JPH0453509B2 - - Google Patents
Info
- Publication number
- JPH0453509B2 JPH0453509B2 JP57138415A JP13841582A JPH0453509B2 JP H0453509 B2 JPH0453509 B2 JP H0453509B2 JP 57138415 A JP57138415 A JP 57138415A JP 13841582 A JP13841582 A JP 13841582A JP H0453509 B2 JPH0453509 B2 JP H0453509B2
- Authority
- JP
- Japan
- Prior art keywords
- exchange resin
- microorganisms
- ion exchange
- reaction solution
- tryptophan
- 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.)
- Expired - Lifetime
Links
- 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 claims description 38
- 244000005700 microbiome Species 0.000 claims description 31
- 150000008575 L-amino acids Chemical class 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- 239000003729 cation exchange resin Substances 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims 1
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 42
- 239000000243 solution Substances 0.000 description 34
- 239000003456 ion exchange resin Substances 0.000 description 31
- 229920003303 ion-exchange polymer Polymers 0.000 description 31
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 26
- 229940024606 amino acid Drugs 0.000 description 24
- 150000001413 amino acids Chemical class 0.000 description 23
- 229960004799 tryptophan Drugs 0.000 description 21
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 13
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 13
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 230000001580 bacterial effect Effects 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 229960001153 serine Drugs 0.000 description 6
- MTCFGRXMJLQNBG-UHFFFAOYSA-N serine Chemical compound OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 5
- 241000588724 Escherichia coli Species 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
- 238000011001 backwashing Methods 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241000589776 Pseudomonas putida Species 0.000 description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 239000002351 wastewater Substances 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000004471 Glycine Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 239000003957 anion exchange resin 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
- 239000003125 aqueous solvent Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 241000607534 Aeromonas Species 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000588915 Klebsiella aerogenes Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229940023913 cation exchange resins Drugs 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 235000019797 dipotassium phosphate Nutrition 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910000358 iron sulfate Inorganic materials 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- 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
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/02—Separating microorganisms from their culture media
-
- 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
-
- 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
- C12P13/06—Alanine; Leucine; Isoleucine; Serine; Homoserine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Biomedical Technology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13841582A JPS5928484A (ja) | 1982-08-11 | 1982-08-11 | Ｌ−アミノ酸の単離方法 |
| GB08334070A GB2152030B (en) | 1982-08-11 | 1983-12-21 | Isolating l-amino acids by ion exchange |
| CA000444165A CA1215069A (fr) | 1982-08-11 | 1983-12-22 | Methode pour isoler le l-tryptophane |
| AU22840/83A AU567903B2 (en) | 1982-08-11 | 1983-12-23 | Method of isolating l-amino acids form culture medium using acipic cation exchange resin |
| NL8304496A NL8304496A (nl) | 1982-08-11 | 1983-12-30 | Werkwijze voor het isoleren van l-aminozuren. |
| CH8884A CH659827A5 (de) | 1982-08-11 | 1984-01-06 | Verfahren zur isolierung von l-aminosaeuren. |
| DE19843400574 DE3400574A1 (de) | 1982-08-11 | 1984-01-10 | Verfahren zur isolierung von l-aminosaeuren |
| FR8400302A FR2557872B1 (fr) | 1982-08-11 | 1984-01-10 | Procede d'isolement de l-amino-acides d'un melange reactionnel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13841582A JPS5928484A (ja) | 1982-08-11 | 1982-08-11 | Ｌ−アミノ酸の単離方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5928484A JPS5928484A (ja) | 1984-02-15 |
| JPH0453509B2 true JPH0453509B2 (fr) | 1992-08-26 |
Family
ID=15221422
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13841582A Granted JPS5928484A (ja) | 1982-08-11 | 1982-08-11 | Ｌ−アミノ酸の単離方法 |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5928484A (fr) |
| AU (1) | AU567903B2 (fr) |
| CA (1) | CA1215069A (fr) |
| CH (1) | CH659827A5 (fr) |
| DE (1) | DE3400574A1 (fr) |
| FR (1) | FR2557872B1 (fr) |
| GB (1) | GB2152030B (fr) |
| NL (1) | NL8304496A (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007105790A1 (fr) | 2006-03-15 | 2007-09-20 | Kyowa Hakko Kogyo Co., Ltd. | Procede pour purifier un aminoacide |
| WO2007119369A1 (fr) * | 2006-03-15 | 2007-10-25 | Kyowa Hakko Kogyo Co., Ltd. | Procédé de purification d'un acide aminé |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4769474A (en) * | 1985-04-10 | 1988-09-06 | Mitsui Toatsu Chemicals, Inc. | Process for purifying tryptophane |
| DE3702689A1 (de) * | 1987-01-30 | 1988-08-11 | Degussa | Verfahren zur isolierung von l-aminosaeuren |
| AU611501B2 (en) * | 1987-10-12 | 1991-06-13 | Mitsui Toatsu Chemicals Inc. | Process for producing l-tryptophane |
| JPH0325170U (fr) * | 1989-07-20 | 1991-03-14 | ||
| US8158411B2 (en) | 2006-08-21 | 2012-04-17 | Samsung Electronics Co., Ltd. | Method of separating microorganism using nonplanar solid substrate and device for separating microorganism using the same |
| US20080044884A1 (en) | 2006-08-21 | 2008-02-21 | Samsung Electronics Co., Ltd. | Method and device for separating cells from a sample using a nonplanar solid substrate |
| US10975031B2 (en) * | 2014-01-07 | 2021-04-13 | Novasep Process | Method for purifying aromatic amino acids |
| CN103772086B (zh) * | 2014-01-10 | 2015-04-29 | 国家海洋局第三海洋研究所 | 一种海洋微生物小分子代谢产物馏分制备的前处理工艺 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50127879A (fr) * | 1974-03-28 | 1975-10-08 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1045451B (it) * | 1966-03-23 | 1980-05-10 | Ajinomoto Kk | Metodo per recuperare lisina da brodo di fermentazione |
| GB1186952A (en) * | 1967-06-17 | 1970-04-08 | Kyowa Hakko Kogyo Kk | Process for producing L-Tryptophan |
| JPS5636710A (en) * | 1979-09-04 | 1981-04-10 | Fanuc Ltd | Feed speed command system |
| JPS57174096A (en) * | 1981-04-20 | 1982-10-26 | Ajinomoto Co Inc | Preparation of l-tryptophan by fermentation method |
-
1982
- 1982-08-11 JP JP13841582A patent/JPS5928484A/ja active Granted
-
1983
- 1983-12-21 GB GB08334070A patent/GB2152030B/en not_active Expired
- 1983-12-22 CA CA000444165A patent/CA1215069A/fr not_active Expired
- 1983-12-23 AU AU22840/83A patent/AU567903B2/en not_active Ceased
- 1983-12-30 NL NL8304496A patent/NL8304496A/nl not_active Application Discontinuation
-
1984
- 1984-01-06 CH CH8884A patent/CH659827A5/de not_active IP Right Cessation
- 1984-01-10 FR FR8400302A patent/FR2557872B1/fr not_active Expired
- 1984-01-10 DE DE19843400574 patent/DE3400574A1/de active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50127879A (fr) * | 1974-03-28 | 1975-10-08 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007105790A1 (fr) | 2006-03-15 | 2007-09-20 | Kyowa Hakko Kogyo Co., Ltd. | Procede pour purifier un aminoacide |
| WO2007119369A1 (fr) * | 2006-03-15 | 2007-10-25 | Kyowa Hakko Kogyo Co., Ltd. | Procédé de purification d'un acide aminé |
Also Published As
| Publication number | Publication date |
|---|---|
| AU567903B2 (en) | 1987-12-10 |
| GB8334070D0 (en) | 1984-02-01 |
| FR2557872B1 (fr) | 1987-07-10 |
| CH659827A5 (de) | 1987-02-27 |
| GB2152030A (en) | 1985-07-31 |
| DE3400574A1 (de) | 1985-07-18 |
| AU2284083A (en) | 1985-06-27 |
| NL8304496A (nl) | 1985-07-16 |
| DE3400574C2 (fr) | 1987-08-06 |
| JPS5928484A (ja) | 1984-02-15 |
| FR2557872A1 (fr) | 1985-07-12 |
| GB2152030B (en) | 1987-08-19 |
| CA1215069A (fr) | 1986-12-09 |
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