CN105219745A - 一种固定化转氨酶及其在合成西他列汀中间体中的应用 - Google Patents
一种固定化转氨酶及其在合成西他列汀中间体中的应用 Download PDFInfo
- Publication number
- CN105219745A CN105219745A CN201410262154.8A CN201410262154A CN105219745A CN 105219745 A CN105219745 A CN 105219745A CN 201410262154 A CN201410262154 A CN 201410262154A CN 105219745 A CN105219745 A CN 105219745A
- Authority
- CN
- China
- Prior art keywords
- transaminase
- enzyme
- immobilization
- restructuring
- obtains
- 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.)
- Granted
Links
- 108090000340 Transaminases Proteins 0.000 title claims abstract description 58
- 102000003929 Transaminases Human genes 0.000 title claims abstract description 55
- 230000015572 biosynthetic process Effects 0.000 title description 5
- 238000003786 synthesis reaction Methods 0.000 title description 4
- WJPYOCIWVYDFDT-UHFFFAOYSA-N ethyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate Chemical compound CCOC(=O)CC(=O)CC1=CC(F)=C(F)C=C1F WJPYOCIWVYDFDT-UHFFFAOYSA-N 0.000 title description 3
- 102000004190 Enzymes Human genes 0.000 claims abstract description 58
- 108090000790 Enzymes Proteins 0.000 claims abstract description 58
- 238000000034 method Methods 0.000 claims abstract description 31
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims abstract description 12
- 230000009466 transformation Effects 0.000 claims abstract description 12
- 241000186359 Mycobacterium Species 0.000 claims abstract description 10
- 101100246550 Caenorhabditis elegans pyr-1 gene Proteins 0.000 claims abstract description 9
- 229920001429 chelating resin Polymers 0.000 claims abstract description 8
- 150000002500 ions Chemical class 0.000 claims abstract description 8
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 claims abstract description 7
- 239000003822 epoxy resin Substances 0.000 claims abstract description 6
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 6
- 235000006408 oxalic acid Nutrition 0.000 claims abstract description 4
- 238000006555 catalytic reaction Methods 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 14
- NGVDGCNFYWLIFO-UHFFFAOYSA-N pyridoxal 5'-phosphate Chemical compound CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O NGVDGCNFYWLIFO-UHFFFAOYSA-N 0.000 claims description 12
- 239000013613 expression plasmid Substances 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 229920003180 amino resin Polymers 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 7
- BPHPUYQFMNQIOC-NXRLNHOXSA-N isopropyl beta-D-thiogalactopyranoside Chemical compound CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O BPHPUYQFMNQIOC-NXRLNHOXSA-N 0.000 claims description 7
- 230000003287 optical effect Effects 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 6
- 235000007682 pyridoxal 5'-phosphate Nutrition 0.000 claims description 6
- 239000011589 pyridoxal 5'-phosphate Substances 0.000 claims description 6
- 229960001327 pyridoxal phosphate Drugs 0.000 claims description 6
- 238000003259 recombinant expression Methods 0.000 claims description 6
- 238000005891 transamination reaction Methods 0.000 claims description 6
- 241000588724 Escherichia coli Species 0.000 claims description 5
- 241000142559 Mycobacterium vanbaalenii Species 0.000 claims description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 5
- 230000029087 digestion Effects 0.000 claims description 5
- 239000013612 plasmid Substances 0.000 claims description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 101000702488 Rattus norvegicus High affinity cationic amino acid transporter 1 Proteins 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 4
- 235000015097 nutrients Nutrition 0.000 claims description 4
- 239000001488 sodium phosphate Substances 0.000 claims description 4
- 229910000162 sodium phosphate Inorganic materials 0.000 claims description 4
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 4
- 102000012410 DNA Ligases Human genes 0.000 claims description 3
- 108010061982 DNA Ligases Proteins 0.000 claims description 3
- 239000012634 fragment Substances 0.000 claims description 3
- 230000001939 inductive effect Effects 0.000 claims description 3
- 108091008146 restriction endonucleases Proteins 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 2
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 239000007853 buffer solution Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000002773 nucleotide Substances 0.000 claims 1
- 125000003729 nucleotide group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 28
- 230000008569 process Effects 0.000 abstract description 11
- 238000004064 recycling Methods 0.000 abstract description 2
- 108010093096 Immobilized Enzymes Proteins 0.000 description 21
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 14
- 230000000694 effects Effects 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000000758 substrate Substances 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- 229910021529 ammonia Inorganic materials 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- -1 carbonyl diimine Chemical compound 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 238000004108 freeze drying Methods 0.000 description 4
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 4
- 229960004418 trolamine Drugs 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 108010091086 Recombinases Proteins 0.000 description 3
- 102000018120 Recombinases Human genes 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000013016 damping Methods 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 230000006698 induction Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- AQIUVNMAXGKRCG-UHFFFAOYSA-N CC(C(=C=O)CC1=CC(=C(C=C1F)F)F)C(=O)O Chemical compound CC(C(=C=O)CC1=CC(=C(C=C1F)F)F)C(=O)O AQIUVNMAXGKRCG-UHFFFAOYSA-N 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- 229920002684 Sepharose Polymers 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229940041514 candida albicans extract Drugs 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- 238000002264 polyacrylamide gel electrophoresis Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000000284 resting effect Effects 0.000 description 2
- 229960004115 sitagliptin phosphate Drugs 0.000 description 2
- RTZRUVMEWWPNRR-UHFFFAOYSA-N tert-butyl n-(3-iodo-1h-pyrrolo[2,3-b]pyridin-5-yl)carbamate Chemical compound CC(C)(C)OC(=O)NC1=CN=C2NC=C(I)C2=C1 RTZRUVMEWWPNRR-UHFFFAOYSA-N 0.000 description 2
- 239000012138 yeast extract Substances 0.000 description 2
- FFEDDUASZCKHMB-SNVBAGLBSA-N (3R)-3-amino-4-(2,4,5-trifluorophenyl)butan-2-one Chemical class N[C@@H](C(C)=O)CC1=C(C=C(C(=C1)F)F)F FFEDDUASZCKHMB-SNVBAGLBSA-N 0.000 description 1
- 0 *C1N(CCN*2)C2=CCC*1 Chemical compound *C1N(CCN*2)C2=CCC*1 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- 241000186063 Arthrobacter Species 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 238000009010 Bradford assay Methods 0.000 description 1
- WRBHCMZKBWSMAB-UHFFFAOYSA-N C(C(O)CO)OCC(=S)OCCO Chemical compound C(C(O)CO)OCC(=S)OCCO WRBHCMZKBWSMAB-UHFFFAOYSA-N 0.000 description 1
- TWYJCLFFVWYHFH-UYBGKAFVSA-N C[C@H](C(CC1=CC(=C(C=C1F)F)F)N)C(=O)O Chemical compound C[C@H](C(CC1=CC(=C(C=C1F)F)F)N)C(=O)O TWYJCLFFVWYHFH-UYBGKAFVSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 102000007056 Recombinant Fusion Proteins Human genes 0.000 description 1
- 108010008281 Recombinant Fusion Proteins Proteins 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000000246 agarose gel electrophoresis Methods 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 238000011914 asymmetric synthesis Methods 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010367 cloning Methods 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 125000002228 disulfide group Chemical group 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000005672 electromagnetic field Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000009144 enzymatic modification Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000013604 expression vector Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropyl acetate Chemical class CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940090473 januvia Drugs 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- MFFMDFFZMYYVKS-SECBINFHSA-N sitagliptin Chemical compound C([C@H](CC(=O)N1CC=2N(C(=NN=2)C(F)(F)F)CC1)N)C1=CC(F)=C(F)C=C1F MFFMDFFZMYYVKS-SECBINFHSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
- 238000002525 ultrasonication Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
Landscapes
- Enzymes And Modification Thereof (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Abstract
Description
编号 | 酶 | 酶活收率(%) | 比酶活(U/g) |
1 | 游离酶 | 100 | 3086 |
2 | 固定化载体A制得的固定化酶 | 50 | 1543 |
3 | 固定化载体B制得的固定化酶 | 27 | 833 |
批次 | 反应时间(h) | 转化率 | 残余酶活 |
1 | 19 | >99% | 99% |
2 | 19 | >99% | 99% |
3 | 19 | >99% | 99% |
4 | 19 | >99% | 99% |
5 | 19 | >99% | 98% |
6 | 19 | >99% | 97% |
7 | 19 | >99% | 98% |
8 | 20 | >99% | 97% |
9 | 20 | >99% | 97% |
10 | 20 | >99% | 96% |
11 | 20 | >99% | 95% |
12 | 20 | >99% | 96% |
13 | 20 | >99% | 95% |
14 | 21 | >99% | 95% |
15 | 21 | >99% | 94% |
16 | 21 | >99% | 94% |
17 | 22 | >99% | 93% |
18 | 22 | >99% | 92% |
19 | 24 | >99% | 91% |
20 | 25 | 99% | 89% |
21 | 28 | 97% | 87% |
Claims (16)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410262154.8A CN105219745B (zh) | 2014-06-12 | 2014-06-12 | 一种固定化转氨酶及其在合成西他列汀中间体中的应用 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410262154.8A CN105219745B (zh) | 2014-06-12 | 2014-06-12 | 一种固定化转氨酶及其在合成西他列汀中间体中的应用 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN105219745A true CN105219745A (zh) | 2016-01-06 |
CN105219745B CN105219745B (zh) | 2018-12-04 |
Family
ID=54989015
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201410262154.8A Active CN105219745B (zh) | 2014-06-12 | 2014-06-12 | 一种固定化转氨酶及其在合成西他列汀中间体中的应用 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN105219745B (zh) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108715844A (zh) * | 2018-04-11 | 2018-10-30 | 河北工业大学 | 一种仿生矿化固定化酶和辅因子的制备方法及仿生矿化固定化酶和辅因子 |
CN109234327A (zh) * | 2017-07-11 | 2019-01-18 | 上海弈柯莱生物医药科技有限公司 | 一种立体选择性的转氨酶在不对称合成手性胺中的应用 |
CN109251925A (zh) * | 2017-07-14 | 2019-01-22 | 上海蓝木化工有限公司 | 一种离子交换树脂固定化转氨酶的制备及其应用 |
CN109370998A (zh) * | 2018-11-30 | 2019-02-22 | 江南大学 | 一种催化效率提高的ω-转氨酶突变体I215F |
CN109777813A (zh) * | 2019-01-25 | 2019-05-21 | 浙江工业大学 | 一种转氨酶-plp共固定化酶及其制备与应用 |
CN110106130A (zh) * | 2019-05-23 | 2019-08-09 | 浙江工业大学 | 一种转氨酶-辅酶共固定化工程菌细胞及应用 |
CN110129306A (zh) * | 2018-02-08 | 2019-08-16 | 广东东阳光药业有限公司 | 固定化转氨酶及其应用 |
CN110831944A (zh) * | 2017-07-04 | 2020-02-21 | 意大利合成制造有限公司 | 通过极有效制备中间体2,4,5-三氟苯乙酸来制备西他列汀的有效方法 |
WO2021142618A1 (zh) * | 2020-01-14 | 2021-07-22 | 凯莱英生命科学技术(天津)有限公司 | 改性环氧树脂固定化酶、制备方法及应用 |
CN114107275A (zh) * | 2021-11-19 | 2022-03-01 | 辽宁凯莱英医药化学有限公司 | 酶固定化载体及其制备方法、固定化酶及其制备方法 |
CN114195664A (zh) * | 2021-12-30 | 2022-03-18 | 辰欣药业股份有限公司 | 一种磷酸西格列汀关键中间体的制备方法 |
WO2022257686A1 (zh) * | 2021-06-11 | 2022-12-15 | 弈柯莱生物科技(上海)股份有限公司 | 转氨酶、固定化转氨酶及用于制备西他列汀的用途 |
WO2023087270A1 (zh) * | 2021-11-19 | 2023-05-25 | 辽宁凯莱英医药化学有限公司 | 酶固定化载体及其制备方法、固定化酶及其制备方法 |
-
2014
- 2014-06-12 CN CN201410262154.8A patent/CN105219745B/zh active Active
Non-Patent Citations (6)
Title |
---|
COPELAND A.等: "Mycobacterium vanbaalenii PYR-1,complete genome", 《GENBANK:CP000511.1》 * |
史作清等: "《吸附分离树脂在医药工业中的应用》", 30 September 2008, 化学工业出版社 * |
季爱加等: "原核表达载体pET28a-EGFP的构建与表达", 《微生物学杂志》 * |
李存存等: "酶定向固定化方法及应用的研究进展", 《化工进展》 * |
王潇莹等: "转氨酶在手性化合物合成中的研究进展", 《沈阳药科大学学报》 * |
赵晓瑜等: "《实用分子生物学技术》", 30 June 2006, 化学工业出版社 * |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110831944B (zh) * | 2017-07-04 | 2022-05-27 | 意大利合成制造有限公司 | 通过制备中间体2,4,5-三氟苯乙酸来制备西他列汀的方法 |
CN110831944A (zh) * | 2017-07-04 | 2020-02-21 | 意大利合成制造有限公司 | 通过极有效制备中间体2,4,5-三氟苯乙酸来制备西他列汀的有效方法 |
CN110914417B (zh) * | 2017-07-11 | 2020-10-27 | 弈柯莱生物科技(上海)股份有限公司 | 一种立体选择性的转氨酶在不对称合成手性胺中的应用 |
CN109234327A (zh) * | 2017-07-11 | 2019-01-18 | 上海弈柯莱生物医药科技有限公司 | 一种立体选择性的转氨酶在不对称合成手性胺中的应用 |
CN110914417A (zh) * | 2017-07-11 | 2020-03-24 | 上海弈柯莱生物医药科技有限公司 | 一种立体选择性的转氨酶在不对称合成手性胺中的应用 |
CN109251925A (zh) * | 2017-07-14 | 2019-01-22 | 上海蓝木化工有限公司 | 一种离子交换树脂固定化转氨酶的制备及其应用 |
CN110129306A (zh) * | 2018-02-08 | 2019-08-16 | 广东东阳光药业有限公司 | 固定化转氨酶及其应用 |
CN108715844A (zh) * | 2018-04-11 | 2018-10-30 | 河北工业大学 | 一种仿生矿化固定化酶和辅因子的制备方法及仿生矿化固定化酶和辅因子 |
CN109370998A (zh) * | 2018-11-30 | 2019-02-22 | 江南大学 | 一种催化效率提高的ω-转氨酶突变体I215F |
CN109777813A (zh) * | 2019-01-25 | 2019-05-21 | 浙江工业大学 | 一种转氨酶-plp共固定化酶及其制备与应用 |
CN109777813B (zh) * | 2019-01-25 | 2021-05-07 | 浙江工业大学 | 一种转氨酶-plp共固定化酶及其制备与应用 |
CN110106130A (zh) * | 2019-05-23 | 2019-08-09 | 浙江工业大学 | 一种转氨酶-辅酶共固定化工程菌细胞及应用 |
WO2021142618A1 (zh) * | 2020-01-14 | 2021-07-22 | 凯莱英生命科学技术(天津)有限公司 | 改性环氧树脂固定化酶、制备方法及应用 |
US20230104206A1 (en) * | 2020-01-14 | 2023-04-06 | Asymchem Life Science (Tianjin) Co., Ltd. | Modified epoxy resin immobilized enzyme, preparation method therefor and application thereof |
WO2022257686A1 (zh) * | 2021-06-11 | 2022-12-15 | 弈柯莱生物科技(上海)股份有限公司 | 转氨酶、固定化转氨酶及用于制备西他列汀的用途 |
CN114107275A (zh) * | 2021-11-19 | 2022-03-01 | 辽宁凯莱英医药化学有限公司 | 酶固定化载体及其制备方法、固定化酶及其制备方法 |
WO2023087270A1 (zh) * | 2021-11-19 | 2023-05-25 | 辽宁凯莱英医药化学有限公司 | 酶固定化载体及其制备方法、固定化酶及其制备方法 |
CN114107275B (zh) * | 2021-11-19 | 2024-05-17 | 辽宁凯莱英医药化学有限公司 | 酶固定化载体及其制备方法、固定化酶及其制备方法 |
CN114195664A (zh) * | 2021-12-30 | 2022-03-18 | 辰欣药业股份有限公司 | 一种磷酸西格列汀关键中间体的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN105219745B (zh) | 2018-12-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN105219745A (zh) | 一种固定化转氨酶及其在合成西他列汀中间体中的应用 | |
CN104805069A (zh) | 一种固定化转氨酶及其在合成西他列汀中间体中的应用 | |
CN109134594B (zh) | 一种酶法制备谷胱甘肽的方法 | |
CN108384767A (zh) | 转氨酶突变体及其应用 | |
CN105624128B (zh) | 一种固定化单胺氧化酶及其在合成手性氮杂双环化合物中的应用 | |
CN105018440A (zh) | 一种转氨酶及其在合成西他列汀中间体中的应用 | |
CN105647996A (zh) | 固定化酶法制备三磷酸腺苷的方法 | |
CN106676142A (zh) | 一种手性氨基杂环化合物及其衍生物的制备方法 | |
CN105063120B (zh) | 一种左乙拉西坦的制备方法 | |
WO2015055127A1 (zh) | 一种左旋吡喹酮的制备方法 | |
CN108675943A (zh) | 一种沙库巴曲关键中间体的制备方法 | |
CN103555683B (zh) | 一种沙格列汀手性中间体的合成方法 | |
CN106834376A (zh) | 一种酶催化合成西格列汀的方法 | |
Gradley et al. | Asymmetric hydrolysis of chiral nitriles by Rhodococcus rhodochrous NCIMB 11216 nitrilase | |
CN107686852B (zh) | 一种莫西沙星中间体化合物的制备方法 | |
CN105734089A (zh) | 一种不对称合成(r)-3-氨基哌啶衍生物的方法 | |
CN105441401A (zh) | 一种单胺氧化酶及其在合成手性氮杂双环化合物中的应用 | |
CN104402793A (zh) | 一种3-取代氧化吲哚衍生物及其合成方法和应用 | |
CN110129306A (zh) | 固定化转氨酶及其应用 | |
CN104711248A (zh) | 一种消除底物毒性的方法 | |
CN105461580A (zh) | 一种异丙甲草胺的合成方法 | |
CN105085420A (zh) | 一种在水相中微波辐射下催化合成吩嗪化合物的方法 | |
CN103420844B (zh) | 酸性离子液体催化苯胺与甲醛缩合制备4,4’-二氨基二苯甲烷的工艺 | |
CN109942486A (zh) | 一种新的贝曲西班中间体及其制备方法和应用 | |
CN105461606A (zh) | 高纯度雷迪帕韦中间体的制备方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
TA01 | Transfer of patent application right |
Effective date of registration: 20170630 Address after: 200120 China (Shanghai) free trade zone, Pudong South Road, No. 2, building C110, room Applicant after: ABIOCHEM BIOTECHNOLOGY Co.,Ltd. Address before: Pu Si Road in Pukou District of Nanjing City, Jiangsu province 210032 No. 18 Taishan street, science and Technology Innovation Park 1 building 408 room Applicant before: NANJING ABIOCHEM BIOMEDICAL TECHNOLOGY CO.,LTD. |
|
GR01 | Patent grant | ||
GR01 | Patent grant | ||
CP02 | Change in the address of a patent holder | ||
CP02 | Change in the address of a patent holder |
Address after: Room 3114, Building B, 555 Dongchuan Road, Minhang District, Shanghai, 200240 Patentee after: ABIOCHEM BIOTECHNOLOGY Co.,Ltd. Address before: Room C110, 1st floor, Building 2, 2250 Pudong Southeast Road, China (Shanghai) Free Trade Pilot Area Patentee before: ABIOCHEM BIOTECHNOLOGY Co.,Ltd. |
|
CP03 | Change of name, title or address | ||
CP03 | Change of name, title or address |
Address after: Room 3114, Building B, 555 Dongchuan Road, Minhang District, Shanghai, 200241 Patentee after: Ecolab Biotechnology (Shanghai) Co.,Ltd. Address before: Room 3114, Building B, 555 Dongchuan Road, Minhang District, Shanghai, 200240 Patentee before: ABIOCHEM BIOTECHNOLOGY Co.,Ltd. |
|
CP01 | Change in the name or title of a patent holder |
Address after: Room 3114, Building B, 555 Dongchuan Road, Minhang District, Shanghai, 200241 Patentee after: Yikelai Biotechnology (Group) Co.,Ltd. Address before: Room 3114, Building B, 555 Dongchuan Road, Minhang District, Shanghai, 200241 Patentee before: Ecolab Biotechnology (Shanghai) Co.,Ltd. |
|
CP01 | Change in the name or title of a patent holder |