CN104830930A - 一种核苷类药物中间体2’-脱氧鸟苷的生产方法 - Google Patents
一种核苷类药物中间体2’-脱氧鸟苷的生产方法 Download PDFInfo
- Publication number
- CN104830930A CN104830930A CN201510140553.1A CN201510140553A CN104830930A CN 104830930 A CN104830930 A CN 104830930A CN 201510140553 A CN201510140553 A CN 201510140553A CN 104830930 A CN104830930 A CN 104830930A
- Authority
- CN
- China
- Prior art keywords
- pancreatic desoxyribonuclease
- production method
- thymidine
- beta
- guanine
- 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
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 19
- 239000003814 drug Substances 0.000 title claims abstract description 16
- 239000002777 nucleoside Substances 0.000 title claims abstract description 15
- 150000003833 nucleoside derivatives Chemical class 0.000 title claims abstract description 15
- YKBGVTZYEHREMT-KVQBGUIXSA-N 2'-deoxyguanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@H]1C[C@H](O)[C@@H](CO)O1 YKBGVTZYEHREMT-KVQBGUIXSA-N 0.000 title abstract 5
- YKBGVTZYEHREMT-UHFFFAOYSA-N 2'-deoxyguanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1CC(O)C(CO)O1 YKBGVTZYEHREMT-UHFFFAOYSA-N 0.000 title abstract 5
- VGONTNSXDCQUGY-UHFFFAOYSA-N desoxyinosine Natural products C1C(O)C(CO)OC1N1C(NC=NC2=O)=C2N=C1 VGONTNSXDCQUGY-UHFFFAOYSA-N 0.000 title abstract 5
- 229940079593 drug Drugs 0.000 title abstract 2
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims abstract description 52
- IQFYYKKMVGJFEH-XLPZGREQSA-N Thymidine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 IQFYYKKMVGJFEH-XLPZGREQSA-N 0.000 claims abstract description 29
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 16
- 239000002994 raw material Substances 0.000 claims abstract description 4
- 239000008346 aqueous phase Substances 0.000 claims abstract description 3
- 102000016911 Deoxyribonucleases Human genes 0.000 claims description 72
- 108010053770 Deoxyribonucleases Proteins 0.000 claims description 72
- 229940109357 desoxyribonuclease Drugs 0.000 claims description 72
- 230000009466 transformation Effects 0.000 claims description 30
- 239000012071 phase Substances 0.000 claims description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 238000003786 synthesis reaction Methods 0.000 claims description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 9
- 239000011591 potassium Substances 0.000 claims description 9
- 229910052700 potassium Inorganic materials 0.000 claims description 9
- 229910019142 PO4 Inorganic materials 0.000 claims description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
- 239000010452 phosphate Substances 0.000 claims description 6
- -1 polyoxyethylene Polymers 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 5
- 229920002538 Polyethylene Glycol 20000 Polymers 0.000 claims description 3
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 claims description 3
- 229920002594 Polyethylene Glycol 8000 Polymers 0.000 claims description 3
- LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 claims description 3
- 229940045641 monobasic sodium phosphate Drugs 0.000 claims description 3
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 claims description 3
- 150000003016 phosphoric acids Chemical class 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 21
- 102000004190 Enzymes Human genes 0.000 abstract description 5
- 108090000790 Enzymes Proteins 0.000 abstract description 5
- 241000186840 Lactobacillus fermentum Species 0.000 abstract description 4
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 abstract description 4
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 abstract description 3
- 239000000758 substrate Substances 0.000 abstract description 3
- DWRXFEITVBNRMK-UHFFFAOYSA-N Beta-D-1-Arabinofuranosylthymine Natural products O=C1NC(=O)C(C)=CN1C1C(O)C(O)C(CO)O1 DWRXFEITVBNRMK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- IQFYYKKMVGJFEH-UHFFFAOYSA-N beta-L-thymidine Natural products O=C1NC(=O)C(C)=CN1C1OC(CO)C(O)C1 IQFYYKKMVGJFEH-UHFFFAOYSA-N 0.000 abstract 1
- 239000011942 biocatalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 abstract 1
- 235000019797 dipotassium phosphate Nutrition 0.000 abstract 1
- 238000005457 optimization Methods 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 229940104230 thymidine Drugs 0.000 abstract 1
- 239000000047 product Substances 0.000 description 16
- 238000004128 high performance liquid chromatography Methods 0.000 description 14
- FRXSZNDVFUDTIR-UHFFFAOYSA-N 6-methoxy-1,2,3,4-tetrahydroquinoline Chemical compound N1CCCC2=CC(OC)=CC=C21 FRXSZNDVFUDTIR-UHFFFAOYSA-N 0.000 description 10
- NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 description 8
- 239000000284 extract Substances 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 235000014347 soups Nutrition 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- RQFCJASXJCIDSX-UUOKFMHZSA-N guanosine 5'-monophosphate Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O RQFCJASXJCIDSX-UUOKFMHZSA-N 0.000 description 5
- MIKUYHXYGGJMLM-GIMIYPNGSA-N Crotonoside Natural products C1=NC2=C(N)NC(=O)N=C2N1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O MIKUYHXYGGJMLM-GIMIYPNGSA-N 0.000 description 4
- NYHBQMYGNKIUIF-UHFFFAOYSA-N D-guanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(CO)C(O)C1O NYHBQMYGNKIUIF-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229940088598 enzyme Drugs 0.000 description 4
- 229940029575 guanosine Drugs 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- MSSXOMSJDRHRMC-UHFFFAOYSA-N 9H-purine-2,6-diamine Chemical compound NC1=NC(N)=C2NC=NC2=N1 MSSXOMSJDRHRMC-UHFFFAOYSA-N 0.000 description 3
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000001888 Peptone Substances 0.000 description 3
- 108010080698 Peptones Proteins 0.000 description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000002255 enzymatic effect Effects 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000000937 glycosyl acceptor Substances 0.000 description 3
- 235000013928 guanylic acid Nutrition 0.000 description 3
- 239000004226 guanylic acid Substances 0.000 description 3
- 229940012969 lactobacillus fermentum Drugs 0.000 description 3
- 238000002386 leaching Methods 0.000 description 3
- WRUGWIBCXHJTDG-UHFFFAOYSA-L magnesium sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Mg+2].[O-]S([O-])(=O)=O WRUGWIBCXHJTDG-UHFFFAOYSA-L 0.000 description 3
- 229940061634 magnesium sulfate heptahydrate Drugs 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 235000019319 peptone Nutrition 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- RQFCJASXJCIDSX-UHFFFAOYSA-N 14C-Guanosin-5'-monophosphat Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(COP(O)(O)=O)C(O)C1O RQFCJASXJCIDSX-UHFFFAOYSA-N 0.000 description 2
- OLXZPDWKRNYJJZ-UHFFFAOYSA-N 5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol Chemical compound C1=NC=2C(N)=NC=NC=2N1C1CC(O)C(CO)O1 OLXZPDWKRNYJJZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 238000009629 microbiological culture Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000011218 seed culture Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- IQFYYKKMVGJFEH-GJMOJQLCSA-N 1-[(2r,4r,5s)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@@H](CO)[C@H](O)C1 IQFYYKKMVGJFEH-GJMOJQLCSA-N 0.000 description 1
- MXHRCPNRJAMMIM-ULQXZJNLSA-N 1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-tritiopyrimidine-2,4-dione Chemical compound O=C1NC(=O)C([3H])=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 MXHRCPNRJAMMIM-ULQXZJNLSA-N 0.000 description 1
- 101710169336 5'-deoxyadenosine deaminase Proteins 0.000 description 1
- OQRXBXNATIHDQO-UHFFFAOYSA-N 6-chloropyridine-3,4-diamine Chemical compound NC1=CN=C(Cl)C=C1N OQRXBXNATIHDQO-UHFFFAOYSA-N 0.000 description 1
- 102000055025 Adenosine deaminases Human genes 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 230000007064 DNA hydrolysis Effects 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 1
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 102100036286 Purine nucleoside phosphorylase Human genes 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000000118 anti-neoplastic effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000002210 biocatalytic effect Effects 0.000 description 1
- 230000031018 biological processes and functions Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 235000019846 buffering salt Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 239000000348 glycosyl donor Substances 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000013028 medium composition Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 108010009099 nucleoside phosphorylase Proteins 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 229940093916 potassium phosphate Drugs 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229960003281 tyrothricin Drugs 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- RZLVQBNCHSJZPX-UHFFFAOYSA-L zinc sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Zn+2].[O-]S([O-])(=O)=O RZLVQBNCHSJZPX-UHFFFAOYSA-L 0.000 description 1
- 230000003462 zymogenic effect Effects 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510140553.1A CN104830930B (zh) | 2015-03-30 | 2015-03-30 | 一种核苷类药物中间体2’-脱氧鸟苷的生产方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510140553.1A CN104830930B (zh) | 2015-03-30 | 2015-03-30 | 一种核苷类药物中间体2’-脱氧鸟苷的生产方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104830930A true CN104830930A (zh) | 2015-08-12 |
CN104830930B CN104830930B (zh) | 2018-07-27 |
Family
ID=53809127
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201510140553.1A Expired - Fee Related CN104830930B (zh) | 2015-03-30 | 2015-03-30 | 一种核苷类药物中间体2’-脱氧鸟苷的生产方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN104830930B (zh) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105754899A (zh) * | 2016-04-08 | 2016-07-13 | 南京工业大学 | 一种n-脱氧核糖转移酶、编码基因及其高产菌株和应用 |
CN108018252A (zh) * | 2017-12-12 | 2018-05-11 | 山东格得生物科技有限公司 | 一种中间体2’-脱氧鸟苷的制备方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1818073A (zh) * | 2000-03-27 | 2006-08-16 | 有机合成药品工业株式会社 | 制备鸟苷类化合物及其中间体的方法 |
CN101294175A (zh) * | 2008-06-20 | 2008-10-29 | 南京林业大学 | 一种双水相水解体系制备低聚木糖的方法 |
CN102174618A (zh) * | 2010-12-29 | 2011-09-07 | 南通秋之友生物科技有限公司 | 用乙酰短杆菌的核苷磷酸化酶合成2’-脱氧鸟苷的方法 |
CN102559520A (zh) * | 2011-12-15 | 2012-07-11 | 江南大学 | 一种利用微生物催化制备(s)-(4-氯苯基)-(吡啶-2-基)-甲醇的方法 |
CN104293867A (zh) * | 2014-09-27 | 2015-01-21 | 浙江工业大学 | 一种2’-脱氧-5-氟尿苷的微生物合成方法 |
-
2015
- 2015-03-30 CN CN201510140553.1A patent/CN104830930B/zh not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1818073A (zh) * | 2000-03-27 | 2006-08-16 | 有机合成药品工业株式会社 | 制备鸟苷类化合物及其中间体的方法 |
CN101294175A (zh) * | 2008-06-20 | 2008-10-29 | 南京林业大学 | 一种双水相水解体系制备低聚木糖的方法 |
CN102174618A (zh) * | 2010-12-29 | 2011-09-07 | 南通秋之友生物科技有限公司 | 用乙酰短杆菌的核苷磷酸化酶合成2’-脱氧鸟苷的方法 |
CN102559520A (zh) * | 2011-12-15 | 2012-07-11 | 江南大学 | 一种利用微生物催化制备(s)-(4-氯苯基)-(吡啶-2-基)-甲醇的方法 |
CN104293867A (zh) * | 2014-09-27 | 2015-01-21 | 浙江工业大学 | 一种2’-脱氧-5-氟尿苷的微生物合成方法 |
Non-Patent Citations (1)
Title |
---|
朱宝泉主编: "《生物制药技术》", 30 June 2004, 化学工业出版社 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105754899A (zh) * | 2016-04-08 | 2016-07-13 | 南京工业大学 | 一种n-脱氧核糖转移酶、编码基因及其高产菌株和应用 |
CN108018252A (zh) * | 2017-12-12 | 2018-05-11 | 山东格得生物科技有限公司 | 一种中间体2’-脱氧鸟苷的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN104830930B (zh) | 2018-07-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103667102B (zh) | 一种环糊精葡萄糖基转移酶生产菌株及其应用 | |
CN107586797B (zh) | 一锅酶法制备左旋多巴的方法 | |
US20130052691A1 (en) | Method for microbial production of cyclic adenosine 3', 5'-monophosphate | |
CN105734092B (zh) | 一种酶法制备d-塔格糖的方法 | |
CN108018252B (zh) | 一种中间体2’-脱氧鸟苷的制备方法 | |
CN101555509B (zh) | 一种定向催化合成尿苷磷酰化合物的方法 | |
EP3441473A1 (en) | Method for producing n-acetyl-d-glucosamine and/or d-glucosamine hydrochloride by microbial fermentation | |
CN104830930A (zh) | 一种核苷类药物中间体2’-脱氧鸟苷的生产方法 | |
EP0385486B1 (en) | Process for producing fructose-1,6-diphosphate | |
CN102899372A (zh) | 两阶段溶氧量控制发酵生产环磷酸腺苷的方法 | |
CN104293867A (zh) | 一种2’-脱氧-5-氟尿苷的微生物合成方法 | |
CN101285085B (zh) | 一种利用整细胞催化合成腺苷甲硫氨酸的方法 | |
CN109694892B (zh) | 制备红景天苷的方法和试剂盒 | |
CN109679978A (zh) | 一种用于制备l-2-氨基丁酸的重组共表达体系及其应用 | |
CN1477204A (zh) | 糖核苷酸的制造方法 | |
CN114134056A (zh) | 酿酒酵母zjs10041及其在发酵产s-腺苷蛋氨酸中的应用 | |
CN112646851B (zh) | 一种酶法快速制备β-烟酰胺单核苷酸的方法 | |
CN114262726A (zh) | 一种利用胞苷酶法合成胞磷胆碱钠的方法 | |
US20040072303A1 (en) | Method of preparing a guanosine-group compound and an intermediate thereof | |
CN101942489B (zh) | 一种7-磷酸景天庚酮糖的制备方法 | |
CN105861596B (zh) | 透明质酸的制备方法 | |
CN104342468A (zh) | 一种利用枯草芽孢杆菌生产环磷腺苷的方法 | |
CN101230372B (zh) | 全细胞生物催化合成尿苷二磷酸-n-乙酰葡糖胺的方法 | |
US4840898A (en) | High temperature method for the production of ribavirin | |
US4840899A (en) | Method for the production of ribavirin using high robose donor concentrations |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
EXSB | Decision made by sipo to initiate substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20181224 Address after: 614000 Shigucun Formation, Shuikou Town, Shizhong District, Leshan City, Sichuan Province Patentee after: LESHAN RECONDEX ANIMAL HEALTH CARE PHARMACEUTICAL CO.,LTD. Address before: 614000 No. 73 Mudan Road, Mianzhu Town, Shizhong District, Leshan City, Sichuan Province Patentee before: LESHAN RECONDEX BIOPHARMACEUTICAL CO.,LTD. |
|
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20200511 Address after: No. 578, shigu village, Shuikou Town, Shizhong District, Leshan City, Sichuan Province Patentee after: Leshan baierte bioengineering partnership (L.P.) Address before: 614000 Shigu village, Shuikou Town, Shizhong District, Leshan City, Sichuan Province nine Patentee before: LESHAN RECONDEX ANIMAL HEALTH CARE PHARMACEUTICAL Co.,Ltd. |
|
TR01 | Transfer of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20180727 |
|
CF01 | Termination of patent right due to non-payment of annual fee |