CN104447888A - Preparation method and application of allulose - Google Patents
Preparation method and application of allulose Download PDFInfo
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- CN104447888A CN104447888A CN201410726109.3A CN201410726109A CN104447888A CN 104447888 A CN104447888 A CN 104447888A CN 201410726109 A CN201410726109 A CN 201410726109A CN 104447888 A CN104447888 A CN 104447888A
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Abstract
The invention provides a preparation method and application of allulose. The preparation method comprises the following step: by adopting glucose as a raw material and adopting molybdate as a catalyst, performing catalytic conversion, separation and purification to obtain allulose with corresponding configuration. The method provided by the invention mainly comprises the following step: by adopting a chemical method, preparing a crystal allulose product by virtue of working procedures such as chemical differential phase isomerism, refined chromatography separation and purification, concentration and crystallization and the like by adopting glucose as the raw material. The preparation method provided by the invention is simple in process, short in time consumption, high in reaction speed and high in efficiency, and the problems that a conventional enzymatic method for preparing D-allulose products is poor in enzyme stability and low in efficiency and the like can be solved.
Description
Technical field
The invention belongs to technical field of functional sugar production, be specifically related to a kind of preparation method and application thereof of psicose.
Background technology
D-Psicose is the naturally occurring few rare sugar of a kind of nature, a kind of new type functional monose with special nourishing function, its sugariness is equivalent to 70% of sucrose, there is high-dissolvability, extremely low caloric value and hypoglycemic reaction, not easily by body metabolism after edible, generate energy hardly, corrosion-free, and there is good food-processing characteristic, can be used as the substitute that sucrose in food is desirable.In August, 2011, FDA (FDA) determines that D – psicose is general generally recognized as safe food (GRAS), and can be used as the moiety of food or foodstuff additive, gathers around have broad application prospects in meals, health care, medicine and other fields.
About the production of D – psicose, someone studies with D-Fructose is substrate, transformed by D-Tag-3-epimerase biological enzyme and produce D-Psicose, but product is the mixture of D – psicose and D-Fructose, and D-Fructose content is higher, D – psicose purity is lower, is unfavorable for the application of D – psicose.Chinese patent " microbial transformation of D-levulose prepares bacterial classification and the method for D – psicose " (publication number: CN101177672A) discloses a kind of utilization from the bed mud of fish pond, screens the method that the Rhodobacter transformation of D-levulose obtained prepares D – psicose, through 0.5-48h, containing D – psicose 2-50g/L in conversion fluid; Chinese patent " utilizing the D – psicose production method of D – psicose epimerase " (publication number: CN101189332A) discloses the method that D – psicose epimerase that a kind of utilization is derived from Agrobacterium tumefaciems produces D – psicose, main utilize to there is aminoacid sequence and there is the protein of psicose 3-epimerase activity and D-Fructose react and produce D – psicose; Chinese patent " production technique of D – psicose " (publication number: CN103333935A) discloses a kind of production technique adopting the D – psicose of pure biological preparation method, comprises 50% sucrose, 1% recombination yeast, 1% glucose, 1%KH
2pO
4, 1%K
2hPO
43H
2o, 0.5%MgSO
47H
2o and 45.5% water, the purity of products obtained therefrom can reach 98% and more than.More than prepare in the method for D – psicose and all carry out in the mode of biological enzyme, but due to the stability of biological enzyme, activity, on factor impacts such as the adaptability of environment, the transformation efficiency of the D – psicose of general generation is lower, and slow, the consuming time length of speed of response, inferior D – psicose product can only be prepared, can not meet the demand of application market.
Summary of the invention
The object of this invention is to provide a kind of preparation method of psicose, have problems to solve in prior art.
Psicose preparation method of the present invention, being raw material with glucose, take molybdate as catalyzer, through catalyzed conversion, separating-purifying, obtains the psicose of respective configuration.
In the present invention, the psicose of respective configuration refers to that the configuration of psicose is consistent with the configuration of raw materials of glucose, take namely D-Glucose as raw material, prepares D-Psicose; With L-glucose for raw material, prepare L-psicose.
Glucose, psicose are all monose, and its configuration is determined by the configuration from carbonyl carbon chiral carbon atom (No. 5 carbon atoms) farthest.In the present invention, glucose is converted into psicose under molybdate catalysis, change be the configuration of No. 3 carbon atoms, the configuration of No. 5 carbon atoms farthest does not change, so be raw material with D-Glucose, prepares D-Psicose; With L-glucose for raw material, prepare L-psicose.
The preparation method that present invention also offers described psicose is preparing the application in D-Psicose.
According to application of the present invention, mainly comprise the steps:
(1) preparation of feed liquid: the D-Glucose aqueous solution of preparation 10-30%, add molybdate, adjustment pH is 2.5-5.0;
(2) catalyzed conversion: be heated to 80-120 DEG C, insulation reaction 2-5 hour, obtains the solution containing D-Psicose;
(3) decolorization filtering: at 70-80 DEG C, adds Powdered Activated Carbon by the 1-15% of its amount of dry matter, insulated and stirred 30-40 minute by the solution containing D-Psicose, filters and obtains destainer;
(4) electrodialytic desalting is refined: carry out electrodialytic desalting to destainer and refine, make the specific conductivity of destainer be reduced to 100-500us/cm by 10000-20000us/cm, obtain desalting refinement liquid;
(5) concentrated chromatographic separation: adopting continuous film to concentrate the Technology concentrating with steam raising and combine, desalting refinement liquid to be concentrated into amount of dry matter concentration be 40-60%, then adopt continuous chromatography to be separated, to obtain amount of dry matter concentration be 5-20%, D – psicose purity is the solution of 70-90%;
(6) condensing crystal: it is 70-90% that D – psicose solution evaporation step (5) obtained is concentrated into amount of dry matter concentration, obtain crystal D – psicose product by organic solvent method decrease temperature crystalline, its content is 98.5-99.5%.
According to one of embodiment of the present invention, described molybdate is ammonium molybdate.
Preferably, the consumption of ammonium molybdate is the 1.0-10% of glucose.
According to another embodiment of the present invention, step (1) described pH is 3.0-3.5.
Test proves, when pH is at 3.0-3.5, reaction conversion reaches maximum, and reaction efficiency is higher.
According to the present invention's embodiment again, the separation temperature that described step (5) continuous chromatography is separated is 40-80 DEG C.
The method of the invention, mainly comprise employing chemical process, take glucose as raw material, through chemical difference phase isomery, refining chromatographic purification, the operations such as condensing crystal prepare crystal psicose product, technique is simple, consuming time short, speed of response is fast, efficiency is high, overcome traditional enzyme process prepare D – psicose product exist enzyme stability poor, the problems such as efficiency is low, simultaneously, the glucose cut liquid obtained after chromatographic separation can return to " chemical isomerization reaction " operation, D – psicose product is become as starting raw material again isomery, raw material availability is high, production cost is low, there is good economic benefit and society generalization value.
Accompanying drawing explanation
Fig. 1 is the HPLC color atlas of the D-Psicose that embodiment 3 prepares.
Embodiment
Test example 1 material liquid pH is on the impact of transformation efficiency
Reaction conditions: take D-Glucose as raw material, with ammonium molybdate (consumption is 5% of D-Glucose quality) for catalyzer, 100 DEG C, react under normal pressure, reaction times 120min, the mass content (accounting for the per-cent of total dry matter) of D-Psicose in assaying reaction liquid, reaction result is as follows:
Glucose is more easily converted into psicose in sour environment, pH value lower than 2.5 time, the low conversion rate of psicose is in 28%, reaction efficiency is lower, to subsequent purification, concentrate and bring very large pressure, along with the rising of pH, transformation efficiency also raises, when pH is at 3.0-3.5, reaction conversion reaches maximum, reaction efficiency is higher, pH value continues to raise, transformation efficiency starts progressively to reduce, when pH is 5.0, transformation efficiency maintains about 30% substantially, pH continues to raise, transformation efficiency sharply declines, therefore in order to improve transformation efficiency, the pH of isomerization reaction should control at 2.5-5.0, especially 3.0-3.5.
Test example 2 reaction times is on the impact of transformation efficiency
Reaction conditions: take D-Glucose as raw material, with ammonium molybdate (consumption is 5% of D-Glucose quality) for catalyzer, 100 DEG C, react under pH3.5 condition, the mass content (accounting for the per-cent of total dry matter) of D-Psicose in assaying reaction liquid, reaction result is as follows:
Learn from analysis of experimental data, the transformation efficiency of psicose increases along with the increase in reaction times, reach 2 constantly little in the reaction times, sharply accelerate, reaction conversion ratio raises rapidly, reach 4 constantly little when reacted, reaction tends to be steady, and substantially reaches balance, considers reaction efficiency and transformation efficiency, should the selective reaction time be 2-5h, especially 2-4h.
Test example 3 catalyst levels is on the impact of transformation efficiency
Reaction conditions: be raw material with D-Glucose take molybdate as catalyzer, 100 DEG C, pH3.5, to react under condition of normal pressure, reaction times 120min, the mass content (accounting for the per-cent of total dry matter) of D-Psicose in assaying reaction liquid, and reaction result is as follows:
Learn from analysis of experimental data, the transformation efficiency of psicose increases along with the increase of promotor consumption, and when ammonium molybdate consumption is 0.5%, transformation efficiency is lower, react not thorough, when ammonium molybdate consumption reaches 1.0%, the transformation efficiency of psicose can reach more than 25%, when the consumption of ammonium molybdate reaches 5.0%, react more thorough, continue the consumption increasing ammonium molybdate, it is less that transformation efficiency promotes amplitude, substantially tends to be steady.Utilize Sodium orthomolybdate, ammonium molybdate to carry out control experiment, ammonium molybdate is comparatively large on psicose impact, and the transformation efficiency of reaction is higher, and consider production cost and follow-up refining and edulcoration, select ammonium molybdate to make catalyzer, its consumption should be selected at 1.0-10% simultaneously.
Embodiment one
1, solution preparation: get 1000g glucose, adds 9000g pure water, is mixed with the glucose solution 10000g that mass percent mass concentration is 10%.
2, chemical isomerization reaction: add ammonium molybdate 10g by 1% of glucose amount of dry matter, the pH value of regulator solution is 2.5, be warming up to 80 DEG C, insulation reaction 2 hours, glucose isomerase is made to turn to D – psicose, obtain the mixed solution of D – psicose and glucose, its amount of dry matter concentration is 8%, the purity of D – psicose is 28%, specific conductivity is 10000us/cm.
3, decolorization filtering: by isomery liquid 70 DEG C time, Powdered Activated Carbon 10g is added by 1% of its amount of dry matter, insulated and stirred is after 30 minutes, filter with flame filter press and obtain isomery destainer, its index is: amount of dry matter concentration is 8%, the purity of D – psicose is 28.56%, specific conductivity is 10050us/cm.
4, electrodialytic desalting is refined: be 40m by isomery destainer by membrane area
2electrodialysis unit system, control current density is 10mA/cm
2, feed liquid circulation velocity is 15L/h, pole velocity of water circulation is 60L/h, equipment operating temperature is 20 DEG C, continuous circulation runs 4 hours, makes the specific conductivity of isomery destainer be reduced to 100us/cm by 10050us/cm, reaches the object of refining purification isomery destainer.
5, concentrated chromatographic separation: adopting continuous film concentration technology technology that purification isomery liquid is concentrated into amount of dry matter concentration is 15%, then adopting triple effect steam evaporator feed liquid to be concentrated into amount of dry matter concentration is 40%, finally pass in the simulation moving-bed apparatus system that calcium type chromatographic separation resin is housed, controlling separation temperature is 40 DEG C, feeding liquid is separated into D – psicose cut liquid and glucose cut liquid, and wherein the index of D – psicose cut liquid is: amount of dry matter concentration is 5%, the purity of D – psicose is 90%; The index of glucose cut liquid is: amount of dry matter concentration is 20%, the purity of glucose is 80%.Glucose cut liquid returns to " chemical isomerization reaction " operation, re-uses as starting raw material.
6, condensing crystal: adopting continuous film concentrating unit to be concentrated into amount of dry matter concentration the D – psicose cut liquid collected is 15%, then quadruple effect steam evaporator evaporation concentration is adopted to be 70% to amount of dry matter concentration, by adding alcohol, decrease temperature crystalline obtains crystal D – psicose product, and its content is 99.5%.
Embodiment two
1, solution preparation: get 3000g glucose, adds 7000g pure water, is mixed with the glucose solution 10000g that mass percent mass concentration is 30%.
2, chemical isomerization reaction: add ammonium molybdate 300g by 10% of glucose amount of dry matter, the pH value of regulator solution is 5.0, be warming up to 120 DEG C, insulation reaction 5 hours, glucose isomerase is made to turn to D – psicose, obtain the mixed solution of D – psicose and glucose, its amount of dry matter concentration is 28%, the purity of D – psicose is 35%, specific conductivity is 20000us/cm.
3, decolorization filtering: by isomery liquid 80 DEG C time, Powdered Activated Carbon 450g is added by 15% of its amount of dry matter, insulated and stirred is after 40 minutes, filter with flame filter press and obtain isomery destainer, its index is: amount of dry matter concentration is 28%, the purity of D – psicose is 35.27%, specific conductivity is 20000us/cm.
4, electrodialytic desalting is refined: be 40m by isomery destainer by membrane area
2electrodialysis unit system, control current density is 20mA/cm
2, feed liquid circulation velocity is 25L/h, pole velocity of water circulation is 100L/h, equipment operating temperature is 35 DEG C, continuous circulation runs 10 hours, make the specific conductivity of isomery destainer be reduced to 500us/cm by 20000us/cm, reach the object of refining purification isomery destainer.
5, concentrated chromatographic separation: adopting triple effect steam evaporator feed liquid to be concentrated into amount of dry matter concentration is 60%, pass in the simulation moving-bed apparatus system that lead-type chromatographic separation resin is housed, controlling separation temperature is 80 DEG C, feeding liquid is separated into D – psicose cut liquid and glucose cut liquid, and wherein the index of D – psicose cut liquid is: amount of dry matter concentration is 20%, the purity of D – psicose is 70%; The index of glucose cut liquid is: amount of dry matter concentration is 50%, the purity of glucose is 99%.Glucose cut liquid returns to " chemical isomerization reaction " operation, re-uses as starting raw material.
6, condensing crystal: adopted by the D – psicose cut liquid collected quadruple effect steam evaporator evaporation concentration to be 90% to amount of dry matter concentration, by adding alcohol, decrease temperature crystalline obtains crystal D – psicose product, and its content is 98.5%.
Embodiment three
1, solution preparation: get 2000g glucose, adds 8000g pure water, is mixed with the glucose solution 10000g that mass percent mass concentration is 20%.
2, chemical isomerization reaction: add ammonium molybdate 100g by 5% of glucose amount of dry matter, the pH value of regulator solution is 4.0, be warming up to 100 DEG C, insulation reaction 3.5 hours, glucose isomerase is made to turn to D – psicose, obtain the mixed solution of D – psicose and glucose, its amount of dry matter concentration is 18%, the purity of D – psicose is 32%, specific conductivity is 15000us/cm.
3, decolorization filtering: by isomery liquid 75 DEG C time, Powdered Activated Carbon 200g is added by 10% of its amount of dry matter, insulated and stirred is after 35 minutes, filter with flame filter press and obtain isomery destainer, its index is: amount of dry matter concentration is 18%, the purity of D – psicose is 32.17%, specific conductivity is 15000us/cm.
4, electrodialytic desalting is refined: be 40m by isomery destainer by membrane area
2electrodialysis unit system, control current density is 15mA/cm
2, feed liquid circulation velocity is 20L/h, pole velocity of water circulation is 80L/h, equipment operating temperature is 30 DEG C, continuous circulation runs 7 hours, makes the specific conductivity of isomery destainer be reduced to 300us/cm by 15000us/cm, reaches the object of refining purification isomery destainer.
5, concentrated chromatographic separation: adopting quadruple effect steam evaporator feed liquid to be concentrated into amount of dry matter concentration is 50%, pass in the simulation moving-bed apparatus system that sodium form chromatographic separation resin is housed, controlling separation temperature is 60 DEG C, feeding liquid is separated into D – psicose cut liquid and glucose cut liquid, and wherein the index of D – psicose cut liquid is: amount of dry matter concentration is 13%, the purity of D – psicose is 80%; The index of glucose cut liquid is: amount of dry matter concentration is 35%, the purity of glucose is 90%.Glucose cut liquid returns to " chemical isomerization reaction " operation, re-uses as starting raw material.
6, condensing crystal: adopted by the D – psicose cut liquid collected five effect steam evaporator evaporation concentration to be 80% to amount of dry matter concentration, add alcohol, get crystallization massecuite, massecuite decrease temperature crystalline is obtained crystal D – psicose product, its content is 99.0%.
7, high performance liquid chromatograph is adopted, detect the purity of D-Psicose, testing conditions is: chromatographic column: SUPELCOGEL Ca(calcium type) resin type sugar post, moving phase is ultrapure water, detector is differential refraction detector, D-Psicose reference substance is reference substance is contrast, and in dry, the mass content of D-Psicose is 95.5%, and color atlas as shown in Figure 1.
Claims (7)
1. a preparation method for psicose, is characterized in that, is raw material with glucose, take molybdate as catalyzer, through catalyzed conversion, separating-purifying, obtains the psicose of respective configuration.
2. the preparation method of psicose described in claim 1 is preparing the application in D-Psicose.
3. apply as claimed in claim 2, it is characterized in that, mainly comprise the steps:
(1) preparation of feed liquid: the D-Glucose aqueous solution of preparation 10-30%, add molybdate, adjustment pH is 2.5-5.0;
(2) catalyzed conversion: be heated to 80-120 DEG C, insulation reaction 2-5 hour, obtains the solution containing D-Psicose;
(3) decolorization filtering: at 70-80 DEG C, adds Powdered Activated Carbon by the 1-15% of its amount of dry matter, insulated and stirred 30-40 minute by the solution containing D-Psicose, filters and obtains destainer;
(4) electrodialytic desalting is refined: carry out electrodialytic desalting to destainer and refine, make the specific conductivity of destainer be reduced to 100-500us/cm by 10000-20000us/cm, obtain desalting refinement liquid;
(5) concentrated chromatographic separation: adopting continuous film to concentrate the Technology concentrating with steam raising and combine, desalting refinement liquid to be concentrated into amount of dry matter concentration be 40-60%, then adopt continuous chromatography to be separated, to obtain amount of dry matter concentration be 5-20%, D – psicose purity is the solution of 70-90%;
(6) condensing crystal: it is 70-90% that D – psicose solution evaporation step (5) obtained is concentrated into amount of dry matter concentration, obtain crystal D – psicose product by organic solvent method decrease temperature crystalline, its content is 98.5-99.5%.
4. apply as claimed in claim 3, it is characterized in that, described molybdate is ammonium molybdate.
5. apply as claimed in claim 4, it is characterized in that, the consumption of ammonium molybdate is the 1.0-10% of glucose.
6. apply as claimed in claim 3, it is characterized in that, step (1) described pH is 3.0-3.5.
7. apply as claimed in claim 3, it is characterized in that, the separation temperature that described step (5) continuous chromatography is separated is 40-80 DEG C.
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