CH457489A - Verfahren zur Herstellung von L(+) Glutaminsäure - Google Patents

Verfahren zur Herstellung von L(+) Glutaminsäure

Info

Publication number: CH457489A
Authority: CH; Switzerland
Prior art keywords: sep; glutamic acid; biotin; fermentation; medium
Prior art date: 1959-08-07

Application number

CH1011460A

Other languages

German (de)

English (en)

Inventor

Leonard Somerson Norman

Phillips Thomas

Original Assignee

Wei Chuan Foods Corp China Fer

Priority date (The priority date 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 date listed.)

1959-08-07

Filing date

1960-09-07

Publication date

1968-06-15

1960-07-11 Priority claimed from US38413A external-priority patent/US3080297A/en

1960-09-07 Application filed by Wei Chuan Foods Corp China Fer filed Critical Wei Chuan Foods Corp China Fer

1968-06-15 Publication of CH457489A publication Critical patent/CH457489A/de

Links

238000000034 method Methods 0.000 title claims description 28
238000004519 manufacturing process Methods 0.000 title claims description 14
WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 title description 68
YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 90
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 67
235000013922 glutamic acid Nutrition 0.000 claims description 67
239000004220 glutamic acid Substances 0.000 claims description 67
238000000855 fermentation Methods 0.000 claims description 65
230000004151 fermentation Effects 0.000 claims description 65
229960002685 biotin Drugs 0.000 claims description 45
235000020958 biotin Nutrition 0.000 claims description 45
239000011616 biotin Substances 0.000 claims description 45
239000003112 inhibitor Substances 0.000 claims description 21
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims description 20
230000012010 growth Effects 0.000 claims description 20
244000005700 microbiome Species 0.000 claims description 19
229930182555 Penicillin Natural products 0.000 claims description 18
235000015097 nutrients Nutrition 0.000 claims description 16
229940049954 penicillin Drugs 0.000 claims description 16
230000003287 optical effect Effects 0.000 claims description 9
230000001419 dependent effect Effects 0.000 claims description 3
230000003834 intracellular effect Effects 0.000 claims description 3
-1 alkali metal salt Chemical class 0.000 claims description 2
229940056360 penicillin g Drugs 0.000 claims description 2
229910052783 alkali metal Inorganic materials 0.000 claims 1
230000002401 inhibitory effect Effects 0.000 claims 1
229960002989 glutamic acid Drugs 0.000 description 63
239000002609 medium Substances 0.000 description 47
235000010633 broth Nutrition 0.000 description 19
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 18
239000004202 carbamide Substances 0.000 description 18
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 11
239000008121 dextrose Substances 0.000 description 9
241000186226 Corynebacterium glutamicum Species 0.000 description 8
210000004027 cell Anatomy 0.000 description 8
239000002253 acid Substances 0.000 description 7
230000003115 biocidal effect Effects 0.000 description 7
239000000203 mixture Substances 0.000 description 7
235000013379 molasses Nutrition 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
238000002474 experimental method Methods 0.000 description 6
229910000357 manganese(II) sulfate Inorganic materials 0.000 description 6
UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 6
DYDCUQKUCUHJBH-UWTATZPHSA-N D-Cycloserine Chemical compound N[C@@H]1CONC1=O DYDCUQKUCUHJBH-UWTATZPHSA-N 0.000 description 5
239000012736 aqueous medium Substances 0.000 description 5
239000007864 aqueous solution Substances 0.000 description 5
150000001720 carbohydrates Chemical class 0.000 description 5
235000014633 carbohydrates Nutrition 0.000 description 5
229960003077 cycloserine Drugs 0.000 description 5
ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 5
229910052943 magnesium sulfate Inorganic materials 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
241000186146 Brevibacterium Species 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
IYNDLOXRXUOGIU-LQDWTQKMSA-M benzylpenicillin potassium Chemical compound [K+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)CC1=CC=CC=C1 IYNDLOXRXUOGIU-LQDWTQKMSA-M 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000008174 sterile solution Substances 0.000 description 4
241000193830 Bacillus <bacterium> Species 0.000 description 3
241000894006 Bacteria Species 0.000 description 3
239000004100 Oxytetracycline Substances 0.000 description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
238000005273 aeration Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000000463 material Substances 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
229960000625 oxytetracycline Drugs 0.000 description 3
IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 description 3
235000019366 oxytetracycline Nutrition 0.000 description 3
229940056367 penicillin v Drugs 0.000 description 3
150000002960 penicillins Chemical class 0.000 description 3
230000000737 periodic effect Effects 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000011591 potassium Substances 0.000 description 3
229910052939 potassium sulfate Inorganic materials 0.000 description 3
239000000243 solution Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
229960005322 streptomycin Drugs 0.000 description 3
IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 3
238000012360 testing method Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
241000186063 Arthrobacter Species 0.000 description 2
HOKIDJSKDBPKTQ-GLXFQSAKSA-N Cephalosporin C Natural products S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
YJQPYGGHQPGBLI-UHFFFAOYSA-N Novobiocin Natural products O1C(C)(C)C(OC)C(OC(N)=O)C(O)C1OC1=CC=C(C(O)=C(NC(=O)C=2C=C(CC=C(C)C)C(O)=CC=2)C(=O)O2)C2=C1C YJQPYGGHQPGBLI-UHFFFAOYSA-N 0.000 description 2
229930195708 Penicillin V Natural products 0.000 description 2
240000008042 Zea mays Species 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000002017 Zea mays subsp mays Nutrition 0.000 description 2
238000010521 absorption reaction Methods 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
239000003242 anti bacterial agent Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
244000309464 bull Species 0.000 description 2
230000010261 cell growth Effects 0.000 description 2
230000001413 cellular effect Effects 0.000 description 2
HOKIDJSKDBPKTQ-GLXFQSAKSA-M cephalosporin C(1-) Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C([O-])=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-M 0.000 description 2
235000005822 corn Nutrition 0.000 description 2
230000009931 harmful effect Effects 0.000 description 2
238000011534 incubation Methods 0.000 description 2
238000011081 inoculation Methods 0.000 description 2
229910000359 iron(II) sulfate Inorganic materials 0.000 description 2
239000007788 liquid Substances 0.000 description 2
229960002950 novobiocin Drugs 0.000 description 2
YJQPYGGHQPGBLI-KGSXXDOSSA-N novobiocin Chemical compound O1C(C)(C)[C@H](OC)[C@@H](OC(N)=O)[C@@H](O)[C@@H]1OC1=CC=C(C(O)=C(NC(=O)C=2C=C(CC=C(C)C)C(O)=CC=2)C(=O)O2)C2=C1C YJQPYGGHQPGBLI-KGSXXDOSSA-N 0.000 description 2
BPLBGHOLXOTWMN-MBNYWOFBSA-N phenoxymethylpenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)COC1=CC=CC=C1 BPLBGHOLXOTWMN-MBNYWOFBSA-N 0.000 description 2
239000008363 phosphate buffer Substances 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
GRWKNBPOGBTZMN-UHFFFAOYSA-N 2-benzyl-3-phenylpropane-1,2-diamine Chemical class C=1C=CC=CC=1CC(N)(CN)CC1=CC=CC=C1 GRWKNBPOGBTZMN-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
241000228212 Aspergillus Species 0.000 description 1
241000193755 Bacillus cereus Species 0.000 description 1
241000194107 Bacillus megaterium Species 0.000 description 1
244000063299 Bacillus subtilis Species 0.000 description 1
235000014469 Bacillus subtilis Nutrition 0.000 description 1
108010001478 Bacitracin Proteins 0.000 description 1
235000016068 Berberis vulgaris Nutrition 0.000 description 1
241000335053 Beta vulgaris Species 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
229930186147 Cephalosporin Natural products 0.000 description 1
241001619326 Cephalosporium Species 0.000 description 1
241001660259 Cereus <cactus> Species 0.000 description 1
239000004099 Chlortetracycline Substances 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
241000588724 Escherichia coli Species 0.000 description 1
241000233866 Fungi Species 0.000 description 1
206010053759 Growth retardation Diseases 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 description 1
241000589516 Pseudomonas Species 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
240000000111 Saccharum officinarum Species 0.000 description 1
235000007201 Saccharum officinarum Nutrition 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
239000004098 Tetracycline Substances 0.000 description 1
238000009825 accumulation Methods 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
239000001166 ammonium sulphate Substances 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
229960003071 bacitracin Drugs 0.000 description 1
229930184125 bacitracin Natural products 0.000 description 1
CLKOFPXJLQSYAH-ABRJDSQDSA-N bacitracin A Chemical compound C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2N=CNC=2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 CLKOFPXJLQSYAH-ABRJDSQDSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
FCPVYOBCFFNJFS-LQDWTQKMSA-M benzylpenicillin sodium Chemical compound [Na+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)CC1=CC=CC=C1 FCPVYOBCFFNJFS-LQDWTQKMSA-M 0.000 description 1
NUHCTOLBWMJMLX-UHFFFAOYSA-N bromothymol blue Chemical compound BrC1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=C(Br)C(O)=C(C(C)C)C=2)C)=C1C NUHCTOLBWMJMLX-UHFFFAOYSA-N 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
VOXYVHZFYZSDDV-CZDSEFAFSA-L calcium;2-[(1r,2r,3s,4r,5r,6s)-3-(diaminomethylideneamino)-4-[(2r,3r,4r,5s)-3-[(2s,3s,4s,5r,6s)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;dichloride Chemical compound [Cl-].[Cl-].[Ca+2].CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O VOXYVHZFYZSDDV-CZDSEFAFSA-L 0.000 description 1
238000004113 cell culture Methods 0.000 description 1
210000000170 cell membrane Anatomy 0.000 description 1
239000006285 cell suspension Substances 0.000 description 1
210000002421 cell wall Anatomy 0.000 description 1
229940124587 cephalosporin Drugs 0.000 description 1
150000001780 cephalosporins Chemical class 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229960005091 chloramphenicol Drugs 0.000 description 1
WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 1
CYDMQBQPVICBEU-UHFFFAOYSA-N chlorotetracycline Natural products C1=CC(Cl)=C2C(O)(C)C3CC4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-UHFFFAOYSA-N 0.000 description 1
229960004475 chlortetracycline Drugs 0.000 description 1
CYDMQBQPVICBEU-XRNKAMNCSA-N chlortetracycline Chemical compound C1=CC(Cl)=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-XRNKAMNCSA-N 0.000 description 1
235000019365 chlortetracycline Nutrition 0.000 description 1
239000004927 clay Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000003795 desorption Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
239000012470 diluted sample Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
235000013355 food flavoring agent Nutrition 0.000 description 1
239000012869 germination medium Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
231100000001 growth retardation Toxicity 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000011031 large-scale manufacturing process Methods 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011572 manganese Substances 0.000 description 1
229910052748 manganese Inorganic materials 0.000 description 1
IBIKHMZPHNKTHM-RDTXWAMCSA-N merck compound 25 Chemical compound C1C[C@@H](C(O)=O)[C@H](O)CN1C(C1=C(F)C=CC=C11)=NN1C(=O)C1=C(Cl)C=CC=C1C1CC1 IBIKHMZPHNKTHM-RDTXWAMCSA-N 0.000 description 1
229910052751 metal Chemical class 0.000 description 1
239000002184 metal Chemical class 0.000 description 1
HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 description 1
230000002906 microbiologic effect Effects 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000004682 monohydrates Chemical class 0.000 description 1
229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
238000000424 optical density measurement Methods 0.000 description 1
230000035699 permeability Effects 0.000 description 1
239000007793 ph indicator Substances 0.000 description 1
ORMNNUPLFAPCFD-DVLYDCSHSA-M phenethicillin potassium Chemical compound [K+].N([C@@H]1C(N2[C@H](C(C)(C)S[C@@H]21)C([O-])=O)=O)C(=O)C(C)OC1=CC=CC=C1 ORMNNUPLFAPCFD-DVLYDCSHSA-M 0.000 description 1
229960004894 pheneticillin Drugs 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
239000001120 potassium sulphate Substances 0.000 description 1
235000011151 potassium sulphates Nutrition 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
239000000523 sample Substances 0.000 description 1
238000011218 seed culture Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 1
229960003212 sodium propionate Drugs 0.000 description 1
235000010334 sodium propionate Nutrition 0.000 description 1
239000004324 sodium propionate Substances 0.000 description 1
HZWLVUKHUSRPCG-OOARYINLSA-M sodium;(6r,7r)-3-(acetyloxymethyl)-7-[[(5r)-5-azaniumyl-5-carboxylatopentanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound [Na+].S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C([O-])=O)[C@@H]12 HZWLVUKHUSRPCG-OOARYINLSA-M 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000006188 syrup Substances 0.000 description 1
229960002180 tetracycline Drugs 0.000 description 1
235000019364 tetracycline Nutrition 0.000 description 1
229930101283 tetracycline Natural products 0.000 description 1
150000003522 tetracyclines Chemical class 0.000 description 1
238000002255 vaccination Methods 0.000 description 1
229960005486 vaccine Drugs 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
- C12P13/14—Glutamic acid; Glutamine

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Zoology (AREA)
Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Chemical Kinetics & Catalysis (AREA)
Microbiology (AREA)
General Chemical & Material Sciences (AREA)
Biotechnology (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
General Engineering & Computer Science (AREA)
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CH1011460A 1959-08-07 1960-09-07 Verfahren zur Herstellung von L(+) Glutaminsäure CH457489A (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US83214759A	1959-08-07	1959-08-07
US38413A US3080297A (en)	1960-07-11	1960-07-11	Production of glutamic acid

Publications (1)

Publication Number	Publication Date
CH457489A true CH457489A (de)	1968-06-15

Family

ID=26715175

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1011460A CH457489A (de)	1959-08-07	1960-09-07	Verfahren zur Herstellung von L(+) Glutaminsäure

Country Status (4)

Country	Link
BE (1)	BE593807A (fr)
CH (1)	CH457489A (fr)
DK (1)	DK113842B (fr)
GB (1)	GB954552A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN107815476A (zh) *	2017-12-26	2018-03-20	天津北洋百川生物技术有限公司	一种利用地衣芽孢杆菌生产γ 聚谷氨酸的方法

1960
- 1960-07-26 GB GB2598960A patent/GB954552A/en not_active Expired
- 1960-08-05 BE BE593807A patent/BE593807A/fr unknown
- 1960-09-07 CH CH1011460A patent/CH457489A/de unknown
- 1960-09-17 DK DK367960A patent/DK113842B/da unknown

Also Published As

Publication number	Publication date
GB954552A (en)	1964-04-08
DK113842B (da)	1969-05-05
BE593807A (fr)	1961-02-06

Publication	Publication Date	Title
DE4000942C2 (fr)	1992-01-16
DE2633076A1 (de)	1977-02-17	Verfahren zur durchfuehrung von enzymatischen reaktionen unter verwendung von in einer polymerisatmatrix eingeschlossenen mikroorganismen
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DE69621780T2 (de)	2003-02-06	Verfahren zur herstellung von clavulansäure und/oder deren salze
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DE2600682C2 (de)	1987-01-02	Verfahren zur Herstellung von L(+)-Weinsäure
DE2517941A1 (de)	1975-11-20	Verfahren zur herstellung von d-weinsaeure
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DE2554407A1 (de)	1976-06-10	Herstellung thermostabiler lactase
DE1952012C3 (de)	1974-01-24	Biotechnisches Verfahren zur Herstellung alkalischer Protease
AT213811B (de)	1961-03-10	Verfahren zur Gewinnung von Hefe
DE2366505C2 (de)	1984-06-14	Verwendung des Stammes Pseudomonas ATCC 21973 zur in situ-Herstellung einer Aminotransferase
AT213812B (de)	1961-03-10	Verfahren zur Gewinnung von Hefe
Koser et al.	1937	A Study of D-arabinose Fermentation
AT208319B (de)	1960-03-25	Verfahren zur Herstellung von 1-Glutaminsäure
DE2708112C3 (de)	1979-11-29	Verfahren zur mikrobiologischen Erzeugung von Protein
KR900000522B1 (ko)	1990-01-31	미생물에 의한 l-글루타민산의 제조방법
AT220292B (de)	1962-03-12	Verfahren zur Erzeugung von Vitaminen der B12-Gruppe durch Propionsäurebakterien
Ashy et al.	1982	Fermentative production of spiramycins
DE2321334C3 (de)	1977-03-10	Biotechnisches Verfahren zur Herstellung von alpha-Amylase
CH654851A5 (de)	1986-03-14	Fermentative herstellung von l-leucin.
DE665992C (de)	1938-10-14	Verfahren zur Gewinnung von Butylalkohol, Aceton und Isopropylalkohol auf gaertechnischem Wege
JPH03195493A (ja)	1991-08-27	発酵法によるｌ―プロリンの製造法
DE2447274A1 (de)	1975-04-30	Verfahren zur herstellung von l-lysin