CN102978265A - Method for synthesizing alpha-arbutin by enzymic method through catalysis - Google Patents
Method for synthesizing alpha-arbutin by enzymic method through catalysis Download PDFInfo
- Publication number
- CN102978265A CN102978265A CN201210508199XA CN201210508199A CN102978265A CN 102978265 A CN102978265 A CN 102978265A CN 201210508199X A CN201210508199X A CN 201210508199XA CN 201210508199 A CN201210508199 A CN 201210508199A CN 102978265 A CN102978265 A CN 102978265A
- Authority
- CN
- China
- Prior art keywords
- arbutin
- alpha
- sucrose
- culturing
- reaction product
- 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
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The invention discloses a method for synthesizing alpha-arbutin by an enzymic method through catalysis. The method comprises the following steps of: 1, culturing a slant seed: taking a xanthomonas campestris CGMCC (China General Microbiological Culture Collection Center) NO.1243 strain, and inoculating the xanthomonas campestris CGMCC NO.1243 strain in a slant culture medium for culturing; 2, culturing a liquid strain: selecting a ring strain, inoculating the ring strain in a basic fermentation culture medium, and placing on a table concentrator for oscillating and culturing to obtain a seed culture solution; 3, adding the seed culture solution in the basic fermentation culture medium, oscillating and culturing for 24-48h, freezing, centrifugally collecting thalli, washing the thalli with a PBS (Phosphate Buffer Solution) for 2-3 times, ultrasonically crushing at a low temperature, centrifuging, and taking supernate, namely intracellular crude enzyme; and 4, adding cane sugar and hydroquinone in the intracellular crude enzyme for reacting, and separating and purifying a reaction product to obtain the alpha-arbutin. The method disclosed by the invention has the advantages of high production efficiency, high transformation rate of the hydroquinone, low cost, short process flow and the like.
Description
Technical field
The invention belongs to the preparation field of alpha-arbutin, specially refer to the method for the synthetic alpha-arbutin of a kind of enzyme law catalysis.
Background technology
Arbutin (arbutin), have another name called ursin, Arbutin, ericalin, arbutin or arbutin, it is a kind of composition that comes from the perennial evergreen undershrub plant that the Ericaceae black bearberry belongs to-uva ursi daughter cell, have good skin whitening effect, be widely used in cosmetic industry.Arbutin can be divided into α type and β type according to the structure difference, the β type, i.e. and 4-hydroxyphenyl-β-2-D-glucopyranoside, its structural formula is
And alpha-arbutin, i.e. 4-hydroxy phenyl-α-D-glucopyranoside, its structural formula is
Arbutin has the whitening activity, its whitening mechanism be arbutin to competing property of tyrosine oxidase and reversible inhibition, thereby blocking-up DOPA and DOPA quinone is synthetic, and then the generation of check melanin reaches whitening effect.Alpha-arbutin is the epimer of β-arbutin, and the alpha-arbutin inhibition strength is 10 times of β-arbutin.
The method for preparing at present arbutin has natural product extraction method, plant tissue culture method, chemical synthesis and enzyme transforming process etc.Because the source of alpha-arbutin and β-arbutin is different, the method for preparing β-arbutin is extraction from plant, culture plant cell and chemosynthesis, and the method for preparing alpha-arbutin mainly is that microorganism cells conversion method and enzyme process are synthetic, wherein the microorganism cells conversion method is that enzyme by different microorganisms carries out sugared shift reaction, allow the quinhydrones of the glucose of a part and a part in conjunction with forming single alpha-arbutin, have more advantage but enzyme process is synthetic for alpha-arbutin.Biological enzyme transform to be produced alpha-arbutin: utilize glycosyltransferase or Glycosylase as catalyzer, and shift or separate against the current reaction by the catalysis glycosyl and synthesize arbutin, and wherein in the Transglycosylation enzyme substrates generally be disaccharide or polysaccharide.The leavings group of Transglycosylation is glycosyl, reacts to be kinetic control.Glycosyltransferase specifically catalysis glycosyl is transferred to target product from glycosyl donor such as UDPG derivative, and this enzyme catalysis efficient is very high, but because the glycosyl donor that reacts required is too expensive, has limited large-scale application.The usefulness such as Kitao of Japan
Leuconostoc mesenteroidesSucrose phosphorylase Synthesis alpha-arbutin, the arbutin that catalyzes and synthesizes by sucrose phosphorylase only has alpha-arbutin; The Kazuhisa etc. of Japan starch and alpha-arbutin as glycosyl donor and acceptor, utilize the stereoselectivity of cyclomaltodextrin glucanotransferase (CGTASE) catalysis to carry out the glycosyl shift reaction, the α-type glycoside of synthetic alpha-arbutin, the derivative of these alpha-arbutins, outside the skin whitening effect, because it has increased the glycosyl macromole, also can be to skin being carried out the control of persistence infiltration at alpha-arbutin.Along with people for the deepening continuously of the research of alpha-arbutin, alpha-arbutin will occupy extremely important status as best safe and efficient whitening agent in international cosmetic, have broad application prospects.Yet alpha-arbutin does not also cause enough concerns of China's makeup circle and chemical industry, and development and utilization just has been in the starting stage.
Summary of the invention
The objective of the invention is in order to overcome the deficiencies in the prior art, provide a kind of production efficiency high, the method for the synthetic alpha-arbutin of the enzyme law catalysis that the Resorcinol transformation efficiency is high, cost is low, technical process is short.
To achieve these goals, the present invention is achieved by the following technical solutions:
The method of the synthetic alpha-arbutin of a kind of enzyme law catalysis comprises the steps:
(1) inclined-plane seed culture: be get xanthomonas campestris (
Xanthomonas campestris) CGMCC NO.1243 bacterial classification, be inoculated in slant medium, place 30 ℃ ~ 35 ℃ lower cultivations 24 ~ 36 hours; The composition mass concentration per-cent of described slant medium is as follows: 4% ~ 6% sucrose, and 0.5% peptone, 0.5% yeast extract paste, 0.5% sodium-chlor, 0.1% ~ 0.15% dipotassium hydrogen phosphate and 2% agar, its pH value is 7.0-7.8;
(2) strain cultivation: with transfering loop picking one ring bacterial classification, be inoculated in the 250mL triangular flask that the basic fermention medium of 50mL is housed, put on 30 ℃ ~ 35 ℃ shaking tables, with 150r/min ~ 200r/min shaking culture 24 ~ 36 hours, obtain seed culture fluid;
(3) with seed culture fluid, by inoculum size 5%-10%, add and be equipped with in the 500mL triangular flask of the basic fermention medium of 200mL, put 30 ℃ ~ 35 ℃, after 24-48 hour, freezing with 150r/min ~ 200r/min shaking culture, centrifugal 20 ~ 25min under 6000 ~ 8000r/min collects thalline; Wash thalline 2 ~ 3 times with the PBS damping fluid, the low temperature ultrasonication, centrifugal 20 ~ 25min gets supernatant liquor under 6000 ~ 8000r/min, is crude enzyme liquid in the born of the same parents;
(4) crude enzyme liquid adds sucrose and Resorcinol in the born of the same parents, after 36 ~ 48 hours, with the reaction product separation and purification, namely gets alpha-arbutin in 160 r/min ~ 180r/min, 35 ~ 40 ℃ of lower reactions; The mol ratio that described sucrose and Resorcinol add is 1: 30.
The composition mass concentration per-cent of the above basic fermention medium is as follows: 4% ~ 6% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 0.5% ~ 1.0% sal epsom and 2% calcium carbonate, its pH value is 7.0-7.8.
The above step (4) Resorcinol concentration is 40 mmol/L, and sucrose concentration is 150 ~ 180mmol/L.
The above reaction product separation and purification is that reaction product is placed the static absorption 1.5 ~ 2h of macroporous adsorptive resins AB-8.
The adding of the above reaction product and macroporous adsorptive resins AB-8 is than being 1ml: 1 ~ 2g.
Compared with prior art, the invention has the beneficial effects as follows:
1. production efficiency of the present invention is high, and the Resorcinol transformation efficiency is high, reaches 91%, and cost is low, and technical process is short, and synthetic arbutin content can reach 6.68 ~ 7.12 mg/mL.
2. the present invention works out top condition and isolates alpha-arbutin, and low, the good separating effect of its separation costs is significant to the suitability for industrialized production of alpha-arbutin.
Embodiment
The present invention is described in further detail below in conjunction with embodiment, but embodiments of the present invention are not limited to the scope that embodiment represents.
Embodiment 1:
The method of the synthetic alpha-arbutin of a kind of enzyme law catalysis comprises the steps:
One, the preparation of alpha-arbutin
(1) inclined-plane seed culture: be get xanthomonas campestris (
Xanthomonas campestris) CGMCC NO.1243 bacterial classification, be inoculated in slant medium, place 30 ℃ of lower cultivations 36 hours; The composition mass concentration per-cent of slant medium is as follows: 4% sucrose, and 0.5% peptone, 0.5% yeast extract paste, 0.5% sodium-chlor, 0.1% dipotassium hydrogen phosphate and 2% agar, its pH value is 7.0;
(2) strain cultivation: with transfering loop picking one ring bacterial classification, be inoculated in the 250mL triangular flask that the basic fermention medium of 50mL is housed, put on 30 ℃ of shaking tables, with 150r/min shaking culture 36 hours, obtain seed culture fluid; The composition mass concentration per-cent of basic fermention medium is as follows: 4% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 0.5% sal epsom and 2% calcium carbonate, its pH value is 7.0;
(3) with seed culture fluid, by inoculum size 5%, add and be equipped with in the 500mL triangular flask of the basic fermention medium of 200mL, put 30 ℃, after 48 hours, freezing with the 150r/min shaking culture, centrifugal 25min under 6000r/min collects thalline; Wash thalline 2 times with the PBS damping fluid, the low temperature ultrasonication, centrifugal 25min gets supernatant liquor under 6000r/min, is crude enzyme liquid in the born of the same parents; The composition mass concentration per-cent of basic fermention medium is as follows: 4% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 0.5% sal epsom and 2% calcium carbonate, its pH value is 7.0;
(4) in the born of the same parents crude enzyme liquid to add mol ratio be 1: 30 sucrose and Resorcinol, Resorcinol concentration is 40 mmol/L, sucrose concentration is 150mmol/L, in 160 r/min, 35 ℃ of lower reactions 48 hours, gets reaction product.
Two, the separation and purification of alpha-arbutin
(1) pre-treatment of macroporous adsorbent resin
Take by weighing 100g macroporous adsorbent resin AB-8 and incline in clean beaker, spend first the distilled water water rinse 2 to 3 times, soak again more than the 12h, make its swelling abundant.Then use distilled water water agitator treating 2 to 3 times, the about 300mL of 95% ethanol soaks 24h.Spend distilled water flush away ethanol, 5% aqueous sodium hydroxide solution 300mL flushing is washed to neutrality again, and 5% aqueous hydrochloric acid 300mL flushing is washed to neutrality, and is for subsequent use.
(2) dress post
Need to clean adsorption column and pipeline before the dress post, at filling thin layer absorbent cotton (at the bottom of preventing that resin from stopping up post) at the bottom of the post, add a small amount of distilled water, with glass stick macroporous adsorbent resin AB-8 imported that (attention can not have Bubble formation in the post thereafter, otherwise again fill post), excessive water is emitted at the bottom of post, and keep the water surface to be higher than about 20 centimetres of resin layer surface, until all resins are all transferred in the post, being washed till effluent liquid with deionized water mixed not muddy with water by 1: 5, behind the alcohol flavor, water is filled it up with post, put into filter cloth, make its smooth covers above resin (make when preventing loading resin floating).
(3) upper prop
Get the reaction product sample liquid of 100mL, loading, loading concentration are 6.58mg/mL, static absorption 1.5h.
First with distilled water at full speed the washed resin post collect the water lotion measurement volumes to the effluent liquid water white transparency, then carry out wash-out with 25% aqueous ethanolic solution, every 15mL one test tube is collected elutriant, the alpha-arbutin purity that collection obtains can reach 92.18%.
(5) regeneration of resin
Use first distilled water flushing macroporous adsorbent resin AB-8 post to effluent liquid without alcohol, then wash post with 3 times of column volume 450mL5% aqueous hydrochloric acids, post is washed in distillation, and then washes with 5% aqueous sodium hydroxide solution of 3 times of about 450mL of column volume, is washed till neutral getting final product with deionized water again.
Embodiment 2:
The method of the synthetic alpha-arbutin of a kind of enzyme law catalysis comprises the steps:
One, the preparation of alpha-arbutin
(1) inclined-plane seed culture: be get xanthomonas campestris (
Xanthomonas campestris) CGMCC NO.1243 bacterial classification, be inoculated in slant medium, place 35 ℃ of lower cultivations 24 hours; The composition mass concentration per-cent of slant medium is as follows: 6% sucrose, and 0.5% peptone, 0.5% yeast extract paste, 0.5% sodium-chlor, 0.15% dipotassium hydrogen phosphate and 2% agar, its pH value is 7.8;
(2) strain cultivation: with transfering loop picking one ring bacterial classification, be inoculated in the 250mL triangular flask that the basic fermention medium of 50mL is housed, put on 35 ℃ of shaking tables, with 200r/min shaking culture 24 hours, obtain seed culture fluid; The composition mass concentration per-cent of basic fermention medium is as follows: 6% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 1.0% sal epsom and 2% calcium carbonate, its pH value is 7.8;
(3) with seed culture fluid, by inoculum size 10%, add and be equipped with in the 500mL triangular flask of the basic fermention medium of 200mL, put 35 ℃, after 24 hours, freezing with the 200r/min shaking culture, centrifugal 20min under 6000r/min collects thalline; Wash thalline 2 times with the PBS damping fluid, the low temperature ultrasonication, centrifugal 20min gets supernatant liquor under 6000r/min, is crude enzyme liquid in the born of the same parents; The composition mass concentration per-cent of basic fermention medium is as follows: 6% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 1.0% sal epsom and 2% calcium carbonate, its pH value is 7.8;
(4) in the born of the same parents crude enzyme liquid to add mol ratio be 1: 30 sucrose and Resorcinol, Resorcinol concentration is 40 mmol/L, sucrose concentration is 150mmol/L, in 180 r/min, 40 ℃ of lower reactions 36 hours, gets reaction product.
Two, the separation and purification of alpha-arbutin
(1) pre-treatment of macroporous adsorbent resin
Take by weighing 200g macroporous adsorbent resin AB-8 and incline in clean beaker, spend first the distilled water water rinse 2 to 3 times, soak again more than the 12h, make its swelling abundant.Then use distilled water water agitator treating 2 to 3 times, the about 300mL of 95% ethanol soaks 24h.Spend distilled water flush away ethanol, 5% aqueous sodium hydroxide solution 300mL flushing is washed to neutrality again, and 5% aqueous hydrochloric acid 300mL flushing is washed to neutrality, and is for subsequent use.
(2) dress post
Need to clean adsorption column and pipeline before the dress post, at filling thin layer absorbent cotton (at the bottom of preventing that resin from stopping up post) at the bottom of the post, add a small amount of distilled water, with glass stick macroporous adsorbent resin AB-8 imported that (attention can not have Bubble formation in the post thereafter, otherwise again fill post), excessive water is emitted at the bottom of post, and keep the water surface to be higher than about 20 centimetres of resin layer surface, until all resins are all transferred in the post, being washed till effluent liquid with deionized water mixed not muddy with water by 1: 5, behind the alcohol flavor, water is filled it up with post, put into filter cloth, make its smooth covers above resin (make when preventing loading resin floating).
(3) upper prop
Get the reaction product sample liquid of 100mL, loading, loading concentration are 6.58mg/mL, static absorption 1.5h.
First with distilled water at full speed the washed resin post collect the water lotion measurement volumes to the effluent liquid water white transparency, then carry out wash-out with 25% aqueous ethanolic solution, every 15mL one test tube is collected elutriant, the alpha-arbutin purity that collection obtains can reach 94.02%.
(5) regeneration of resin
Use first distilled water flushing macroporous adsorbent resin AB-8 post to effluent liquid without alcohol, then wash post with 3 times of column volume 450mL5% aqueous hydrochloric acids, post is washed in distillation, and then washes with 5% aqueous sodium hydroxide solution of 3 times of about 450mL of column volume, is washed till neutral getting final product with deionized water again.
Embodiment 3:
The method of the synthetic alpha-arbutin of a kind of enzyme law catalysis comprises the steps:
One, the preparation of alpha-arbutin
(1) inclined-plane seed culture: be get xanthomonas campestris (
Xanthomonas campestris) CGMCC NO.1243 bacterial classification, be inoculated in slant medium, place 35 ℃ of lower cultivations 30 hours; The composition mass concentration per-cent of slant medium is as follows: 5% sucrose, and 0.5% peptone, 0.5% yeast extract paste, 0.5% sodium-chlor, 0.12% dipotassium hydrogen phosphate and 2% agar, its pH value is 7.5;
(2) strain cultivation: with transfering loop picking one ring bacterial classification, be inoculated in the 250mL triangular flask that the basic fermention medium of 50mL is housed, put on 35 ℃ of shaking tables, with 180r/min shaking culture 30 hours, obtain seed culture fluid; The composition mass concentration per-cent of basic fermention medium is as follows: 5% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 0.6% sal epsom and 2% calcium carbonate, its pH value is 7.5;
(3) with seed culture fluid, by inoculum size 8%, add and be equipped with in the 500mL triangular flask of the basic fermention medium of 200mL, put 35 ℃, after 30 hours, freezing with the 180r/min shaking culture, centrifugal 20min under 7000r/min collects thalline; Wash thalline 3 times with the PBS damping fluid, the low temperature ultrasonication, centrifugal 20min gets supernatant liquor under 7000r/min, is crude enzyme liquid in the born of the same parents; The composition mass concentration per-cent of basic fermention medium is as follows: 5% sucrose, and 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 0.6% sal epsom and 2% calcium carbonate, its pH value is 7.8;
(4) in the born of the same parents crude enzyme liquid to add mol ratio be 1: 30 sucrose and Resorcinol, Resorcinol concentration is 40 mmol/L, sucrose concentration is 150mmol/L, in 170 r/min, 40 ℃ of lower reactions 48 hours, gets reaction product.
Two, the separation and purification of alpha-arbutin
(1) pre-treatment of macroporous adsorbent resin
Take by weighing 150g macroporous adsorbent resin AB-8 and incline in clean beaker, spend first the distilled water water rinse 2 to 3 times, soak again more than the 12h, make its swelling abundant.Then use distilled water water agitator treating 2 to 3 times, the about 300mL of 95% ethanol soaks 24h.Spend distilled water flush away ethanol, 5% aqueous sodium hydroxide solution 300mL flushing is washed to neutrality again, and 5% aqueous hydrochloric acid 300mL flushing is washed to neutrality, and is for subsequent use.
(2) dress post
Need to clean adsorption column and pipeline before the dress post, at filling thin layer absorbent cotton (at the bottom of preventing that resin from stopping up post) at the bottom of the post, add a small amount of distilled water, with glass stick macroporous adsorbent resin AB-8 imported that (attention can not have Bubble formation in the post thereafter, otherwise again fill post), excessive water is emitted at the bottom of post, and keep the water surface to be higher than about 20 centimetres of resin layer surface, until all resins are all transferred in the post, being washed till effluent liquid with deionized water mixed not muddy with water by 1: 5, behind the alcohol flavor, water is filled it up with post, put into filter cloth, make its smooth covers above resin (make when preventing loading resin floating).
(3) upper prop
Get the reaction product sample liquid of 100mL, loading, loading concentration are 6.58mg/mL, static absorption 1.5h.
First with distilled water at full speed the washed resin post collect the water lotion measurement volumes to the effluent liquid water white transparency, then carry out wash-out with 25% aqueous ethanolic solution, every 15mL one test tube is collected elutriant, the alpha-arbutin purity that collection obtains can reach 93.72%.
(4) regeneration of resin
Use first distilled water flushing macroporous adsorbent resin AB-8 post to effluent liquid without alcohol, then wash post with 3 times of column volume 450mL5% aqueous hydrochloric acids, post is washed in distillation, and then washes with 5% aqueous sodium hydroxide solution of 3 times of about 450mL of column volume, is washed till neutral getting final product with deionized water again.
Claims (5)
1. the method for the synthetic alpha-arbutin of enzyme law catalysis is characterized in that, comprises the steps:
(1) inclined-plane seed culture: be get xanthomonas campestris (
Xanthomonas campestris) CGMCC NO.1243 bacterial classification, be inoculated in slant medium, place 30 ℃ ~ 35 ℃ lower cultivations 24 ~ 36 hours; The composition mass concentration per-cent of described slant medium is as follows: 4% ~ 6% sucrose, and 0.5% peptone, 0.5% yeast extract paste, 0.5% sodium-chlor, 0.1% ~ 0.15% dipotassium hydrogen phosphate and 2% agar, its pH value is 7.0-7.8;
(2) strain cultivation: with transfering loop picking one ring bacterial classification, be inoculated in the 250mL triangular flask that the basic fermention medium of 50mL is housed, put on 30 ℃ ~ 35 ℃ shaking tables, with 150r/min ~ 200r/min shaking culture 24 ~ 36 hours, obtain seed culture fluid;
(3) with seed culture fluid, by inoculum size 5%-10%, add and be equipped with in the 500mL triangular flask of the basic fermention medium of 200mL, put 30 ℃ ~ 35 ℃, after 24-48 hour, freezing with 150r/min ~ 200r/min shaking culture, centrifugal 20 ~ 25min under 6000 ~ 8000r/min collects thalline; Wash thalline 2 ~ 3 times with the PBS damping fluid, the low temperature ultrasonication, centrifugal 20 ~ 25min gets supernatant liquor under 6000 ~ 8000r/min, is crude enzyme liquid in the born of the same parents;
(4) crude enzyme liquid adds sucrose and Resorcinol in the born of the same parents, after 36 ~ 48 hours, with the reaction product separation and purification, namely gets alpha-arbutin in 160 r/min ~ 180r/min, 35 ~ 40 ℃ of lower reactions; The mol ratio that described sucrose and Resorcinol add is 1: 30.
2. enzyme law catalysis according to claim 1 synthesizes the method for alpha-arbutin, it is characterized in that: the composition mass concentration per-cent of described basic fermention medium is as follows: 4% ~ 6% sucrose, 0.5% peptone, 0.3% extractum carnis, 0.1% yeast extract paste, 0.5% ~ 1.0% sal epsom and 2% calcium carbonate, its pH value is 7.0-7.8.
3. enzyme law catalysis according to claim 1 and 2 synthesizes the method for alpha-arbutin, and it is characterized in that: described step (4) Resorcinol concentration is 40 mmol/L, and sucrose concentration is 150 ~ 180mmol/L.
4. enzyme law catalysis according to claim 3 synthesizes the method for alpha-arbutin, and it is characterized in that: described reaction product separation and purification is that reaction product is placed the static absorption 1.5 ~ 2h of macroporous adsorptive resins AB-8.
5. enzyme law catalysis according to claim 4 synthesizes the method for alpha-arbutin, it is characterized in that: the adding of described reaction product and macroporous adsorptive resins AB-8 is than being 1ml: 1 ~ 2g.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210508199XA CN102978265A (en) | 2012-12-03 | 2012-12-03 | Method for synthesizing alpha-arbutin by enzymic method through catalysis |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210508199XA CN102978265A (en) | 2012-12-03 | 2012-12-03 | Method for synthesizing alpha-arbutin by enzymic method through catalysis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102978265A true CN102978265A (en) | 2013-03-20 |
Family
ID=47852600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201210508199XA Pending CN102978265A (en) | 2012-12-03 | 2012-12-03 | Method for synthesizing alpha-arbutin by enzymic method through catalysis |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102978265A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105400851A (en) * | 2015-12-25 | 2016-03-16 | 天津宏顺科生物科技有限公司 | Preparation method of alpha-arbutin |
| CN106148256A (en) * | 2015-04-10 | 2016-11-23 | 中国科学院微生物研究所 | Produce the genetic engineering bacterium of alpha-arbutin and construction method thereof and application |
| CN106701564A (en) * | 2017-02-12 | 2017-05-24 | 江苏诚信药业有限公司 | Process system and method for preparing arbutin by use of enzyme method |
| CN106755211A (en) * | 2016-08-31 | 2017-05-31 | 百朗德生物化学(海门)有限公司 | Using the manufacture method of the saccharide compound derivative of glycosyl transferase |
| CN107400653A (en) * | 2017-08-03 | 2017-11-28 | 浙江工业大学 | A kind of recombination bacillus coli of glycosidase genes containing α and its application |
| CN108220355A (en) * | 2017-12-29 | 2018-06-29 | 安徽华恒生物科技股份有限公司 | The processing method of Production by Enzymes alpha-arbutin waste liquid and its application |
| CN111100893A (en) * | 2020-01-08 | 2020-05-05 | 西安岳达生物科技股份有限公司 | Method for preparing glucoside by adopting enzyme catalysis method |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1635139A (en) * | 2004-11-15 | 2005-07-06 | 刘春巧 | Process for preparing alpha-arbutin through fermentation |
| CN1727493A (en) * | 2005-07-04 | 2006-02-01 | 张鹏 | Method for catalyzed synthesizing alpha arbutin from free cells or immobilized cells |
-
2012
- 2012-12-03 CN CN201210508199XA patent/CN102978265A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1635139A (en) * | 2004-11-15 | 2005-07-06 | 刘春巧 | Process for preparing alpha-arbutin through fermentation |
| CN1727493A (en) * | 2005-07-04 | 2006-02-01 | 张鹏 | Method for catalyzed synthesizing alpha arbutin from free cells or immobilized cells |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106148256A (en) * | 2015-04-10 | 2016-11-23 | 中国科学院微生物研究所 | Produce the genetic engineering bacterium of alpha-arbutin and construction method thereof and application |
| CN106148256B (en) * | 2015-04-10 | 2019-05-28 | 安徽华恒生物科技股份有限公司 | The genetic engineering bacterium and its construction method of production alpha-arbutin and application |
| CN105400851A (en) * | 2015-12-25 | 2016-03-16 | 天津宏顺科生物科技有限公司 | Preparation method of alpha-arbutin |
| CN106755211A (en) * | 2016-08-31 | 2017-05-31 | 百朗德生物化学(海门)有限公司 | Using the manufacture method of the saccharide compound derivative of glycosyl transferase |
| CN106701564A (en) * | 2017-02-12 | 2017-05-24 | 江苏诚信药业有限公司 | Process system and method for preparing arbutin by use of enzyme method |
| CN107400653A (en) * | 2017-08-03 | 2017-11-28 | 浙江工业大学 | A kind of recombination bacillus coli of glycosidase genes containing α and its application |
| CN107400653B (en) * | 2017-08-03 | 2020-10-09 | 浙江工业大学 | Recombinant escherichia coli containing alpha-glycosidase gene and application thereof |
| CN108220355A (en) * | 2017-12-29 | 2018-06-29 | 安徽华恒生物科技股份有限公司 | The processing method of Production by Enzymes alpha-arbutin waste liquid and its application |
| CN111100893A (en) * | 2020-01-08 | 2020-05-05 | 西安岳达生物科技股份有限公司 | Method for preparing glucoside by adopting enzyme catalysis method |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102978265A (en) | Method for synthesizing alpha-arbutin by enzymic method through catalysis | |
| CN106520746B (en) | A kind of preparation method of high-purity D psicoses | |
| CN106434494B (en) | One bacillus subtilis and its cultural method and application | |
| CN105802897B (en) | A kind of D-Psicose -3- epimerase production bacterial strain and its application | |
| Mountfort et al. | Fermentation of cellulose to methane and carbon dioxide by a rumen anaerobic fungus in a triculture with Methanobrevibacter sp. strain RA1 and Methanosarcina barkeri | |
| CN105838622B (en) | Aspergillus niger HC306 and conversion aurantiin prepare the application in naringenin | |
| CN101603067A (en) | A kind of method of oriented biosynthesis of GAMG | |
| CN103352062B (en) | Method for preparing glycyrrhetinic acid monoglucuronide | |
| CN101717728B (en) | Penicillium and application thereof in catalyzing and hydrolyzing lignocellulose | |
| CN103484512B (en) | Method for producing high-functional-trisaccharide-content isomaltooligosaccharide by using immobilized cells | |
| CN103667102A (en) | Bacterial strain for cyclodextrin glycosyltransferase production and application thereof | |
| CN102174619A (en) | Method for catalyzing and synthesizing salidroside or analogues by utilizing glucose glycosyl transferase | |
| CN103525871B (en) | Method for producing lycopene through fermentation | |
| CN108486160A (en) | The method that high density fermentation synthesizes rebaudioside A | |
| CN102618601B (en) | Method for preparing sucrose-6-ethyl ester by using biological fermentation and immobilized enzyme methods | |
| CN107699556A (en) | The method that D psicose epimerases are prepared using bacillus subtilis | |
| CN108456665A (en) | A method of promoting gluconobacter oxydans synthesis sorbitol dehydrogenase and coenzyme pyrroloquinoline quinone | |
| CN104131052A (en) | Method for producing ademetionine by fermentation of saccharomycetes | |
| CN105566434A (en) | Method for efficiently preparing cycloastragenol | |
| CN104073524B (en) | A kind of method that rich carbon microalgae solid acid diastatic fermentation prepares alcohol fuel | |
| CN105713927A (en) | Method used for preparing hydrogen via embedded bacteria fermentation | |
| CN105713925A (en) | Method used for producing hydrogen by taking cellulose as raw material | |
| CN102876756B (en) | Process for co-producing lactic acid with lower polyxylose | |
| CN102251008B (en) | Method for improving yield of lycopene produced by utilizing Blakeslea trispora | |
| CN107502627A (en) | A kind of method of the rice straw split-phase bioconversion butanol based on carboxylic acid platform |
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: 20130320 |