect of the present invention
We's exposed installation meter a kind ofly can the specific aim selectivity provide the amino acid whose amino acid ion liquid that can be used for food and therepic use, can effectively solve the demand of human and animal to indispensable amino acid.Compare with other method of document, present method has been avoided employing ion exchange resin and acid-base neutralisation two-step approach complicated technology, and preparation method of the present invention has very big novelty and economy.The first, the present invention has designed a kind of amino acid ion liquid that can be used for food and treatment, can realize the humans and animals specific aim is optionally replenished amino acid; Second, the present invention proposes the amino acid ion liquid that the single stage method preparation can be used for food and medical treatment, adopt edible organic carboxyl acid or organic bases or animal-plant oil and amino acid direct reaction, with low cost, the process green energy conservation, can reduce production costs to a great extent, on route, have very big novelty.
Therefore, adopt new single stage method synthesizing amino acid ionic liquid, have the method novelty, raw material is easy to get, low price, and the preparation method is safe and reliable, and preparation technology is simple, and required equipment is few, is easy to advantages such as purification, suitability for mass industrialized production and application.
Embodiment
Further narrate the present invention below in conjunction with example.Concrete example does not limit claim of the present invention.
Embodiment 1
Lipid acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole lipid acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of lipid acid Methionin, with its rotary evaporation, vacuum-drying promptly gets product lipid acid Methionin ionic liquid.
Embodiment 2
Linolic acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole linolic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of linolic acid Methionin, with its rotary evaporation, vacuum-drying promptly gets product linolic acid Methionin ionic liquid.
Embodiment 3
Citric acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole citric acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of citric acid Methionin, with its rotary evaporation, vacuum-drying promptly gets product citric acid Methionin ionic liquid.
Embodiment 4
Xitix Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole xitix and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of xitix Methionin, with its rotary evaporation, vacuum-drying promptly gets product xitix Methionin ionic liquid.
Embodiment 5
Tartrate Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole tartrate and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of tartrate Methionin, with its rotary evaporation, vacuum-drying promptly gets product tartrate Methionin ionic liquid.
Embodiment 6
Oxalic acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole oxalic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generates the ion liquid aqueous solution of oxalic acid Methionin, with its rotary evaporation, vacuum-drying promptly gets product oxalic acid Methionin ionic liquid.
Embodiment 7
Lysine malate is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole oxysuccinic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of Lysine malate, with its rotary evaporation, vacuum-drying promptly gets product Lysine malate ionic liquid.
Embodiment 8
Phenylformic acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole phenylformic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of phenylformic acid Methionin, with its rotary evaporation, vacuum-drying promptly gets products benzene formic acid Methionin ionic liquid.
Embodiment 9
Whitfield's ointment Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole Whitfield's ointment and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of Whitfield's ointment Methionin, with its rotary evaporation, vacuum-drying promptly gets product Whitfield's ointment Methionin ionic liquid.
Embodiment 10
Coffic acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the Methionin of 0.5 mole coffic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of coffic acid Methionin, with its rotary evaporation, vacuum-drying promptly gets product coffic acid Methionin ionic liquid.
Embodiment 11
Pseudolaricis acid Methionin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, 0.5 mole pseudolaricis acid and 0.5 mole Methionin are put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of pseudolaricis acid Methionin, with its rotary evaporation, vacuum-drying promptly gets product pseudolaricis acid Methionin ionic liquid.
Embodiment 12
The lipid acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole lipid acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of lipid acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product lipid acid tryptophane ionic liquid.
Embodiment 13
The linolic acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole linolic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of linolic acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product linolic acid tryptophane ionic liquid.
Embodiment 14
The citric acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole citric acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of citric acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product citric acid tryptophane ionic liquid.
Embodiment 15
The xitix tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole xitix and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of xitix tryptophane, with its rotary evaporation, vacuum-drying promptly gets product xitix tryptophane ionic liquid.
Embodiment 16
The tartrate tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole tartrate and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of tartrate tryptophane, with its rotary evaporation, vacuum-drying promptly gets product tartrate tryptophane ionic liquid.
Embodiment 17
The oxalic acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole oxalic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generates the ion liquid aqueous solution of oxalic acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product oxalic acid tryptophane ionic liquid.
Embodiment 18
The oxysuccinic acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole oxysuccinic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of oxysuccinic acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product oxysuccinic acid tryptophane ionic liquid.
Embodiment 19
The phenylformic acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole phenylformic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of phenylformic acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets products benzene formic acid tryptophane ionic liquid.
Embodiment 20
The Whitfield's ointment tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole Whitfield's ointment and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of Whitfield's ointment tryptophane, with its rotary evaporation, vacuum-drying promptly gets product Whitfield's ointment tryptophane ionic liquid.
Embodiment 21
The coffic acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the tryptophane of 0.5 mole coffic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of coffic acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product coffic acid tryptophane ionic liquid.
Embodiment 22
Pseudolaricis acid tryptophane is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, 0.5 mole pseudolaricis acid and 0.5 mole tryptophane are put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of pseudolaricis acid tryptophane, with its rotary evaporation, vacuum-drying promptly gets product pseudolaricis acid tryptophane ionic liquid.
Embodiment 23
The lipid acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole lipid acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of lipid acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product lipid acid methionine(Met) ionic liquid.
Embodiment 24
The linolic acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole linolic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of linolic acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product linolic acid methionine(Met) ionic liquid.
Embodiment 25
The citric acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole citric acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of citric acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product citric acid methionine(Met) ionic liquid.
Embodiment 26
The xitix methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole xitix and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of xitix methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product xitix methionine(Met) ionic liquid.
Embodiment 27
The tartrate methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole tartrate and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of tartrate methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product tartrate methionine(Met) ionic liquid.
Embodiment 28
The oxalic acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole oxalic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generates the ion liquid aqueous solution of oxalic acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product oxalic acid methionine(Met) ionic liquid.
Embodiment 29
The oxysuccinic acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole oxysuccinic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of oxysuccinic acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product oxysuccinic acid methionine(Met) ionic liquid.
Embodiment 30
The phenylformic acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole phenylformic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of phenylformic acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets products benzene formic acid methionine(Met) ionic liquid.
Embodiment 31
The Whitfield's ointment methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole Whitfield's ointment and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of Whitfield's ointment methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product Whitfield's ointment methionine(Met) ionic liquid.
Embodiment 32
The coffic acid methionine(Met) is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, the methionine(Met) of 0.5 mole coffic acid and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of coffic acid methionine(Met), with its rotary evaporation, vacuum-drying promptly gets product coffic acid methionine(Met) ionic liquid.
Embodiment 33
Pseudolaricis acid egg propylhomoserin is ion liquid synthetic
Fetch water 100 milliliters in there-necked flask, 0.5 mole pseudolaricis acid and 0.5 mole methionine(Met) are put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generate the ion liquid aqueous solution of pseudolaricis acid egg propylhomoserin, with its rotary evaporation, vacuum-drying promptly gets product pseudolaricis acid egg propylhomoserin ionic liquid.
Embodiment 34
Synthesizing of Threonine cholinium ion liquid
Fetch water 100 milliliters in there-necked flask, the choline of 0.5 mole Threonine and 0.5 mole is put into, under vigorous stirring, temperature is controlled at 50 ℃, behind the reaction 20h, generates the aqueous solution of Threonine cholinium ion liquid, with its rotary evaporation, vacuum-drying promptly gets product Threonine cholinium ion liquid.
Claims (8)
1. an amino acid ion liquid that can be used for food and medical treatment is characterized in that it by negatively charged ion and cation composition, and the conduct of amino acid ion is at least a ion wherein.
2. the amino acid ion liquid of claim 1 refers in particular to the ionic liquid that comprises amino acid molecular or ionic structure, and ion liquid melting range is-50 degrees centigrade to 300 degrees centigrade.
3. the amino acid in the claim 1 is alpha amino acid, comprises at least a amino acid that is selected from following kind: tryptophane, methionine(Met), Threonine, Xie Ansuan, Methionin, Histidine, leucine, Isoleucine, L-Ala, phenylalanine, Gelucystine, halfcystine, arginine, glycine, Serine, tyrosine, L-glutamic acid, aspartic acid, proline(Pro), oxyproline, citrulline, 2,5-diaminovaleric acid.
4. the amino acid ion liquid in the claim 1, it can be that form with acid group exists to anion structure, as inorganic acid radical, comprises Cl
-, phosphate radical, sulfate radical, carbanion; Also organic acid is as lipid acid, unsaturated fatty acids, linolic acid, citric acid, tartrate, oxalic acid, oxysuccinic acid, citric acid, xitix, phenylformic acid, Whitfield's ointment, coffic acid, pseudolaricis acid, chlorogenic acid acid ion; It can be that form with alkali exists to cationic structure, as the positively charged ion of choline and guanidine.
5. the amino acid ion liquid in the claim 1, it can replenish human body and animal indispensable amino acid targetedly, perhaps with it ionic structure is replenished other nutritive substance with the form of amino acid ion liquid or organic salt, as choline or Yelkin TTS.
6. the amino acid ion liquid in the claim 1, its route of synthesis can be the hybrid reaction of amino acid and other one or more amino acid, organic acid, organic bases, by changing amino acid whose molecular structure or choosing of ionic molecular structure or solvent being designed to water-soluble, oil soluble, liquid state, solution, solid-state or above-mentioned admixture.
7. the amino acid ion liquid in the claim 1 is characterized in that comprising the amino acid ion liquid of at least a ad hoc structure, and it is to be interacted by amino acid and acid or alkali, and the fusing point of formation is-50 degrees centigrade of ion salt to 300 degrees centigrade of intervals.
8. the amino acid ion liquid in the claim 1, its synthesis material organic acid such as lipid acid or unsaturated fatty acids, can come from the hydrolysis or the alcoholysis of Vegetable oil lipoprotein or animal grease, hydrolysis or alcoholysis process can be carried out in same system with the preparation of amino acid ion liquid, adopt used amino acid as catalyzer or other corresponding catalyzer, the ester or the glycerine that generate can separate by underpressure distillation, said hydrolyzed/alcoholysis process can be separated in same system with follow-up amino acid ion liquid preparation process and carried out continuously, also can carry out simultaneously.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101171220A CN102190589A (en) | 2010-03-04 | 2010-03-04 | Amino acid ionic liquid for foodstuffs and medical treatments |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101171220A CN102190589A (en) | 2010-03-04 | 2010-03-04 | Amino acid ionic liquid for foodstuffs and medical treatments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102190589A true CN102190589A (en) | 2011-09-21 |
Family
ID=44599552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010101171220A Pending CN102190589A (en) | 2010-03-04 | 2010-03-04 | Amino acid ionic liquid for foodstuffs and medical treatments |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102190589A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102488685A (en) * | 2011-12-30 | 2012-06-13 | 贵州扬生医用器材有限公司 | Application method of liposome preparation containing compound amino acid component |
| CN108138080A (en) * | 2015-05-27 | 2018-06-08 | 英国贝尔法斯特女王大学 | Free fatty is removed from glyceride oil |
| CN109908018A (en) * | 2019-03-27 | 2019-06-21 | 广东萱嘉医品健康科技有限公司 | A kind of γ-aminobutyric acid ionic liquid and the preparation method and application thereof |
| CN109970584A (en) * | 2019-03-22 | 2019-07-05 | 天津大学 | A kind of preparation method of choline amino acid ion liquid |
| CN110105455A (en) * | 2019-05-21 | 2019-08-09 | 河北科技大学 | A kind of ionic liquid, its application and Cellulose nanocrystal body material and preparation method thereof |
| CN110200843A (en) * | 2019-06-14 | 2019-09-06 | 珠海萱嘉君行健康产业发展有限公司 | A kind of chitosan package γ-aminobutyric acid salicylic acid and the preparation method and application thereof |
| CN110229251A (en) * | 2018-06-02 | 2019-09-13 | 张宇 | A kind of micro- crosslinked acidic polysaccharide amino acid salt ion liquid Preparation method and use |
| AU2018239785B2 (en) * | 2017-03-21 | 2020-08-20 | Cj Cheiljedang Corporation | Adhesive composition and method for preparing same |
| WO2022140825A1 (en) * | 2020-12-29 | 2022-07-07 | Universidade Estadual De Campinas | Method for obtaining nutraceutical compositions in ionic-liquid form and nutraceutical compositions thus obtained |
| CN115569085A (en) * | 2022-09-27 | 2023-01-06 | 广州熵增科技有限公司 | Supermolecule blue copper peptide solution and preparation method and application thereof |
| US11624028B2 (en) | 2018-08-31 | 2023-04-11 | Cj Cheiljedang Corporation | Method of suppressing dust generation, soil stabilizing composition, and spray device including soil stabilizing composition |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1383920A (en) * | 2002-05-16 | 2002-12-11 | 华东师范大学 | L-sulforamidate type chiral ionic liquid and its prepn |
| CN1631539A (en) * | 2004-12-03 | 2005-06-29 | 北京大学 | Amino acid salt ion liquid and its preparation |
| CN1687085A (en) * | 2005-05-30 | 2005-10-26 | 中国科学院过程工程研究所 | Ion liquid in phosphine group amino acid |
| CN101260051A (en) * | 2008-04-24 | 2008-09-10 | 中国科学院过程工程研究所 | Biodegradable choline-like ionic liquid |
-
2010
- 2010-03-04 CN CN2010101171220A patent/CN102190589A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1383920A (en) * | 2002-05-16 | 2002-12-11 | 华东师范大学 | L-sulforamidate type chiral ionic liquid and its prepn |
| CN1631539A (en) * | 2004-12-03 | 2005-06-29 | 北京大学 | Amino acid salt ion liquid and its preparation |
| CN1687085A (en) * | 2005-05-30 | 2005-10-26 | 中国科学院过程工程研究所 | Ion liquid in phosphine group amino acid |
| CN101260051A (en) * | 2008-04-24 | 2008-09-10 | 中国科学院过程工程研究所 | Biodegradable choline-like ionic liquid |
Non-Patent Citations (1)
| Title |
|---|
| KENTA FUKUMOTO，ET AL.: "Room Temperature Ionic Liquids from 20 Natural Amino Acids", 《JOURNAL OF THE AMERICAN CHEMICAL SOCIETY》, vol. 127, no. 8, 3 February 2005 (2005-02-03), pages 2398 - 2399, XP008111204, DOI: doi:10.1021/ja043451i * |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102488685B (en) * | 2011-12-30 | 2013-05-01 | 贵州扬生医用器材有限公司 | Application method of liposome preparation containing compound amino acid component |
| CN102488685A (en) * | 2011-12-30 | 2012-06-13 | 贵州扬生医用器材有限公司 | Application method of liposome preparation containing compound amino acid component |
| CN108138080A (en) * | 2015-05-27 | 2018-06-08 | 英国贝尔法斯特女王大学 | Free fatty is removed from glyceride oil |
| US11254845B2 (en) | 2017-03-21 | 2022-02-22 | Cj Cheiljedang Corporation | Adhesive composition and method for preparing same |
| US11292944B2 (en) | 2017-03-21 | 2022-04-05 | Cj Cheiljedang Corporation | Adhesive composition and method for preparing same |
| AU2018239785B2 (en) * | 2017-03-21 | 2020-08-20 | Cj Cheiljedang Corporation | Adhesive composition and method for preparing same |
| AU2018238179B2 (en) * | 2017-03-21 | 2020-11-12 | Cj Cheiljedang Corporation | Adhesive composition and method for preparing same |
| CN110229251A (en) * | 2018-06-02 | 2019-09-13 | 张宇 | A kind of micro- crosslinked acidic polysaccharide amino acid salt ion liquid Preparation method and use |
| CN110229251B (en) * | 2018-06-02 | 2021-06-15 | 张宇 | Preparation method and application of micro-crosslinked acidic polysaccharide amino acid salt ionic liquid |
| US11624028B2 (en) | 2018-08-31 | 2023-04-11 | Cj Cheiljedang Corporation | Method of suppressing dust generation, soil stabilizing composition, and spray device including soil stabilizing composition |
| CN109970584A (en) * | 2019-03-22 | 2019-07-05 | 天津大学 | A kind of preparation method of choline amino acid ion liquid |
| CN109970584B (en) * | 2019-03-22 | 2022-04-05 | 天津大学 | Preparation method of choline amino acid ionic liquid |
| CN109908018B (en) * | 2019-03-27 | 2020-05-19 | 广东萱嘉医品健康科技有限公司 | Gamma-aminobutyric acid ionic liquid and preparation method and application thereof |
| CN109908018A (en) * | 2019-03-27 | 2019-06-21 | 广东萱嘉医品健康科技有限公司 | A kind of γ-aminobutyric acid ionic liquid and the preparation method and application thereof |
| CN110105455A (en) * | 2019-05-21 | 2019-08-09 | 河北科技大学 | A kind of ionic liquid, its application and Cellulose nanocrystal body material and preparation method thereof |
| CN110200843B (en) * | 2019-06-14 | 2021-12-21 | 深圳市萱嘉生物科技有限公司 | Chitosan-coated gamma-aminobutyric acid salicylic acid and preparation method and application thereof |
| CN110200843A (en) * | 2019-06-14 | 2019-09-06 | 珠海萱嘉君行健康产业发展有限公司 | A kind of chitosan package γ-aminobutyric acid salicylic acid and the preparation method and application thereof |
| WO2022140825A1 (en) * | 2020-12-29 | 2022-07-07 | Universidade Estadual De Campinas | Method for obtaining nutraceutical compositions in ionic-liquid form and nutraceutical compositions thus obtained |
| CN115569085A (en) * | 2022-09-27 | 2023-01-06 | 广州熵增科技有限公司 | Supermolecule blue copper peptide solution and preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102190589A (en) | Amino acid ionic liquid for foodstuffs and medical treatments | |
| Wu et al. | Identification of iron-chelating peptides from Pacific cod skin gelatin and the possible binding mode | |
| Hou et al. | Desalted duck egg white peptides: Promotion of calcium uptake and structure characterization | |
| US3941818A (en) | 1:1 Zinc methionine complexes | |
| Xu et al. | Effects of coated proteases on the performance, nutrient retention, gut morphology and carcass traits of broilers fed corn or sorghum based diets supplemented with soybean meal | |
| Oliveira et al. | Antioxidant activity and inhibition of meat lipid oxidation by soy protein hydrolysates obtained with a microbial protease | |
| Tian et al. | A comprehensive review of calcium and ferrous ions chelating peptides: Preparation, structure and transport pathways | |
| CN103435509A (en) | Preparation method and application of N-acyl acidic amino acid or salt thereof | |
| ES2703051T3 (en) | Compositions of matrix and layer for the protection of bioactive agents | |
| PH12017501144A1 (en) | Process for increasing the stability of a composition comprising polyunsaturated omega-6 fatty acids | |
| CN101275156A (en) | Collagen bioactive peptide, preparation and use thereof | |
| GB2467453A (en) | Antimicrobial agent and external preparation for skin containing the same | |
| RU2012119458A (en) | COMPLEX ETHERS OF HYALURONIC ACID, THEIR PRODUCTION AND APPLICATION IN DERMATOLOGY | |
| CN104041675A (en) | Simple preparation method for amino acid microelement chelate | |
| CN105331661A (en) | Method for preparing sericin polypeptides with aqueous enzymatic method | |
| Hou et al. | Collagen peptides from crucian skin improve calcium bioavailability and structural characterization by HPLC–ESI-MS/MS | |
| CN102787156A (en) | Method for preparing antioxidant peptides from yak cheese protein | |
| ES2823424T3 (en) | Use of emulsifiers in association with vegetable oleins in an animal feed | |
| US20200275681A1 (en) | Composition with high free amino acid contents and use as a starting material and complete feed for animal feed | |
| WO2009012784A2 (en) | Methods for preparing cytotoxic complexes of emulsifier and fatty acid | |
| JP2013542954A5 (en) | ||
| BR112020008967A2 (en) | compositions and methods to improve the food use of phosphorus and calcium in animals | |
| JP2014031354A (en) | Production method of collagen from fish skin and cosmetic composition containing it | |
| Muir et al. | The oral administration of meat and bone meal-derived protein fractions improved the performance of young broiler chicks | |
| CN103864639B (en) | A kind of N-fatty acid acylamino acid natrium surfactant and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20110921 |