DE3134891A1 - "hydrophiler immobilisierte mikroorganismen enthaltender polyetherpolyurethanschaum, verfahren zur herstellung dieses schaums und seine anwendung zur herstellung von l-aminosaeuren aus entsprechenden substraten" - Google Patents
"hydrophiler immobilisierte mikroorganismen enthaltender polyetherpolyurethanschaum, verfahren zur herstellung dieses schaums und seine anwendung zur herstellung von l-aminosaeuren aus entsprechenden substraten"Info
- Publication number
- DE3134891A1 DE3134891A1 DE19813134891 DE3134891A DE3134891A1 DE 3134891 A1 DE3134891 A1 DE 3134891A1 DE 19813134891 DE19813134891 DE 19813134891 DE 3134891 A DE3134891 A DE 3134891A DE 3134891 A1 DE3134891 A1 DE 3134891A1
- Authority
- DE
- Germany
- Prior art keywords
- foam
- substrate
- prepolymer
- culture
- atcc
- 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.)
- Withdrawn
Links
- 239000000758 substrate Substances 0.000 title claims description 49
- 239000006260 foam Substances 0.000 title claims description 46
- 244000005700 microbiome Species 0.000 title claims description 34
- 150000008575 L-amino acids Chemical class 0.000 title claims description 21
- 238000000034 method Methods 0.000 title claims description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 229920005830 Polyurethane Foam Polymers 0.000 title claims description 12
- 239000011496 polyurethane foam Substances 0.000 title claims description 12
- 238000002360 preparation method Methods 0.000 title description 4
- 238000006243 chemical reaction Methods 0.000 claims description 33
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 16
- 229920000570 polyether Polymers 0.000 claims description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 11
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 11
- 229920001228 polyisocyanate Polymers 0.000 claims description 9
- 239000005056 polyisocyanate Substances 0.000 claims description 9
- 239000004814 polyurethane Substances 0.000 claims description 9
- 229920002635 polyurethane Polymers 0.000 claims description 9
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 238000005187 foaming Methods 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 3
- -1 polyoxyethylene Polymers 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 229940009098 aspartate Drugs 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 229960005261 aspartic acid Drugs 0.000 description 30
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 28
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 description 28
- 210000004027 cell Anatomy 0.000 description 26
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 22
- 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 18
- 239000008103 glucose Substances 0.000 description 18
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N D-alpha-Ala Natural products CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 15
- QNAYBMKLOCPYGJ-UWTATZPHSA-N L-Alanine Natural products C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 description 15
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 15
- 229960003767 alanine Drugs 0.000 description 15
- 229920005862 polyol Polymers 0.000 description 15
- 150000003077 polyols Chemical class 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 12
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 11
- 241000186226 Corynebacterium glutamicum Species 0.000 description 11
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 11
- 239000001530 fumaric acid Substances 0.000 description 11
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 11
- 108090000790 Enzymes Proteins 0.000 description 9
- 102000004190 Enzymes Human genes 0.000 description 9
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 9
- 229960003136 leucine Drugs 0.000 description 9
- 241000588724 Escherichia coli Species 0.000 description 7
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 229960001153 serine Drugs 0.000 description 7
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 7
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 6
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 229940107700 pyruvic acid Drugs 0.000 description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 4
- 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 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 241000319304 [Brevibacterium] flavum Species 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 241000186146 Brevibacterium Species 0.000 description 3
- 241000186216 Corynebacterium Species 0.000 description 3
- 239000004471 Glycine Substances 0.000 description 3
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 3
- 229930064664 L-arginine Natural products 0.000 description 3
- 235000014852 L-arginine Nutrition 0.000 description 3
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 241000589516 Pseudomonas Species 0.000 description 3
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 3
- 241000607715 Serratia marcescens Species 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 3
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 3
- 229920000053 polysorbate 80 Polymers 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 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 3
- 235000007682 pyridoxal 5'-phosphate Nutrition 0.000 description 3
- 239000011589 pyridoxal 5'-phosphate Substances 0.000 description 3
- 229960001327 pyridoxal phosphate Drugs 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229960004441 tyrosine Drugs 0.000 description 3
- RLFWWDJHLFCNIJ-UHFFFAOYSA-N 4-aminoantipyrine Chemical compound CN1C(C)=C(N)C(=O)N1C1=CC=CC=C1 RLFWWDJHLFCNIJ-UHFFFAOYSA-N 0.000 description 2
- 241000588813 Alcaligenes faecalis Species 0.000 description 2
- 239000001729 Ammonium fumarate Substances 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 108010005694 Aspartate 4-decarboxylase Proteins 0.000 description 2
- 108700016171 Aspartate ammonia-lyases Proteins 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 2
- 239000004395 L-leucine Substances 0.000 description 2
- 235000019454 L-leucine Nutrition 0.000 description 2
- 229930182821 L-proline Natural products 0.000 description 2
- 241000588912 Pantoea agglomerans Species 0.000 description 2
- 102000003929 Transaminases Human genes 0.000 description 2
- 108090000340 Transaminases Proteins 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 229940005347 alcaligenes faecalis Drugs 0.000 description 2
- 235000019297 ammonium fumarate Nutrition 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 235000003704 aspartic acid Nutrition 0.000 description 2
- CKKXWJDFFQPBQL-SEPHDYHBSA-N azane;(e)-but-2-enedioic acid Chemical compound N.N.OC(=O)\C=C\C(O)=O CKKXWJDFFQPBQL-SEPHDYHBSA-N 0.000 description 2
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 229960002989 glutamic acid Drugs 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 210000001822 immobilized cell Anatomy 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 229960005190 phenylalanine Drugs 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229960002429 proline Drugs 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- 150000004072 triols Chemical class 0.000 description 2
- 229960004799 tryptophan Drugs 0.000 description 2
- TUIFWFVWWRMPRT-AXPMJBHYSA-N (2S,3S)-2-azaniumyl-3-methylpentanoate Chemical compound CC[C@H](C)[C@H]([NH3+])C([O-])=O.CC[C@H](C)[C@H]([NH3+])C([O-])=O.CC[C@H](C)[C@H]([NH3+])C([O-])=O.CC[C@H](C)[C@H]([NH3+])C([O-])=O TUIFWFVWWRMPRT-AXPMJBHYSA-N 0.000 description 1
- FOOPHOUNKOIKHP-RXLRVJNZSA-N (2s)-2-azanyl-3-(1h-indol-3-yl)propanoic acid Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1.C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1.C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 FOOPHOUNKOIKHP-RXLRVJNZSA-N 0.000 description 1
- HOZBSSWDEKVXNO-BXRBKJIMSA-N (2s)-2-azanylbutanedioic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O.OC(=O)[C@@H](N)CC(O)=O HOZBSSWDEKVXNO-BXRBKJIMSA-N 0.000 description 1
- IVWJIJRWSKPNLJ-LELNYTAUSA-N (2s,3r)-2-amino-3-hydroxybutanoic acid;(2s)-pyrrolidine-2-carboxylic acid Chemical compound C[C@@H](O)[C@H](N)C(O)=O.OC(=O)[C@@H]1CCCN1 IVWJIJRWSKPNLJ-LELNYTAUSA-N 0.000 description 1
- VUUZLZXGRRDWBP-AAZKHNGSSA-N (2s,3r)-2-azanyl-3-oxidanyl-butanoic acid Chemical compound C[C@@H](O)[C@H](N)C(O)=O.C[C@@H](O)[C@H](N)C(O)=O VUUZLZXGRRDWBP-AAZKHNGSSA-N 0.000 description 1
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 1
- LDLVGHUGZPTLGV-BTVCFUMJSA-N 2-hydroxybutanoic acid (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal Chemical compound OC(C(=O)O)CC.O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO LDLVGHUGZPTLGV-BTVCFUMJSA-N 0.000 description 1
- BBOOMRFBUGNJOS-UHFFFAOYSA-N 3-(1h-imidazol-2-yl)-2-oxopropanoic acid Chemical compound OC(=O)C(=O)CC1=NC=CN1 BBOOMRFBUGNJOS-UHFFFAOYSA-N 0.000 description 1
- 241000821167 Achromobacter pestifer Species 0.000 description 1
- 241001136792 Alle 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
- 241001517047 Corynebacterium acetoacidophilum Species 0.000 description 1
- 241000186145 Corynebacterium ammoniagenes Species 0.000 description 1
- 241000399083 Corynebacterium glyciniphilum Species 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 108010001336 Horseradish Peroxidase Proteins 0.000 description 1
- 108010093096 Immobilized Enzymes Proteins 0.000 description 1
- 108010008292 L-Amino Acid Oxidase Proteins 0.000 description 1
- ZQISRDCJNBUVMM-UHFFFAOYSA-N L-Histidinol Natural products OCC(N)CC1=CN=CN1 ZQISRDCJNBUVMM-UHFFFAOYSA-N 0.000 description 1
- 102000007070 L-amino-acid oxidase Human genes 0.000 description 1
- ZQISRDCJNBUVMM-YFKPBYRVSA-N L-histidinol Chemical compound OC[C@@H](N)CC1=CNC=N1 ZQISRDCJNBUVMM-YFKPBYRVSA-N 0.000 description 1
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
- 229930182844 L-isoleucine Natural products 0.000 description 1
- 241001467578 Microbacterium Species 0.000 description 1
- 241000144155 Microbacterium ammoniaphilum Species 0.000 description 1
- FPRXOARYYARMNX-ZBJJBOAVSA-N NCCCC[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O Chemical compound NCCCC[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O FPRXOARYYARMNX-ZBJJBOAVSA-N 0.000 description 1
- 108010073038 Penicillin Amidase Proteins 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 241000221523 Rhodotorula toruloides Species 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 229940024606 amino acid Drugs 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 239000000022 bacteriostatic agent Substances 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000011363 dried mixture Substances 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 229960002885 histidine Drugs 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229960000310 isoleucine Drugs 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000008057 potassium phosphate buffer Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- WHOMFKWHIQZTHY-UHFFFAOYSA-N pyridoxine 5'-phosphate Chemical compound CC1=NC=C(COP(O)(O)=O)C(CO)=C1O WHOMFKWHIQZTHY-UHFFFAOYSA-N 0.000 description 1
- 239000001008 quinone-imine dye Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 229940005605 valeric acid 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
- C12P13/20—Aspartic acid; Asparagine
-
- 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
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/089—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- 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
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/098—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer formed in the presence of the enzymes or microbial cells
-
- 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)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18793480A | 1980-09-17 | 1980-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3134891A1 true DE3134891A1 (de) | 1982-05-27 |
Family
ID=22691085
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813134891 Withdrawn DE3134891A1 (de) | 1980-09-17 | 1981-09-03 | "hydrophiler immobilisierte mikroorganismen enthaltender polyetherpolyurethanschaum, verfahren zur herstellung dieses schaums und seine anwendung zur herstellung von l-aminosaeuren aus entsprechenden substraten" |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5754594A (cg-RX-API-DMAC7.html) |
| AU (1) | AU547645B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA1178910A (cg-RX-API-DMAC7.html) |
| CH (1) | CH650794A5 (cg-RX-API-DMAC7.html) |
| DE (1) | DE3134891A1 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2490240A1 (cg-RX-API-DMAC7.html) |
| IT (1) | IT1136580B (cg-RX-API-DMAC7.html) |
| NL (1) | NL8102157A (cg-RX-API-DMAC7.html) |
| SE (1) | SE8104943L (cg-RX-API-DMAC7.html) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4600692A (en) * | 1983-02-10 | 1986-07-15 | Purification Engineering, Inc. | Immobilized cells for preparing phenylalanine |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH421984A (fr) * | 1962-07-14 | 1966-10-15 | Ajinomoto Kk | Procédé de préparation d'acides aminés |
| GB1108533A (en) * | 1965-03-20 | 1968-04-03 | Kyowa Hakko Kogyo Kk | Water-insoluble enzymes |
| GB1470291A (en) * | 1972-05-03 | 1977-04-14 | Grace W R & Co | Catalyst for biochemical reaction and method of preparing it |
| US4098645A (en) * | 1976-02-24 | 1978-07-04 | W. R. Grace & Co. | Immobilization of proteins with polyurethane polymers |
| US4226935A (en) * | 1978-08-07 | 1980-10-07 | W. R. Grace & Co. | Enzymatic diagnostic composition |
-
1981
- 1981-04-08 CA CA000375007A patent/CA1178910A/en not_active Expired
- 1981-04-16 IT IT21236/81A patent/IT1136580B/it active
- 1981-05-01 NL NL8102157A patent/NL8102157A/nl not_active Application Discontinuation
- 1981-06-03 JP JP56084547A patent/JPS5754594A/ja active Pending
- 1981-07-30 AU AU73578/81A patent/AU547645B2/en not_active Ceased
- 1981-08-20 SE SE8104943A patent/SE8104943L/ not_active Application Discontinuation
- 1981-09-03 DE DE19813134891 patent/DE3134891A1/de not_active Withdrawn
- 1981-09-15 CH CH5957/81A patent/CH650794A5/de not_active IP Right Cessation
- 1981-09-16 FR FR8117507A patent/FR2490240A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| AU547645B2 (en) | 1985-10-31 |
| IT1136580B (it) | 1986-09-03 |
| NL8102157A (nl) | 1982-04-16 |
| FR2490240A1 (fr) | 1982-03-19 |
| CA1178910A (en) | 1984-12-04 |
| CH650794A5 (de) | 1985-08-15 |
| IT8121236A0 (it) | 1981-04-16 |
| AU7357881A (en) | 1982-03-25 |
| JPS5754594A (en) | 1982-04-01 |
| SE8104943L (sv) | 1982-03-18 |
| FR2490240B1 (cg-RX-API-DMAC7.html) | 1985-03-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3312578A1 (de) | Biologisch aktive zusammensetzung zur abwasser- und abluftreinigung | |
| CH630931A5 (de) | Verfahren zur immobilisierung von proteinen. | |
| DE2365854A1 (de) | Katalysator fuer biochemische umsetzungen und verfahren zu dessen herstellung | |
| DE2625544C2 (de) | Verfahren zur Immobilisierung eines biologischen Materials und Zusammensetzung zur Durchführung des Verfahrens | |
| Fusee et al. | Immobilization of Escherichia coli cells containing aspartase activity with polyurethane and its application for L-aspartic acid production | |
| EP0019214A1 (de) | Verwendung von reaktiven, organischen Füllstoffen zur Herstellung von Polyurethankunststoffen | |
| EP0562371B1 (de) | Immobilisierung biochemischer Substanzen | |
| GB2084155A (en) | Process for production of L- amino acids using immobilized microorganisms | |
| DE3315201C2 (cg-RX-API-DMAC7.html) | ||
| DE3134891A1 (de) | "hydrophiler immobilisierte mikroorganismen enthaltender polyetherpolyurethanschaum, verfahren zur herstellung dieses schaums und seine anwendung zur herstellung von l-aminosaeuren aus entsprechenden substraten" | |
| EP0097281B1 (de) | Verfahren zur Herstellung eines unlöslichen Biokatalysators | |
| DE3134892A1 (de) | "hydrophiler immobilisierte mikroorganismen enthaltender plyetherpolyurethanschaum, verfahren zur herstellung dieses schaums und seine anwendung zur herstellung von l-alanin" | |
| EP0010638B1 (de) | Agrochemische Mittel und Tierfutter-Zusatzmittel, ihre Verwendung, Verfahren zur Herstellung von Düngemitteln und Verfahren zur Düngung von Pflanzen | |
| DE69803129T2 (de) | Immobilisierter Biokatalysator | |
| DE2755053C2 (cg-RX-API-DMAC7.html) | ||
| EP0010243B1 (de) | Verfahren zur Aufarbeitung von Biomassen; modifizierte Biomassen und deren Verwendung | |
| DE2612138C2 (de) | Verfahren zur Herstellung von gebundenes Protein enthaltendem Polyurethanschaum | |
| DE2911557B2 (de) | Verfahren zur Herstellung von Aggregaten von Bakterienzellen | |
| DE19749480A1 (de) | Verfahren zur Herstellung von L-Carnitin aus Crotonobetain | |
| DE3134893A1 (de) | Hydrophiler polyetherpolyurethanschaum, verfahren zu dessen herstellung sowie dessen verwendung zur herstellung von l-asparaginsaeure | |
| EP1232277B1 (de) | Verfahren zur herstellung von optisch aktiven cyanhydrinen | |
| DE1517819C (de) | Verfahren zur biotechnischen Herstellung von L-Prolin | |
| CN112939674A (zh) | 一种经济作物专用肥及其制备方法 | |
| DE10058342A1 (de) | Verfahren zur Herstellung von optisch aktiven Cyanhydrinen | |
| DE1517819B (de) | Verfahren zur biotechnischen Her stellung von L Prolin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8139 | Disposal/non-payment of the annual fee |