CN100500636C - Method of extracting amygdalic acid using strong alkali anion exchange resin - Google Patents
Method of extracting amygdalic acid using strong alkali anion exchange resin Download PDFInfo
- Publication number
- CN100500636C CN100500636C CNB200610135208XA CN200610135208A CN100500636C CN 100500636 C CN100500636 C CN 100500636C CN B200610135208X A CNB200610135208X A CN B200610135208XA CN 200610135208 A CN200610135208 A CN 200610135208A CN 100500636 C CN100500636 C CN 100500636C
- Authority
- CN
- China
- Prior art keywords
- amygdalic acid
- acid
- exchange resin
- amygdalic
- resin
- 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.)
- Expired - Fee Related
Links
Abstract
The present invention provides a method for extracting amygdalic acid by adopting strongly basic anion ion exchange resin. Said method is characterized by including the following steps: using strongly basic anion ion exchange resin to adsorb the solution containing amygdalic acid to saturation; using water to wash away residual liquor which is not undergone the process of ion exchange treatment and using eluant with a certain concentration to elute the amygdalic acid component, then making the element undergo the processes of reduced pressure recovering solvent, vacuum concentration and drying so as to obtain the amygdalic acid crude product.
Description
Technical field
The present invention relates to a kind of extracting method of chiral drug, more specifically relate to a kind of method that adopts strongly basic anion exchange resin to extract chiral drugs mandelic acid.
Background technology
The exploitation of chirality synthetic technology and chiral drug has become world today's bio-pharmaceuticals and vitochemical research focus.Chiral drug is meant the compound medicine of the single enantiomer of pharmacologically active effect.
(mandelic acid is a kind of important birth control chiral drug MA) to amygdalic acid, has spermicide and the double effects of the trichomonad of going out, lists Chinese science and technology portion " the Seventh Five-Year Plan ", ministry of Health of China " eight or five " and Fujian Province " 15 " tackling of key scientific and technical problems problem in.
Amygdalic acid still is the intermediate feed of many important chiral drugs, is that precursor can be expanded cyclome almond ester, urinary tract infections antiphlogistic drug hexamine mandelate, the medicines such as Hydrobenzole and antispasmodic Benzyl Amygdalate of putting drops in one's eyes by synthetic vessel with the amygdalic acid.
Because amygdalic acid is a chiral molecules, and two kinds of configurations of S-melic acid and R-melic acid are arranged.The amygdalic acid of single configuration is a very important chiral intermediate in the asymmetric catalysis synthesis, is widely used in the asymmetric synthesis of optically pure amino acid, angiotensin converting enzyme inhibitor, coenzyme A.The amygdalic acid of single configuration (or mandelic acid derivatives) institute synthetic medicine is compared with racemic amygdalic acid (or mandelic acid derivatives), and drug effect obviously improves, and toxic side effect significantly descends.
At present, the amygdalic acid of selling on market has S-melic acid, R-melic acid or amygdalic acid raceme etc.The amygdalic acid demand is approximately with average annual 10% speed increment on the world market, and Chinese amygdalic acid consumption was about 250 tons [Zhang Nan, chipal compounds amygdalic acid DEVELOPMENT PROSPECT is wide, Chinese chemical industry newspaper, 2002-2-21] in 2000.Therefore, the preparation method of research amygdalic acid has certain directive significance and vast market prospect.
Ion exchange technique is to utilize the strong and weak difference of ion-exchanger and various ionic reactive force, optionally adsorbs or discharges specific ion, thereby reach the purpose of removing impurity, enrichment or purification of target biochemical substances.In biological medicine industry, be widely used in the production of small-molecule substances such as microbiotic, amino acid, organic acid.
Ion-exchanger commonly used has two classes: hydrophobic structure ion-exchanger and hydrophilic-structure ion-exchanger.The former is usually said ion exchange resin, be raw material mainly with materials such as vinylbenzene, vinylformic acid or phenolic aldehyde, through synthetic solid-state polymer compound is the hydrophobicity skeleton, has the physical strength height, the water-swellable rate is low, characteristics such as exchange capacity is big, small-molecule substances such as organic acid, microbiotic should use the ion exchange resin of hydrophobic structure to separate.
Ion exchange resin is a kind of general soda acid and organic solvent of being insoluble to, also not fusion solid-state polymer compound, and good stability not only, but and have a multi-functional base of ion-exchange.It is by insoluble three-dimensional space mesh skeleton, be connected functional group on the skeleton and functional group with the modular constructions such as exchangable ion of opposite charges form.From the acid-basicity viewpoint, ion exchange resin can be considered multi-functional macromolecular multi-component acid (H
+) or macromolecular multi-component alkali (OH
-).
Active ion in the commutative functional group of ion exchange resin determines the salient features of this resin, and the degree of ionization of functional group has determined the acid or alkaline power of resin.Press the functional group branch, usually resin is divided into strongly-acid, weakly acidic cation-exchange resin and four big classes such as strong basicity, weak base anion-exchange resin, four big class ion exchange resin performances relatively see Table 1.
Table 1 four big class ion exchange resin performances relatively
The salient features of ion exchange resin has: degree of crosslinking, rate of expansion, water content, ion-exchange speed, exchange capacity and exchange selectivity etc.Usually, influence the Ion-exchange Selectivity factor potential of hydrogen of ion hydration radius, ionic valency and solution etc. is arranged.Avidity between ion and the resin is big more, just easy being adsorbed more; In like manner, this ion that is adsorbed on the resin just is not easy by wash-out more.Under low concentration aqueous solution and normal temperature condition, the ionic valency is high more, just easy being adsorbed more.In the exchange of mineral ion, the easy more absorption of ion that hydrated radius is less.Various monovalent ions are as follows to the avidity size ordering of resin: when adopting basic resin, and OH
-＜F
-＜HCO
3 -＜Cl
-＜HSO
3 -＜Br
-＜NO
3 -＜I
-＜ClO
4 -When adopting weakly base resin, F
-＜HCO
3 -＜Cl
-＜HSO
3 -＜Br
-＜NO
3 -＜I
-＜ClO
4 -＜OH
-
At present, rosin products is of a great variety in the world wide, and sorting technique also has nothing in common with each other.The main strongly basic anion exchange resin commodity of domestic production circulation, can be divided into condensation polymer type resin and polyaddition type resin according to the type of polyreaction: the skeleton structure according to resin then mainly is strongly basic anion exchange resin products such as polystyrene, acrylic acid series, phenolic aldehyde system, epoxy system, vinylpyridine system, urea aldehyde system and vinyl chloride; Brand according to resin then can be divided into the Amberlite IRA series of Shanghai Rhom and Hass (sino-america joint-venture) (as Amberlite IRA-400, Amberlite IRA-404, Amberlite IRA-410), Dowex1 series (as Dowex1 * 2) and the Dowex2 series (as Dowex2 * 4) of Lai Te (Sino-British joint) is floated in Zhejiang, East China University of Science and Chemical Plant of Nankai Univ. 201 series (as 201 * 4 (trade(brand)names 711), 201 * 2 (trade(brand)names 714), 201 * 7 (trade(brand)names 717)) and 202 series strongly basic anion exchange resin products such as (as 202 * 2).
Owing to have carboxylic acid, its dissociation constant pK in the amygdalic acid molecule
4Value is 5.28, is slightly acidic organic acid [Chen Jianfeng etc., the physicochemical property of chiral drugs mandelic acid is measured, University of Fuzhou's journal, 2005,33 (3): 395～399].According to the ion-exchange theory, under acidic conditions, amygdalic acid mainly exists with molecularity, can select for use macroporous adsorbent resin to carry out enriching and purifying, but under neutrality or alkaline condition, amygdalic acid then is to exist with the negatively charged ion state, should adopt ion exchange technique to separate amygdalic acid.
When adopting strongly basic anion exchange resin separation and purification amygdalic acid, various monovalent ions are as follows to the avidity size ordering of resin: OH
-＜MA
-＜F
-＜Cl
-＜HSO
3 -＜Br
-＜NO
3 -＜I
-＜ClO
4 -, therefore, can adopt and contain F
-, Cl
-, Br
-, I
-, SO
4 2-, PO
4 3-Eluent Deng mineral ion carries out wash-out, and this eluent can be acidity, neutrality or basic solution.
Adopting the main foundation of ion exchange technique separation and purification amygdalic acid is that ion exchange resin is different to the avidity of amygdalic acid and impurity.Ion exchange resin depends primarily on the influence of other impurity in the functional group characteristics of physico-chemical property, resin of amygdalic acid and the solution to the avidity of amygdalic acid.
Owing to except that mandelate ion, also have Cl in the amygdalic acid fermented liquid
-, SO
4 2-, PO
4 3-Deng negatively charged ion, and amphotericeledrolyte such as the amino acid that under neutrality or alkaline condition, exists, protein with the negatively charged ion state, when selecting ion exchange technique separation and purification amygdalic acid, can take 2 strategies: 1. select mineral ion and foreign protein avidity stronger, and resin and the condition more weak to amygdalic acid avidity, impurity is attracted on the resin when upper prop, and amygdalic acid flows out in a large number, play the purpose that amygdalic acid and impurity separate.2. or on the contrary, selection is stronger to amygdalic acid avidity, and to more weak resin and conditions of impurity avidity such as mineral ion, amino acid and protein, amygdalic acid is adsorbed on the resin in a large number, mode by desorption then is with certain density eluent wash-out amygdalic acid component.1. plant strategy and compare with the, 2. the plant strategy not only can reach efficiently separating of amygdalic acid and impurity, and the amygdalic acid component is had tangible enrichment concentrated effect.
Summary of the invention
The object of the present invention is to provide a kind of method that adopts strongly basic anion exchange resin to extract amygdalic acid, not only equipment is simple for this method, good separating effect, product yield height, and resin long service life, production cost are low.
The method that employing strongly basic anion exchange resin of the present invention extracts amygdalic acid is achieved in that the solution that contains amygdalic acid, be adsorbed to saturated with strongly basic anion exchange resin, the debris of ion-exchange does not take place in the water flush away, use certain density eluent wash-out amygdalic acid component again, elutriant through decompression and solvent recovery, vacuum concentration, be dried to the amygdalic acid crude product.
It is that the advantage of eluent is mainly that the present invention preferentially selects HCl for use:
1. compare with other halogen acid such as HF, HBr, HI, HCl is cheap and easy to get, can obviously reduce the production cost of amygdalic acid as eluent.
2. because amygdalic acid can only be dissociated into univalent anion at most, amygdalic acid and eluent are to wait mole to exchange, as employing H
2SO
4, H
3PO
4When being eluent,, cause H easily though also can reach the purpose of wash-out amygdalic acid component Deng polyvalent mineral acid
+Excessive release and accumulation, be unfavorable for the accurate judgement of wash-out terminal point.
3. when adopting strongly basic anion exchange resin separation and purification amygdalic acid, waiting under the volumetric molar concentration condition, each mineral ion is as follows to the avidity size ordering of resin: OH
-＜MA
-＜F
-＜Cl
-＜HSO
3 -＜Br
-＜NO
3 -＜I
-＜ClO
4 -＜SO
4 2-＜PO
4 3-, adopt HCl solution can reach the purpose of wash-out amygdalic acid component.
4. neutrality or the basic solution that contains other mineral ion with employing is that eluent is compared, and adopting HCl solution is that eluent not only can reach the purpose of wash-out amygdalic acid component, and helps adopting simultaneously elutriant pH value rapid drawdown and acid AgNO
3The foundation of the sedimentary variation characteristic of AgCl as the wash-out endpoint appears in indicator.
Preparation method's of the present invention major advantage is: made full use of strongly basic anion exchange resin to the avidity of targeted activity material amygdalic acid and difference to the avidity of impurity such as protein, polysaccharide, amino acid, pigment, inorganic salt, and certain density eluent solution different to the elutive power that is adsorbed on amygdalic acid and impurity such as protein, amino acid, inorganic salt on the ion exchange resin, really reached the high efficiency separation of amygdalic acid and impurity.
Embodiment
The present invention adopts strongly basic anion exchange resin to extract the method for amygdalic acid, its concrete steps are: the solution that contains amygdalic acid, under pH value 5.7～7.3 conditions, be adsorbed to saturated with strongly basic anion exchange resin, go not take place the debris of ion-exchange earlier with the washing that is no less than 1 times of amount of resin (V/V), use the eluent of 0.4～1.2mol/L concentration of 4～12 times of amount of resin (V/V) again, with 1～3 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, under 50～80 ℃ of conditions, through decompression and solvent recovery, vacuum concentration, be dried to the amygdalic acid crude product.
Wherein, the solution that contains amygdalic acid can be the mandelic acid extract that derives from plant extract, derive from biosynthetic amygdalic acid fermented liquid, derive from enzyme catalysis or fractionation the amygdalic acid reaction solution, derive from the amygdalic acid reaction solution of chemosynthesis or fractionation one or more.
Amygdalic acid is one or more in S-melic acid, R-melic acid or the racemize amygdalic acid.
The chemical constitution of strongly basic anion exchange resin skeleton can be one or more in polystyrene, polyacrylic acid or the phenolic aldehyde, preferentially selects polystyrene or polyacrylic acid for use.
It can be OH that the negatively charged ion of eluent is formed
-, F
-, Cl
-, Br
-, I
-, NO
3 -, CO
3 2-, SO
4 2-, PO
4 3-Deng in the mineral ion one or more, eluent is one or more in acid, neutrality or the basic solution, preferentially selects HCl for use.
The physical and chemical parameter measuring method of prepared product of the present invention is as follows:
(1) amygdalic acid Determination on content: adopt high performance liquid chromatography.Condition determination: Agilent 1100 type high performance liquid chromatographs (DAD diode-array detector), Waters Nova-Pak C
18Chromatographic column (Φ 4.6 * 250mm, 5 μ m), moving phase is 50mmol/L phosphate buffered saline buffer (pH6.8): methyl alcohol=9: 1 (V/V), flow velocity 1.0ml/min, 30 ℃ of column temperatures, sample size 20 μ L detect wavelength 220nm.(available from Sigma company) is contrast with the amygdalic acid raceme.
(2) mensuration of the optical antipode content of amygdalic acid (e.e value): adopt capillary electrophoresis.Deposition condition: neutral molten silicon capillary column (I.D.75 μ m, useful length 50cm), damping fluid is the 100mmol/L Tris phosphoric acid solution (pH7.6) that contains the 150g/L hydroxypropyl-beta-cyclodextrin, separation voltage 20kV, separate column temperature 200C, sample introduction pressure 2.76 * 10
3Pa, sample injection time 8sec, ultraviolet detection wavelength 214nm is contrast with R-amygdalic acid and S-amygdalic acid standard substance (available from Sigma company).Standard substance are prepared (Milli.-QII type ultrapure water system) with ultrapure water, and concentration is 0.75mmol/L.Kapillary pre-treatment: use ultrapure water (13.78 * 10 respectively before each the use
4Pa) drip washing 3min, 0.1mol/L NaOH (6.89 * 10
4Pa) drip washing 2min, ultrapure water drip washing 3min.Use ultrapure water and each drip washing 2min of damping fluid before each sample introduction.The calculation formula of enantiomeric excess value: e.e.=([R]-[S])/([R]+[S]) * 100%, wherein: [R] and [S] is the content (mmol/L) of R type and S type amygdalic acid.
(3) determination of polysaccharide adopts the phenolsulfuric acid method, is contrast with glucose or D-semi-lactosi.Protein content determination adopts FoLin-phenol method, is contrast with the bSA.Inorganic ion content is measured and is adopted kit measurement, wherein SO
4 2-Mensuration adopt the bariumchloride precipitator method, Cl
-Measure and adopt the Silver Nitrate precipitator method, Ca
2+And Mg
2+Mensuration adopt methyl thymol blue complexometry.
The drying means of prepared product of the present invention is as follows:
(1) the spraying drying condition is: feeding liquid concentration 10～20 degree Beaume (60 ℃), 160～250 ℃ of PG-5 type spray-drier inlet temperatures, 60～110 ℃ of temperature outs, centrifugal head operating pressure 1.6～3.0kgf/cm
2
(2) lyophilize condition is: drying temperature-10～-60 ℃, 35～70 ℃ of sublimation temperatures, pressure 0.05～0.18mbar, time of drying 20～40h.
(3) vacuum-drying condition is: 45～75 ℃ of drying temperatures, pressure-0.06～-0.095MPa, time of drying 15～50h.
Preparation method's of the present invention embodiment is presented below:
Embodiment 1
The pH value is 5.78, S-amygdalic acid concentration is the fermented liquid of 98.6mmol/L, adopt Amberlite IRA-400 anionite-exchange resin, under the mixing speed condition of 75r/min, Static Adsorption is to saturated, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 1.2mol/LHCl solution (V/V) of 4 times of amount of resin again, with 2 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, become the amygdalic acid crude product through decompression and solvent recovery, vacuum concentration, vacuum-drying.After measured, the rate of recovery 86.3% of amygdalic acid, the purity of amygdalic acid are 54.5%.
Embodiment 2
R, S-amygdalic acid concentration is the peach leaf extracting solution of 123.6mmol/L, behind hydrochloric acid or sodium hydroxide solution adjust pH to 7.28, adopt Amberlite IRA-404 anionite-exchange resin, with 0.3 times of amount of resin/hour last column flow rate (V/V), dynamic adsorption is to saturated, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 0.75mol/LHCl solution (V/V) of 8 times of amount of resin again, with 3 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, under 50～80 ℃ of conditions, through decompression and solvent recovery, vacuum concentration, vacuum-drying becomes the amygdalic acid crude product.After measured, the rate of recovery 87.9% of amygdalic acid, the purity of amygdalic acid are 55.1%.
Embodiment 3
R-amygdalic acid concentration is the almond eyeball enzyme hydrolyzate of 213.8mmol/L, behind hydrochloric acid or sodium hydroxide solution adjust pH to 6.59, adopt Amberlite IRA-410 anionite-exchange resin to be adsorbed to saturated, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 0.4mol/L HCl solution (V/V) of 12 times of amount of resin again, with 1 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, become the amygdalic acid crude product through decompression and solvent recovery, vacuum concentration, vacuum-drying.After measured, the rate of recovery 84.3% of amygdalic acid, the purity of amygdalic acid are 54.2%.
Embodiment 4
The pH value is 6.53, R, S-amygdalic acid concentration is the fermented liquid of 125.7mmol/L, adopt Dowex1 * 2 anionite-exchange resin to be adsorbed to saturated, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 0.6mol/L NaCl solution (V/V) of 10 times of amount of resin again, with 3 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, through decompression and solvent recovery, vacuum concentration, be spray dried to the amygdalic acid crude product.After measured, the rate of recovery 83.7% of amygdalic acid, the purity of amygdalic acid are 55.3%.
Embodiment 5
R-amygdalic acid concentration is the peach leaf extracting solution of 163.5mmol/L, behind hydrochloric acid or sodium hydroxide solution adjust pH to 5.74, adopt Dowex 2 * 4 anionite-exchange resin to be adsorbed to saturated, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 1.2mol/L NaCl solution (V/V) of 9 times of amount of resin again, with 1 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, through decompression and solvent recovery, vacuum concentration, be spray dried to the amygdalic acid crude product.After measured, the rate of recovery 84.1% of amygdalic acid, the purity of amygdalic acid are 56.1%.
Embodiment 6
S-amygdalic acid concentration is the almond eyeball enzyme hydrolyzate of 189.4mmol/L, behind hydrochloric acid or sodium hydroxide solution adjust pH to 7.23, adopt 202 * 2 anionite-exchange resin to be adsorbed to saturated, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 0.4mol/L NaCl solution (V/V) of 12 times of amount of resin again, with 2 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, through decompression and solvent recovery, vacuum concentration, be spray dried to the amygdalic acid crude product.After measured, the rate of recovery 81.6% of amygdalic acid, the purity of amygdalic acid are 51.2%.
Embodiment 7
The pH value is 6.12, R-amygdalic acid concentration is the fermented liquid of 156.3mmol/L, behind sodium hydroxide solution adjust pH to 7.27, it is saturated to adopt 711 anionite-exchange resin to be adsorbed to, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 0.4mol/L NaOH solution (V/V) of 12 times of amount of resin again, with 1 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, become the amygdalic acid crude product through decompression and solvent recovery, vacuum concentration, lyophilize.After measured, the rate of recovery 84.3% of amygdalic acid, the purity of amygdalic acid are 53.9%.
Embodiment 8
S-amygdalic acid concentration is the peach leaf extracting solution of 99.8mmol/L, behind hydrochloric acid or sodium hydroxide solution adjust pH to 6.65, it is saturated to adopt 714 anionite-exchange resin to be adsorbed to, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 0.9mol/L NaOH solution (V/V) of 10 times of amount of resin again, with 2 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, become the amygdalic acid crude product through decompression and solvent recovery, vacuum concentration, lyophilize.After measured, the rate of recovery 86.2% of amygdalic acid, the purity of amygdalic acid are 51.7%.
Embodiment 9
R, S-amygdalic acid concentration is the almond eyeball enzyme hydrolyzate of 175.6mmol/L, behind hydrochloric acid or sodium hydroxide solution adjust pH to 5.75, it is saturated to adopt 717 anionite-exchange resin to be adsorbed to, earlier with water (V/V) the flush away polar impurity that is no less than 1 times of amount of resin, use the 1.2mol/L NaOH solution (V/V) of 4 times of amount of resin again, with 3 times of amount of resin/hour flow velocity (V/V) wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, become the amygdalic acid crude product through decompression and solvent recovery, vacuum concentration, lyophilize.After measured, the rate of recovery 87.4% of amygdalic acid, the purity of amygdalic acid are 50.6%.
Above embodiment is intended to further describe for example the present invention, rather than limits the present invention by any way.
The present invention is novel, and technology is simple, the extraction efficiency height, and production cost is low, has bigger dissemination.
Claims (4)
1. method that adopts strongly basic anion exchange resin to extract amygdalic acid, it is characterized in that: the solution that contains amygdalic acid, be adsorbed to saturated with strongly basic anion exchange resin, the debris of ion-exchange does not take place in the water flush away, use certain density eluent wash-out amygdalic acid component again, elutriant through decompression and solvent recovery, vacuum concentration, be dried to the amygdalic acid crude product; Described method is: the solution that contains amygdalic acid, under pH value 5.7～7.3 conditions, be adsorbed to saturated with strongly basic anion exchange resin, go not take place the debris of ion-exchange earlier with the washing that is no less than 1 times of resin volume, use the eluent of 0.4～1.2mol/L concentration of 4～12 times of resin volumes again, with 1～3 times of resin volume/hour flow velocity wash-out amygdalic acid component, elutriant-0.06～-0.095MPa, 50～80 ℃ of conditions under, through decompression and solvent recovery, vacuum concentration, be dried to the amygdalic acid crude product; Described eluent is NaCl or NaOH solution.
2. employing strongly basic anion exchange resin according to claim 1 extracts the method for amygdalic acid, and it is characterized in that: the chemical constitution of described strongly basic anion exchange resin skeleton is one or more in polystyrene, polyacrylic acid or the phenolic aldehyde.
3. employing strongly basic anion exchange resin according to claim 1 extracts the method for amygdalic acid, and it is characterized in that: described amygdalic acid is one or more in S-melic acid, R-melic acid or the racemize amygdalic acid.
4. employing strongly basic anion exchange resin according to claim 1 extracts the method for amygdalic acid, it is characterized in that: the described material that contains amygdalic acid is the mandelic acid extract that derives from plant extract, derive from biosynthetic amygdalic acid fermented liquid, derive from enzyme catalysis or fractionation the amygdalic acid reaction solution, derive from the amygdalic acid reaction solution of chemosynthesis or fractionation one or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200610135208XA CN100500636C (en) | 2006-11-01 | 2006-11-01 | Method of extracting amygdalic acid using strong alkali anion exchange resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200610135208XA CN100500636C (en) | 2006-11-01 | 2006-11-01 | Method of extracting amygdalic acid using strong alkali anion exchange resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1948262A CN1948262A (en) | 2007-04-18 |
| CN100500636C true CN100500636C (en) | 2009-06-17 |
Family
ID=38017905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB200610135208XA Expired - Fee Related CN100500636C (en) | 2006-11-01 | 2006-11-01 | Method of extracting amygdalic acid using strong alkali anion exchange resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100500636C (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101709323B (en) * | 2009-12-10 | 2012-06-27 | 浙江工业大学 | Method for producing R-mandelic acid with biocatalysis and separating and coupling method |
| CN115477432B (en) * | 2022-08-11 | 2023-09-26 | 宁波九胜创新医药科技有限公司 | Continuous green post-treatment method for 3-amino-1-adamantanol |
-
2006
- 2006-11-01 CN CNB200610135208XA patent/CN100500636C/en not_active Expired - Fee Related
Non-Patent Citations (2)
| Title |
|---|
| 发酵液中R-扁桃酸的离子分离纯化. 陈剑峰等人.药物生物技术，第13卷第2期. 2006 |
| 发酵液中R-扁桃酸的离子分离纯化. 陈剑峰等人.药物生物技术，第13卷第2期. 2006 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1948262A (en) | 2007-04-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101012246B (en) | Ion exchange purifying method of aminoglycoside antibiotics | |
| ES2316476T3 (en) | USE OF A WEAKLY ACTION EXCHANGE RESIN FOR THE CHROMATOGRAPHIC SEPARATION OF CARBON HYDRATS. | |
| Hoffmann et al. | Novel strong cation-exchange type chiral stationary phase for the enantiomer separation of chiral amines by high-performance liquid chromatography | |
| US10265644B2 (en) | Enantioselective zwitterionic ion-exchange material | |
| ES2657664T3 (en) | Method to separate betaine | |
| CN102134189B (en) | Process for the separation of organic and amino acids from fermentation broths | |
| CN104892710B (en) | A kind of method for purifying reduced form β NADHs | |
| US7897794B2 (en) | Method for purifying hydroxymethylfurfural using non-functional polymeric resins | |
| CN100447147C (en) | Aminoglycoside antibiotics enriching and purifying macroporous resin process | |
| CN101020649A (en) | Process of separating and purifying natural theanine | |
| CN100522917C (en) | Process of separating acetylpropionic acid with active carbon | |
| CN106831804B (en) | The method that ion exchange and silica gel column chromatography separation prepare Stephania tetrandra first, B prime | |
| CN100500636C (en) | Method of extracting amygdalic acid using strong alkali anion exchange resin | |
| US8173837B1 (en) | Process for the production of L-citrulline from watermelon flesh and rind | |
| CN101289386A (en) | Method for preparing sodium tanshinol | |
| CN102321135B (en) | Method for separating and purifying cordycepin by utilizing high-speed counter-current chromatography | |
| CN100434413C (en) | Method for separating and purifying mandelic acid using wealk alkali anion exchange agent | |
| CN101402577A (en) | Method for extracting and separating levorotation-synephrine from green tangerine orange peel | |
| CN104391048B (en) | Method for measuring acarbose dissolution curve by liquid chromatography | |
| CN102311486B (en) | Method for separating and extracting enramycin by using macroporous weakly-acidic cationic resin | |
| CN100393691C (en) | Method for preparing mandelic acid by macroporous adsorptive resin | |
| CN105238841A (en) | Recycling and conversion method of DCPC in cephalosporin C adsorption waste liquid | |
| CN1775731A (en) | Method for separating acetylpropionic acid from mono saccharide hydrolyzate | |
| CN101724088A (en) | Method for removing proteins and pigments in ganoderma lucidum crude polysaccharide | |
| CN102146361B (en) | Method for separating and purifying transglutaminase |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090617 Termination date: 20131101 |