DE2219671A1 - Verfahren zur enzymatischen Herstellung von L-Tryptophan - Google Patents
Verfahren zur enzymatischen Herstellung von L-TryptophanInfo
- Publication number
- DE2219671A1 DE2219671A1 DE19722219671 DE2219671A DE2219671A1 DE 2219671 A1 DE2219671 A1 DE 2219671A1 DE 19722219671 DE19722219671 DE 19722219671 DE 2219671 A DE2219671 A DE 2219671A DE 2219671 A1 DE2219671 A1 DE 2219671A1
- Authority
- DE
- Germany
- Prior art keywords
- tryptophan
- enzymatic
- serine
- fibers
- enzyme
- 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
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 title claims description 65
- 229960004799 tryptophan Drugs 0.000 title claims description 43
- 238000000034 method Methods 0.000 title claims description 27
- 230000002255 enzymatic effect Effects 0.000 title claims description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 30
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 29
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 27
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 22
- 239000000835 fiber Substances 0.000 claims description 21
- 102000004190 Enzymes Human genes 0.000 claims description 19
- 108090000790 Enzymes Proteins 0.000 claims description 19
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 15
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 8
- 239000007858 starting material Substances 0.000 claims description 6
- 229920002284 Cellulose triacetate Polymers 0.000 claims description 5
- 241000588724 Escherichia coli Species 0.000 claims description 5
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 claims description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 2
- 235000014469 Bacillus subtilis Nutrition 0.000 claims description 2
- 241000221760 Claviceps Species 0.000 claims description 2
- 241000221960 Neurospora Species 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 241000235070 Saccharomyces Species 0.000 claims description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 2
- 150000002823 nitrates Chemical class 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 229920001567 vinyl ester resin Polymers 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims 1
- 239000001913 cellulose Substances 0.000 claims 1
- 229920001220 nitrocellulos Polymers 0.000 claims 1
- 229920002239 polyacrylonitrile Polymers 0.000 claims 1
- IFGCUJZIWBUILZ-UHFFFAOYSA-N sodium 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid Chemical compound [Na+].C=1NC2=CC=CC=C2C=1CC(C(O)=O)NC(=O)C(CC(C)C)NP(O)(=O)OC1OC(C)C(O)C(O)C1O IFGCUJZIWBUILZ-UHFFFAOYSA-N 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 239000000243 solution Substances 0.000 description 20
- 229960001153 serine Drugs 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 16
- NGVDGCNFYWLIFO-UHFFFAOYSA-N pyridoxal 5'-phosphate Chemical compound CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O NGVDGCNFYWLIFO-UHFFFAOYSA-N 0.000 description 14
- 239000011541 reaction mixture Substances 0.000 description 14
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 9
- 235000018102 proteins Nutrition 0.000 description 9
- 102000004169 proteins and genes Human genes 0.000 description 9
- 108090000623 proteins and genes Proteins 0.000 description 9
- 235000007682 pyridoxal 5'-phosphate Nutrition 0.000 description 7
- 239000011589 pyridoxal 5'-phosphate Substances 0.000 description 7
- 229960001327 pyridoxal phosphate Drugs 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 6
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- MTCFGRXMJLQNBG-UWTATZPHSA-N D-Serine Chemical compound OC[C@@H](N)C(O)=O MTCFGRXMJLQNBG-UWTATZPHSA-N 0.000 description 4
- 229930195711 D-Serine Natural products 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 229940024606 amino acid Drugs 0.000 description 4
- 235000001014 amino acid Nutrition 0.000 description 4
- 150000001413 amino acids Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000000855 fermentation Methods 0.000 description 4
- 230000004151 fermentation Effects 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000008363 phosphate buffer Substances 0.000 description 3
- 229910000160 potassium phosphate Inorganic materials 0.000 description 3
- 235000011009 potassium phosphates Nutrition 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000006035 Tryptophane Substances 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- 241000208199 Buxus sempervirens Species 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 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
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940076263 indole Drugs 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- CMDGQTVYVAKDNA-UHFFFAOYSA-N propane-1,2,3-triol;hydrate Chemical compound O.OCC(O)CO CMDGQTVYVAKDNA-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000029219 regulation of pH Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000002317 scanning near-field acoustic microscopy Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 125000000430 tryptophan group Chemical group [H]N([H])C(C(=O)O*)C([H])([H])C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/04—Enzymes or microbial cells immobilised on or in an organic carrier entrapped within the carrier, e.g. gel or hollow fibres
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/22—Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
- C12P13/227—Tryptophan
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT23547/71A IT989051B (it) | 1971-04-23 | 1971-04-23 | Procedimento per la produzione enzimatica di l triptofano |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2219671A1 true DE2219671A1 (de) | 1972-11-16 |
Family
ID=11208035
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722219671 Pending DE2219671A1 (de) | 1971-04-23 | 1972-04-21 | Verfahren zur enzymatischen Herstellung von L-Tryptophan |
Country Status (22)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2048266B (en) * | 1979-05-09 | 1983-11-30 | Mitsui Toatsu Chemicals | Enzymatic preparation of l-tryptophan |
| EG18543A (en) * | 1986-02-20 | 1993-07-30 | Albright & Wilson | Protected enzyme systems |
| GB2189809A (en) * | 1986-05-03 | 1987-11-04 | Michael Storey Otterburn | Immobilized biological material |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL32406A (en) * | 1968-06-26 | 1973-01-30 | Snam Progetti | Enzyme preparations comprising a solution or dispersion of enzyme occluded in filaments of cellulose esters or synthetic polymers |
-
1971
- 1971-04-23 IT IT23547/71A patent/IT989051B/it active
-
1972
- 1972-03-27 IL IL39096A patent/IL39096A/xx unknown
- 1972-04-04 AU AU40722/72A patent/AU472805B2/en not_active Expired
- 1972-04-06 NL NL7204584A patent/NL7204584A/xx not_active Application Discontinuation
- 1972-04-18 BR BR2471/72A patent/BR7202471D0/pt unknown
- 1972-04-18 ZA ZA722615A patent/ZA722615B/xx unknown
- 1972-04-19 ES ES402781A patent/ES402781A1/es not_active Expired
- 1972-04-20 BE BE782356A patent/BE782356A/xx unknown
- 1972-04-20 CS CS2681A patent/CS173601B2/cs unknown
- 1972-04-20 FR FR7213902A patent/FR2133923B1/fr not_active Expired
- 1972-04-21 GB GB1874372A patent/GB1386674A/en not_active Expired
- 1972-04-21 HU HUSA2345A patent/HU165737B/hu unknown
- 1972-04-21 LU LU65216D patent/LU65216A1/xx unknown
- 1972-04-21 PL PL1972154898A patent/PL81836B1/pl unknown
- 1972-04-21 DE DE19722219671 patent/DE2219671A1/de active Pending
- 1972-04-21 DD DD162504A patent/DD97887A5/xx unknown
- 1972-04-21 AT AT355772A patent/AT315111B/de not_active IP Right Cessation
- 1972-04-21 SE SE7205291A patent/SE387631B/xx unknown
- 1972-04-21 IE IE531/72A patent/IE36315B1/xx unknown
- 1972-04-21 AR AR241606A patent/AR194838A1/es active
- 1972-04-22 CH CH592472A patent/CH550790A/fr not_active IP Right Cessation
- 1972-04-24 TR TR16805A patent/TR16805A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1386674A (en) | 1975-03-12 |
| FR2133923B1 (enrdf_load_stackoverflow) | 1974-12-20 |
| TR16805A (tr) | 1973-05-01 |
| IL39096A0 (en) | 1972-05-30 |
| FR2133923A1 (enrdf_load_stackoverflow) | 1972-12-01 |
| AU4072272A (en) | 1973-10-11 |
| IL39096A (en) | 1975-04-25 |
| HU165737B (enrdf_load_stackoverflow) | 1974-10-28 |
| ZA722615B (en) | 1973-04-25 |
| BE782356A (fr) | 1972-08-16 |
| IE36315L (en) | 1972-10-23 |
| AR194838A1 (es) | 1973-08-24 |
| PL81836B1 (enrdf_load_stackoverflow) | 1975-10-31 |
| IE36315B1 (en) | 1976-10-13 |
| AT315111B (de) | 1974-05-10 |
| IT989051B (it) | 1975-05-20 |
| SE387631B (sv) | 1976-09-13 |
| BR7202471D0 (pt) | 1973-05-24 |
| LU65216A1 (enrdf_load_stackoverflow) | 1972-07-13 |
| AU472805B2 (en) | 1973-10-11 |
| DD97887A5 (enrdf_load_stackoverflow) | 1973-05-20 |
| CS173601B2 (enrdf_load_stackoverflow) | 1977-02-28 |
| ES402781A1 (es) | 1975-04-01 |
| CH550790A (fr) | 1974-06-28 |
| NL7204584A (enrdf_load_stackoverflow) | 1972-10-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3133123C2 (de) | Unbeweglich gemachte α-Glukosyltransferase, Verfahren zu ihrer Herstellung sowie Verwendung zur Herstellung von Palatinose | |
| DE2422737C3 (de) | Verfahren zur Herstellung der D-Aminosäuren D-(-)-Valin und D-(-)-Alanin | |
| EP1062877B2 (de) | Wässrige Lysin-haltige Tierfuttermittelsupplemente und Verfahren zur Herstellung | |
| DD297843A5 (de) | Verfahren zur herstellung eines wasserunloeslichen, vernetzten kristallinen enzyms und seine verwendung | |
| DE3017861C2 (de) | Verfahren zur enzymatischen Herstellung von L-Tryptophan | |
| DE2336829B2 (de) | Wasserunlösliches Enzympräparat, Verfahren zu seiner Herstellung und seine Verwendung | |
| DE3017005A1 (de) | Verfahren zur kontinuierlichen Herstellung von Acrylamid oder Methycrylamid aus Acryl-Nitril oder Methacrylnitril unter Verwendung von Mikroorganismen | |
| DE2409951A1 (de) | Ionenaustauschermaterial | |
| DE2219671A1 (de) | Verfahren zur enzymatischen Herstellung von L-Tryptophan | |
| DE10022447B4 (de) | Verfahren und Vorrichtung zur In-Situ Extraktion und Zuführung | |
| DE3400574C2 (enrdf_load_stackoverflow) | ||
| DE139592T1 (de) | Verfahren und anlage zur herstellung von aminosaeuren durch gaerung. | |
| EP0960945B1 (de) | Verfahren zur enzymatischen Herstellung von Betalaktamantibiotika mit Produktrückgewinnung bei pH 1 in Gegenwart von immobilisiertes Penicillinamidase | |
| DE2008842A1 (de) | Verfahren und Vorrichtung zur kontinuierlichen Durchführung von Enzymreaktionen | |
| DE2221046A1 (de) | Antibiotika und verfahren zu ihrer herstellung | |
| DE2349464B2 (de) | Enzymatisches Isomerisat einer dextrosehaltigen Lösung und enzymatisches Isomerisierungsveifahren zur Umwandlung von Dextrose in Laevulose | |
| DE2442533A1 (de) | Verfahren zur behandlung der bei der destillation von weissweinen anfallenden rueckstaende | |
| DE2752499A1 (de) | Verfahren zur enzymatischen umwandlung eines penicillins in 6-aminopenicillansaeure | |
| DE2303872A1 (de) | Verfahren zur herstellung von fructose sowie fructose und glucose enthaltendem sirup | |
| AT401934B (de) | Kontinuierliches verfahren zur gleichzeitigen herstellung von weinsäure und futterhefe | |
| DE3851789T2 (de) | Rohrförmiger Bioreaktor. | |
| DE2415310C3 (de) | Verfahren zur enzymatischen Herstellung von L-Äpfelsäure | |
| DE3540179A1 (de) | Verfahren zur herstellung eiweisshaltiger futtermittel aus rapsmehl | |
| WO1997012028A1 (de) | Kontinuierliches verfahren zur herstellung von weinsäure und futterhefe | |
| DE1949585A1 (de) | Verfahren zur Herstellung eines Salzes von optisch aktivem Lysin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHW | Rejection |