CN109651454A - A kind of preparation method of phosphorylation cellobiose - Google Patents
A kind of preparation method of phosphorylation cellobiose Download PDFInfo
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- CN109651454A CN109651454A CN201811461199.2A CN201811461199A CN109651454A CN 109651454 A CN109651454 A CN 109651454A CN 201811461199 A CN201811461199 A CN 201811461199A CN 109651454 A CN109651454 A CN 109651454A
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- Prior art keywords
- phosphorylation
- cellobiose
- preparation
- mixed
- mass concentration
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- 230000026731 phosphorylation Effects 0.000 title claims abstract description 47
- 238000006366 phosphorylation reaction Methods 0.000 title claims abstract description 47
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- 239000007864 aqueous solution Substances 0.000 claims abstract description 12
- 239000010452 phosphate Substances 0.000 claims abstract description 11
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 7
- UGTZMIPZNRIWHX-UHFFFAOYSA-K sodium trimetaphosphate Chemical compound [Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)O1 UGTZMIPZNRIWHX-UHFFFAOYSA-K 0.000 claims abstract description 7
- 235000019832 sodium triphosphate Nutrition 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 5
- 229910001463 metal phosphate Inorganic materials 0.000 claims abstract description 5
- 238000004090 dissolution Methods 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
- 235000019441 ethanol Nutrition 0.000 claims description 18
- 241000238557 Decapoda Species 0.000 claims description 13
- 238000001556 precipitation Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 11
- 230000008014 freezing Effects 0.000 claims description 7
- 238000007710 freezing Methods 0.000 claims description 7
- 235000013372 meat Nutrition 0.000 claims description 7
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- 230000009514 concussion Effects 0.000 claims description 6
- 239000012153 distilled water Substances 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 6
- 238000003860 storage Methods 0.000 claims description 6
- 241000251468 Actinopterygii Species 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- -1 phosphate anion Chemical class 0.000 claims description 3
- 229940085991 phosphate ion Drugs 0.000 claims description 3
- 238000007781 pre-processing Methods 0.000 claims description 3
- 230000001376 precipitating effect Effects 0.000 claims description 3
- 230000001681 protective effect Effects 0.000 claims description 3
- 230000002195 synergetic effect Effects 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 235000011389 fruit/vegetable juice Nutrition 0.000 claims 1
- 230000002633 protecting effect Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 6
- 150000002016 disaccharides Chemical class 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000003016 phosphoric acids Chemical class 0.000 description 2
- 230000002528 anti-freeze Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 239000002577 cryoprotective agent Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 235000019605 sweet taste sensations Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H11/00—Compounds containing saccharide radicals esterified by inorganic acids; Metal salts thereof
- C07H11/04—Phosphates; Phosphites; Polyphosphates
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT, VEGETABLES, EDIBLE SEEDS; CHEMICAL RIPENING OF FRUIT OR VEGETABLES; THE PRESERVED, RIPENED, OR CANNED PRODUCTS
- A23B4/00—General methods for preserving meat, sausages, fish or fish products
- A23B4/14—Preserving with chemicals not covered by groups A23B4/02 or A23B4/12
- A23B4/18—Preserving with chemicals not covered by groups A23B4/02 or A23B4/12 in the form of liquids or solids
- A23B4/20—Organic compounds; Microorganisms; Enzymes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/02—Phosphorylation
- C07H1/04—Introducing polyphosphoric acid radicals
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Meat, Egg Or Seafood Products (AREA)
Abstract
A kind of preparation method of phosphorylation cellobiose, it is characterized in that the preparation method includes the following steps: the preparation of 1) phosphorylation agent: by sodium tripolyphosphate and sodium trimetaphosphate mixture according to mass ratio be 10-15:1 after mixing, then being made into mass concentration is 15-20%(w/v) aqueous solution reagent；2) cellobiose is added in the phosphorylation agent of the above preparation number, makes its mixed 10-15%(w/v of mass concentration), after completely dissolution, adjusting mixed system pH is 7.5-8.5；The features such as it has method simply, reliably, energy improvement effect, and relevant metal ions and phosphate radical usage amount can be greatly reduced.
Description
Technical field:
This hair is related to a kind of preparation method of phosphorylation cellobiose, belongs to organic matter manufacturing technology field.
Background technique
In China's freezing shrimp meat production process, phosphoric acid salt is widely used as water-retaining agent and antifreeze, but phosphatic
On the one hand being excessively used will lead to deterioration in quality, on the other hand the intake of excessive P elements also has certain damage to human body.
It is phosphatic using brought negative effect, the both at home and abroad research and development of numerous and confused expansion phosphate-free water-retaining agent to reduce.It is fine
Dimension disaccharides can be used as a kind of carbohydrate cryoprotective agent, ensure frozen fish quality, but its function and effect is relatively limited, significant low
In phosphoric acid salt；Meanwhile cellobiose has certain sweet taste, excessive addition will affect product taste.
Summary of the invention:
It is an object of the invention to overcome the shortcomings of the prior art, and it is simple, reliable to provide a kind of preparation method, can improve
The preparation method and application of the phosphorylation cellobiose of relevant metal ions and phosphate radical usage amount can be greatly reduced in effect.This
The purpose of invention is completed by following technical solution, a kind of preparation method of phosphorylation cellobiose, the preparation
Method includes the following steps:
A kind of preparation method of phosphorylation cellobiose, the preparation method include the following steps:
1) preparation of phosphorylation agent: sodium tripolyphosphate and sodium trimetaphosphate mixture are mixed according to mass ratio for 20-30:1
After uniformly, then being made into mass concentration is 30-40%(w/v) aqueous solution reagent；
2) cellobiose is added in the phosphorylation agent of the above preparation number, makes its mixed mass concentration 20-30%
(w/v), after completely dissolution, adjusting mixed system pH is 7.5-8.5；
3) mixed system is placed in thermostatic control oscillator vibration, 90-120 DEG C of water bath with thermostatic control concussion (revolving speed) reacts at least 8h, takes
Out；
4) into mixed system, 95% ethyl alcohol of 5-8 times of volume of addition alcohol precipitation 3-9h in 4 DEG C of refrigerators；4500-after alcohol precipitation
5500r/min is centrifuged 20min, is dissolved in a small amount of distilled water after taking precipitating, until can be completely dissolved；It is then transferred to bag filter
In, it dialyses, replaces distilled water at regular intervals, to remove unreacted phosphate ion in mixed system；
5) it dialyses after 12-18h, mixed liquor is freeze-dried, obtain phosphorylation cellobiose sample.
As preferred: in the step 1): according to mass ratio it is 25 by sodium tripolyphosphate and sodium trimetaphosphate mixture:
1 after mixing, then is made into mass concentration as 35%(w/v), 800mL aqueous solution reagent；
In the step 2), mixed mass concentration is 25%(w/v), adjusting mixed system pH is 8.0；The step
3) it in, after 120 DEG C of water bath with thermostatic control concussion (revolving speed) reaction 10h, takes out；
In the step 4), 95% ethyl alcohol of the 5 times of volumes alcohol precipitation 8h in 4 DEG C of refrigerators is added；Alcohol precipitation 5000r/min centrifugation
20min；
It in the step 5), dialyses after 16h, mixed liquor is freeze-dried, obtain phosphorylation cellobiose sample.
Phosphorylation cellobiose of the present invention is applied in the preprocessing process of frozen fish, passes through cellobiose
The synergistic protective effect of+phosphate anion improves low-temperature protection effect；Meanwhile compared to phosphate is used merely, can substantially drop
The usage amount of low relevant metal ions and phosphate radical.
The wherein application of the phosphorylation cellobiose, the phosphorylation cellobiose application is: by phosphoric acid chemical fibre
Dimension disaccharides is configured to 20-50% aqueous solution, and adjusting pH value is 8.5-9.5；It is molten that freezing shrimp meat is immersed in phosphorylation cellobiose
In liquid, solution and peeled shrimp volume ratio are under 1:9-10 speed stirring condition, in -20 DEG C after immersion 15-20 progress is quick-frozen at a temperature of 4 DEG C
Following cold storage.
As preferred: the phosphorylation cellobiose application is: phosphorylation cellobiose is configured to 30% aqueous solution,
Adjusting pH value is 9.0；Freezing shrimp meat is immersed in phosphorylation cellobiose solution, solution and peeled shrimp volume ratio are 1:9, at a slow speed
Under stirring condition, after impregnating 18h at a temperature of 4 DEG C, in -25 DEG C of cold storage after taking-up progress is quick-frozen.
Specific embodiment
Below with reference to specific implementation example, the present invention is described in detail；A kind of preparation side of phosphorylation cellobiose
Method, the preparation method include the following steps:
1) preparation of phosphorylation agent: sodium tripolyphosphate and sodium trimetaphosphate mixture are mixed according to mass ratio for 20-30:1
After uniformly, then being made into mass concentration is 30-40%(w/v) aqueous solution reagent；
2) cellobiose is added in the phosphorylation agent of the above preparation number, makes its mixed mass concentration 20-30%
(w/v), after completely dissolution, adjusting mixed system pH is 7.5-8.5；
3) mixed system is placed in thermostatic control oscillator vibration, 90-120 DEG C of water bath with thermostatic control concussion (revolving speed) reacts at least 8h, takes
Out；
4) into mixed system, 95% ethyl alcohol of 5-8 times of volume of addition alcohol precipitation 3-9h in 4 DEG C of refrigerators；4500-after alcohol precipitation
5500r/min is centrifuged 20min, is dissolved in a small amount of distilled water after taking precipitating, until can be completely dissolved；It is then transferred to bag filter
In, it dialyses, replaces distilled water at regular intervals, to remove unreacted phosphate ion in mixed system；
5) it dialyses after 12-18h, mixed liquor is freeze-dried, obtain phosphorylation cellobiose sample.
Preferred embodiment: in the step 1): being according to mass ratio by sodium tripolyphosphate and sodium trimetaphosphate mixture
25:1 after mixing, then is made into mass concentration as 35%(w/v), 800mL aqueous solution reagent；
In the step 2), mixed mass concentration is 25%(w/v), adjusting mixed system pH is 8.0；The step
3) it in, after 120 DEG C of water bath with thermostatic control concussion (revolving speed) reaction 10h, takes out；
In the step 4), 95% ethyl alcohol of the 5 times of volumes alcohol precipitation 8h in 4 DEG C of refrigerators is added；Alcohol precipitation 5000r/min centrifugation
20min；
It in the step 5), dialyses after 16h, mixed liquor is freeze-dried, obtain phosphorylation cellobiose sample.
Phosphorylation cellobiose of the present invention is applied in the preprocessing process of frozen fish, passes through cellobiose
The synergistic protective effect of+phosphate anion improves low-temperature protection effect；Meanwhile compared to phosphate is used merely, can substantially drop
The usage amount of low relevant metal ions and phosphate radical.
Phosphorylation cellobiose application of the present invention is: phosphorylation cellobiose is configured to 20-50% aqueous solution,
Adjusting pH value is 8.5-9.5；Freezing shrimp meat is immersed in phosphorylation cellobiose solution, solution and peeled shrimp volume ratio are 1:
Under 9-10 speed stirring condition, in -20 DEG C or less cold storage after immersion 15-20 progress is quick-frozen at a temperature of 4 DEG C.
Preferred embodiment: the phosphorylation cellobiose application is: it is water-soluble that phosphorylation cellobiose is configured to 30%
Liquid, adjusting pH value is 9.0；Freezing shrimp meat is immersed in phosphorylation cellobiose solution, solution and peeled shrimp volume ratio are 1:9,
Under the conditions of mixing slowly, after impregnating 18h at a temperature of 4 DEG C, in -25 DEG C of cold storage after taking-up progress is quick-frozen.
Claims (5)
1. a kind of preparation method of phosphorylation cellobiose, it is characterised in that the preparation method includes the following steps:
1) preparation of phosphorylation agent: sodium tripolyphosphate and sodium trimetaphosphate mixture are mixed according to mass ratio for 20-30:1
After uniformly, then being made into mass concentration is 30-40%(w/v) aqueous solution reagent；
2) cellobiose is added in the phosphorylation agent of the above preparation number, makes its mixed mass concentration 20-30%
(w/v), after completely dissolution, adjusting mixed system pH is 7.5-8.5；
3) mixed system is placed in thermostatic control oscillator vibration, 90-120 DEG C of water bath with thermostatic control concussion (revolving speed) reacts at least 8h, takes
Out；
4) into mixed system, 95% ethyl alcohol of 5-8 times of volume of addition alcohol precipitation 3-9h in 4 DEG C of refrigerators；4500-after alcohol precipitation
5500r/min is centrifuged 20min, is dissolved in a small amount of distilled water after taking precipitating, until can be completely dissolved；It is then transferred to bag filter
In, it dialyses, replaces distilled water at regular intervals, to remove unreacted phosphate ion in mixed system；
5) it dialyses after 12-18h, mixed liquor is freeze-dried, obtain phosphorylation cellobiose sample.
2. the preparation method of phosphorylation cellobiose according to claim 1, it is characterised in that: in the step 1):
By sodium tripolyphosphate and sodium trimetaphosphate mixture according to mass ratio be 25:1 after mixing, then being made into mass concentration is 35%
(w/v), 800mL aqueous solution reagent；
In the step 2), mixed mass concentration is 25%(w/v), adjusting mixed system pH is 8.0；The step
3) it in, after 120 DEG C of water bath with thermostatic control concussion (revolving speed) reaction 10h, takes out；
In the step 4), 95% ethyl alcohol of the 5 times of volumes alcohol precipitation 8h in 4 DEG C of refrigerators is added；Alcohol precipitation 5000r/min centrifugation
20min；
It in the step 5), dialyses after 16h, mixed liquor is freeze-dried, obtain phosphorylation cellobiose sample.
3. a kind of application of phosphorylation cellobiose as claimed in claim 1 or 2, it is characterised in that the phosphorylation fiber two
Sugar is applied in the preprocessing process of frozen fish, by cellobiose+phosphate anion synergistic protective effect, improves low
Warm protecting effect；Meanwhile compared to phosphate is used merely, the usage amount of relevant metal ions and phosphate radical can be greatly reduced.
4. the application of phosphorylation cellobiose according to claim 3, it is characterised in that the phosphorylation cellobiose
Using being: phosphorylation cellobiose being configured to 20-50% aqueous solution, adjusting pH value is 8.5-9.5；Freezing shrimp meat is immersed in
In phosphorylation cellobiose solution, solution and peeled shrimp volume ratio are to impregnate 15-20 at a temperature of 4 DEG C under 1:9-10 speed stirring condition
Carry out it is quick-frozen after in -20 DEG C or less cold storage.
5. the application of phosphorylation cellobiose according to claim 4, it is characterised in that the phosphorylation cellobiose
Using being: phosphorylation cellobiose being configured to 30% aqueous solution, adjusting pH value is 9.0；Freezing shrimp meat is immersed in phosphoric acid chemical fibre
It ties up in two sugar juices, solution and peeled shrimp volume ratio are 1:9, under the conditions of mixing slowly, after impregnating 18h at a temperature of 4 DEG C, take out and carry out
In -25 DEG C of cold storage after quick-frozen.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811461199.2A CN109651454A (en) | 2018-12-01 | 2018-12-01 | A kind of preparation method of phosphorylation cellobiose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811461199.2A CN109651454A (en) | 2018-12-01 | 2018-12-01 | A kind of preparation method of phosphorylation cellobiose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109651454A true CN109651454A (en) | 2019-04-19 |
Family
ID=66111210
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811461199.2A Pending CN109651454A (en) | 2018-12-01 | 2018-12-01 | A kind of preparation method of phosphorylation cellobiose |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109651454A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105601760A (en) * | 2016-03-14 | 2016-05-25 | 南京农业大学 | Preparation method of phosphorylated epimedium polysaccharide |
| CN108003254A (en) * | 2017-12-14 | 2018-05-08 | 浙江海洋大学 | A kind of preparation method and application of phosphorylation carrageenan oligosaccharide |
-
2018
- 2018-12-01 CN CN201811461199.2A patent/CN109651454A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105601760A (en) * | 2016-03-14 | 2016-05-25 | 南京农业大学 | Preparation method of phosphorylated epimedium polysaccharide |
| CN108003254A (en) * | 2017-12-14 | 2018-05-08 | 浙江海洋大学 | A kind of preparation method and application of phosphorylation carrageenan oligosaccharide |
Non-Patent Citations (1)
| Title |
|---|
| ALEXANDER APELBLAT: "A new two-parameter equation for correlation and prediction of densities as a function of concentration and temperature in binary aqueous solutions", 《JOURNAL OF MOLECULAR LIQUIDS》 * |
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Application publication date: 20190419 |
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