ES2365205T3 - Síntesis biocatalítica del ácido shikímico. - Google Patents
Síntesis biocatalítica del ácido shikímico. Download PDFInfo
- Publication number
- ES2365205T3 ES2365205T3 ES99956926T ES99956926T ES2365205T3 ES 2365205 T3 ES2365205 T3 ES 2365205T3 ES 99956926 T ES99956926 T ES 99956926T ES 99956926 T ES99956926 T ES 99956926T ES 2365205 T3 ES2365205 T3 ES 2365205T3
- Authority
- ES
- Spain
- Prior art keywords
- coli
- acid
- shikimic acid
- plasmid
- gene
- 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
- JXOHGGNKMLTUBP-HSUXUTPPSA-N shikimic acid Chemical compound O[C@@H]1CC(C(O)=O)=C[C@@H](O)[C@H]1O JXOHGGNKMLTUBP-HSUXUTPPSA-N 0.000 title claims abstract description 109
- JXOHGGNKMLTUBP-JKUQZMGJSA-N shikimic acid Natural products O[C@@H]1CC(C(O)=O)=C[C@H](O)[C@@H]1O JXOHGGNKMLTUBP-JKUQZMGJSA-N 0.000 title claims abstract description 109
- 230000015572 biosynthetic process Effects 0.000 title description 50
- 238000003786 synthesis reaction Methods 0.000 title description 22
- 230000002210 biocatalytic effect Effects 0.000 title description 2
- AAWZDTNXLSGCEK-LNVDRNJUSA-N (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid Chemical compound O[C@@H]1CC(O)(C(O)=O)C[C@@H](O)C1O AAWZDTNXLSGCEK-LNVDRNJUSA-N 0.000 claims abstract description 54
- AAWZDTNXLSGCEK-UHFFFAOYSA-N Cordycepinsaeure Natural products OC1CC(O)(C(O)=O)CC(O)C1O AAWZDTNXLSGCEK-UHFFFAOYSA-N 0.000 claims abstract description 54
- AAWZDTNXLSGCEK-ZHQZDSKASA-N Quinic acid Natural products O[C@H]1CC(O)(C(O)=O)C[C@H](O)C1O AAWZDTNXLSGCEK-ZHQZDSKASA-N 0.000 claims abstract description 54
- 241000588724 Escherichia coli Species 0.000 claims abstract description 42
- 238000000034 method Methods 0.000 claims abstract description 41
- 238000000855 fermentation Methods 0.000 claims abstract description 40
- 230000004151 fermentation Effects 0.000 claims abstract description 40
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 33
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 32
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 20
- -1 amino aromatic acids Chemical class 0.000 claims abstract description 14
- 101710088194 Dehydrogenase Proteins 0.000 claims abstract description 10
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 claims abstract description 9
- 108010044467 Isoenzymes Proteins 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 7
- 108010080376 3-Deoxy-7-Phosphoheptulonate Synthase Proteins 0.000 claims abstract description 6
- HOVAGTYPODGVJG-WLDMJGECSA-N methyl D-glucoside Chemical group COC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-WLDMJGECSA-N 0.000 claims abstract description 6
- 108091000080 Phosphotransferase Proteins 0.000 claims abstract description 5
- 150000002303 glucose derivatives Chemical class 0.000 claims abstract description 5
- 102000020233 phosphotransferase Human genes 0.000 claims abstract description 5
- 230000001603 reducing effect Effects 0.000 claims abstract description 3
- 108020001482 shikimate kinase Proteins 0.000 claims abstract description 3
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 3
- 230000002401 inhibitory effect Effects 0.000 claims abstract 3
- 239000013612 plasmid Substances 0.000 claims description 21
- 230000014509 gene expression Effects 0.000 claims description 15
- 101150040872 aroE gene Proteins 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 101100163490 Alkalihalobacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125) aroA1 gene Proteins 0.000 claims description 8
- 101150037081 aroA gene Proteins 0.000 claims description 8
- 101150090235 aroB gene Proteins 0.000 claims description 8
- 101150083869 aroK gene Proteins 0.000 claims description 8
- 102000004867 Hydro-Lyases Human genes 0.000 claims description 5
- 108090001042 Hydro-Lyases Proteins 0.000 claims description 5
- 101100435931 Methanosarcina acetivorans (strain ATCC 35395 / DSM 2834 / JCM 12185 / C2A) aroK gene Proteins 0.000 claims description 5
- 101150007004 aroL gene Proteins 0.000 claims description 5
- 238000003780 insertion Methods 0.000 claims description 4
- 230000037431 insertion Effects 0.000 claims description 4
- 108050008280 Shikimate dehydrogenase Proteins 0.000 claims description 3
- 108050006180 3-dehydroquinate synthase Proteins 0.000 claims description 2
- 230000003247 decreasing effect Effects 0.000 claims 1
- 101150002295 serA gene Proteins 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
- 101100435903 Corynebacterium glutamicum (strain ATCC 13032 / DSM 20300 / BCRC 11384 / JCM 1318 / LMG 3730 / NCIMB 10025) aroG gene Proteins 0.000 abstract description 2
- 101150042732 aroC gene Proteins 0.000 abstract description 2
- 101150019536 aroF gene Proteins 0.000 abstract description 2
- 108010038550 3-dehydroquinate dehydratase Proteins 0.000 abstract 1
- 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 38
- 239000008103 glucose Substances 0.000 description 30
- SLWWJZMPHJJOPH-UHFFFAOYSA-N DHS Natural products OC1CC(C(O)=O)=CC(=O)C1O SLWWJZMPHJJOPH-UHFFFAOYSA-N 0.000 description 19
- 235000010633 broth Nutrition 0.000 description 18
- YVYKOQWMJZXRRM-PUFIMZNGSA-N 3-dehydroshikimate Chemical compound O[C@@H]1C[C@H](C(O)=O)C=C(O)[C@@H]1O YVYKOQWMJZXRRM-PUFIMZNGSA-N 0.000 description 16
- 238000004519 manufacturing process Methods 0.000 description 15
- 238000007792 addition Methods 0.000 description 14
- 210000004027 cell Anatomy 0.000 description 14
- 102000004190 Enzymes Human genes 0.000 description 12
- 108090000790 Enzymes Proteins 0.000 description 12
- 239000002609 medium Substances 0.000 description 12
- 229940024606 amino acid Drugs 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- NGHMDNPXVRFFGS-IUYQGCFVSA-N D-erythrose 4-phosphate Chemical compound O=C[C@H](O)[C@H](O)COP(O)(O)=O NGHMDNPXVRFFGS-IUYQGCFVSA-N 0.000 description 8
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- 230000000813 microbial effect Effects 0.000 description 8
- 230000035772 mutation Effects 0.000 description 8
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 229960000723 ampicillin Drugs 0.000 description 6
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 5
- 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 5
- 102000014701 Transketolase Human genes 0.000 description 5
- 108010043652 Transketolase Proteins 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000000543 intermediate Substances 0.000 description 5
- 238000002955 isolation Methods 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- 229960005190 phenylalanine Drugs 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- GLDQAMYCGOIJDV-UHFFFAOYSA-N 2,3-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1O GLDQAMYCGOIJDV-UHFFFAOYSA-N 0.000 description 4
- WVMWZWGZRAXUBK-SYTVJDICSA-N 3-dehydroquinic acid Chemical compound O[C@@H]1C[C@](O)(C(O)=O)CC(=O)[C@H]1O WVMWZWGZRAXUBK-SYTVJDICSA-N 0.000 description 4
- WVMWZWGZRAXUBK-UHFFFAOYSA-N 3-dehydroquinic acid Natural products OC1CC(O)(C(O)=O)CC(=O)C1O WVMWZWGZRAXUBK-UHFFFAOYSA-N 0.000 description 4
- PJWIPEXIFFQAQZ-PUFIMZNGSA-N 7-phospho-2-dehydro-3-deoxy-D-arabino-heptonic acid Chemical compound OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@H](O)CC(=O)C(O)=O PJWIPEXIFFQAQZ-PUFIMZNGSA-N 0.000 description 4
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 4
- 101150024271 TKT gene Proteins 0.000 description 4
- 101150102858 aroD gene Proteins 0.000 description 4
- 230000001851 biosynthetic effect Effects 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 239000001963 growth medium Substances 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 4
- 235000019341 magnesium sulphate Nutrition 0.000 description 4
- 229930029653 phosphoenolpyruvate Natural products 0.000 description 4
- DTBNBXWJWCWCIK-UHFFFAOYSA-N phosphoenolpyruvic acid Chemical compound OC(=O)C(=C)OP(O)(O)=O DTBNBXWJWCWCIK-UHFFFAOYSA-N 0.000 description 4
- 229960001153 serine Drugs 0.000 description 4
- 241000894007 species Species 0.000 description 4
- 101150014795 tktA gene Proteins 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- SLWWJZMPHJJOPH-PHDIDXHHSA-N 3-dehydroshikimic acid Chemical compound O[C@@H]1CC(C(O)=O)=CC(=O)[C@H]1O SLWWJZMPHJJOPH-PHDIDXHHSA-N 0.000 description 3
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 3
- 108090000204 Dipeptidase 1 Proteins 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 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 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 239000002054 inoculum Substances 0.000 description 3
- 230000001404 mediated effect Effects 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 230000004060 metabolic process Effects 0.000 description 3
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 235000011149 sulphuric acid Nutrition 0.000 description 3
- 230000026683 transduction Effects 0.000 description 3
- 238000010361 transduction Methods 0.000 description 3
- 229960004799 tryptophan Drugs 0.000 description 3
- 229960004441 tyrosine Drugs 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229940082044 2,3-dihydroxybenzoic acid Drugs 0.000 description 2
- 101000907863 Arabidopsis thaliana Shikimate dehydrogenase Proteins 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 108091029865 Exogenous DNA Proteins 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 101100002724 Thermus thermophilus aroH gene Proteins 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- 101150076125 aroG gene Proteins 0.000 description 2
- 101150108612 aroQ gene Proteins 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 102000006635 beta-lactamase Human genes 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000001010 compromised effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000004255 ion exchange chromatography Methods 0.000 description 2
- NPFOYSMITVOQOS-UHFFFAOYSA-K iron(III) citrate Chemical compound [Fe+3].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NPFOYSMITVOQOS-UHFFFAOYSA-K 0.000 description 2
- 239000002207 metabolite Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000002703 mutagenesis Methods 0.000 description 2
- 231100000350 mutagenesis Toxicity 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 230000027086 plasmid maintenance Effects 0.000 description 2
- MZKKJVZIFIQOPP-UHFFFAOYSA-M potassium;4-aminobenzoate Chemical compound [K+].NC1=CC=C(C([O-])=O)C=C1 MZKKJVZIFIQOPP-UHFFFAOYSA-M 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 150000003364 shikimic acids Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 239000011573 trace mineral Substances 0.000 description 2
- 235000013619 trace mineral Nutrition 0.000 description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
- 235000013343 vitamin Nutrition 0.000 description 2
- 239000011782 vitamin Substances 0.000 description 2
- 229940088594 vitamin Drugs 0.000 description 2
- 229930003231 vitamin Natural products 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 1
- 108091026890 Coding region Proteins 0.000 description 1
- 102100037579 D-3-phosphoglycerate dehydrogenase Human genes 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000720991 Illicium Species 0.000 description 1
- 239000007836 KH2PO4 Substances 0.000 description 1
- 241000588747 Klebsiella pneumoniae Species 0.000 description 1
- 229920000106 Liquid crystal polymer Polymers 0.000 description 1
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 1
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 1
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 1
- 108091028043 Nucleic acid sequence Proteins 0.000 description 1
- 108010038555 Phosphoglycerate dehydrogenase Proteins 0.000 description 1
- 102000001253 Protein Kinase Human genes 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
- 235000021536 Sugar beet Nutrition 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
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- OHVGNSMTLSKTGN-BTVCFUMJSA-N [C].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O Chemical compound [C].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O OHVGNSMTLSKTGN-BTVCFUMJSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
- 101150018055 aroH gene Proteins 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000011942 biocatalyst Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 230000001925 catabolic effect Effects 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229960002303 citric acid monohydrate Drugs 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 229910000366 copper(II) sulfate Inorganic materials 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 210000000805 cytoplasm Anatomy 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 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
- 229940042406 direct acting antivirals neuraminidase inhibitors Drugs 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000006801 homologous recombination Effects 0.000 description 1
- 238000002744 homologous recombination Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 206010022000 influenza Diseases 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011565 manganese chloride Substances 0.000 description 1
- 235000002867 manganese chloride Nutrition 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- HOVAGTYPODGVJG-ZFYZTMLRSA-N methyl alpha-D-glucopyranoside Chemical compound CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-ZFYZTMLRSA-N 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 230000000869 mutational effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000002018 overexpression Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 210000001236 prokaryotic cell Anatomy 0.000 description 1
- 108060006633 protein kinase Proteins 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 238000012163 sequencing technique Methods 0.000 description 1
- 239000002911 sialidase inhibitor Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- 229960000344 thiamine hydrochloride Drugs 0.000 description 1
- 235000019190 thiamine hydrochloride Nutrition 0.000 description 1
- 239000011747 thiamine hydrochloride Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 230000004102 tricarboxylic acid cycle Effects 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 108700026220 vif Genes Proteins 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 239000011686 zinc sulphate Substances 0.000 description 1
- 235000009529 zinc sulphate Nutrition 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0006—Oxidoreductases (1.) acting on CH-OH groups as donors (1.1)
-
- 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
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/42—Hydroxy-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y402/00—Carbon-oxygen lyases (4.2)
- C12Y402/03—Carbon-oxygen lyases (4.2) acting on phosphates (4.2.3)
- C12Y402/03004—3-Dehydroquinate synthase (4.2.3.4)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/185—Escherichia
- C12R2001/19—Escherichia coli
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/848—Escherichia
- Y10S435/849—Escherichia coli
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
- Y10S435/94—Saccharomyces
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Virology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US240440 | 1999-01-29 | ||
| US09/240,440 US6613552B1 (en) | 1999-01-29 | 1999-01-29 | Biocatalytic synthesis of shikimic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2365205T3 true ES2365205T3 (es) | 2011-09-26 |
Family
ID=22906534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99956926T Expired - Lifetime ES2365205T3 (es) | 1999-01-29 | 1999-11-04 | Síntesis biocatalítica del ácido shikímico. |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6613552B1 (enExample) |
| EP (1) | EP1151126B1 (enExample) |
| JP (1) | JP4669613B2 (enExample) |
| AT (1) | ATE514786T1 (enExample) |
| AU (1) | AU1342700A (enExample) |
| ES (1) | ES2365205T3 (enExample) |
| WO (1) | WO2000044923A1 (enExample) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6600077B1 (en) * | 1999-01-29 | 2003-07-29 | Board Of Trustees Operating Michigan State University | Biocatalytic synthesis of quinic acid and conversion to hydroquinone |
| WO2002029078A2 (en) * | 1999-01-29 | 2002-04-11 | Board Of Trustees Operating Michigan State University | Biocatalytic synthesis of shikimic acid |
| US20030145348A1 (en) * | 2000-07-07 | 2003-07-31 | Annette Freund | Dehydroquinate dehydrase/shikimate dehydrogenase as a herbicide target |
| DE10107002A1 (de) | 2001-02-15 | 2002-08-29 | Consortium Elektrochem Ind | Verfahren zur fermentativen Herstellung von O-Acetyl-L-Serin |
| US6794164B2 (en) * | 2002-01-07 | 2004-09-21 | Novozymes Biopharma Ab | Process for the isolation of polyhydroxy cyclic carboxylic acids |
| EP2428573A3 (en) * | 2002-10-04 | 2012-06-27 | Genecor International, Inc. | Improved production of bacterial strains cross reference to related applications |
| CN100471946C (zh) * | 2002-10-04 | 2009-03-25 | 纳幕尔杜邦公司 | 高产量生物生产1,3-丙二醇的方法 |
| WO2005030949A1 (en) * | 2003-09-24 | 2005-04-07 | Board Of Trustees Operating Michigan State University | Methods and materials for the production of shikimic acid |
| JP5886511B2 (ja) | 2005-06-07 | 2016-03-16 | ディーエスエム ニュートリショナル プロダクツ アーゲーＤＳＭ Ｎｕｔｒｉｔｉｏｎａｌ Ｐｒｏｄｕｃｔｓ ＡＧ | 脂質および抗酸化剤の製造のための真核微生物 |
| US20070134282A1 (en) * | 2005-12-09 | 2007-06-14 | Stephen F. Austin State University | Methods for inhibiting fungal pathogen infestation and propogation |
| US20070149805A1 (en) * | 2005-12-23 | 2007-06-28 | Stephen F. Austin State University | Method for the extraction and purification of shikimic acid |
| US20070161818A1 (en) * | 2006-01-06 | 2007-07-12 | Shiyou Li | Processes for the extraction and purification of shikimic acid and the products of such processes |
| US7977077B2 (en) | 2006-01-30 | 2011-07-12 | Board Of Trustees Of Michigan State University | Synthesis of intermediates of oseltamivir carboxylates |
| AU2007351658B2 (en) | 2006-08-01 | 2013-05-30 | Dsm Nutritional Products Ag | Oil producing microbes and methods of modification thereof |
| WO2008027570A2 (en) * | 2006-08-30 | 2008-03-06 | The State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University | Method of isolating shikimic acid from a plant |
| US8435769B2 (en) * | 2007-04-13 | 2013-05-07 | Monsanto Technology Llc | Use of glyphosate to produce shikimic acid in microorganisms |
| EP2201123B1 (en) * | 2007-10-16 | 2012-01-18 | Monsanto Technology, LLC | Processes for recovering shikimic acid |
| EP2376619A4 (en) * | 2008-12-15 | 2012-07-04 | Greenlight Biosciences Inc | METHODS FOR CONTROLLING FLOWS IN METABOLIC PATHWAYS |
| KR20110134380A (ko) * | 2008-12-22 | 2011-12-14 | 그린라이트 바이오사이언시스, 아이엔씨. | 화합물의 제조를 위한 조성물 및 방법 |
| CA2797786C (en) | 2010-05-07 | 2020-09-22 | Greenlight Biosciences, Inc. | Methods for control of flux in metabolic pathways through enzyme relocation |
| ES2839424T3 (es) | 2010-08-31 | 2021-07-05 | Greenlight Biosciences Inc | Métodos para control de flujo en vías metabólicas mediante manipulación de proteasas |
| WO2013036787A2 (en) | 2011-09-09 | 2013-03-14 | Greenlight Biosciences, Inc. | Cell-free preparation of carbapenems |
| US20150044755A1 (en) * | 2012-01-30 | 2015-02-12 | Myriant Corporation | Production of muconic acid from genetically engineered microorganisms |
| US10047382B2 (en) | 2012-07-03 | 2018-08-14 | Kao Corporation | Useful microorganism and method for producing substance of interest |
| JP2016504034A (ja) | 2012-12-21 | 2016-02-12 | グリーンライト バイオサイエンシーズ インコーポレーテッドＧｒｅｅｎｌｉｇｈｔ Ｂｉｏｓｃｉｅｎｃｅｓ，Ｉｎｃ． | メタンを燃料、ピルビン酸またはイソブタノールに変換する無細胞システム |
| WO2014100920A1 (zh) * | 2012-12-28 | 2014-07-03 | 安徽华恒生物工程有限公司 | 生产dl-丙氨酸的工程菌及利用该工程菌生产dl-丙氨酸的方法 |
| AU2014229307B2 (en) | 2013-03-13 | 2017-08-31 | Dsm Nutritional Products Ag | Engineering microorganisms |
| SG11201600898YA (en) | 2013-08-05 | 2016-03-30 | Greenlight Biosciences Inc | Engineered proteins with a protease cleavage site |
| KR102105532B1 (ko) * | 2013-10-17 | 2020-04-29 | (주)아모레퍼시픽 | 만능 줄기세포의 유도 방법 및 상기 방법에 의해 제조된 만능줄기세포 |
| WO2016027870A1 (ja) | 2014-08-21 | 2016-02-25 | 公益財団法人地球環境産業技術研究機構 | コリネ型細菌形質転換体、及びそれを用いる有機化合物の製造方法 |
| EP3277808A4 (en) | 2015-03-30 | 2019-05-22 | Greenlight Biosciences, Inc. | ACELLULAR PRODUCTION OF RIBONUCLEIC ACID |
| SG10202008244TA (en) | 2016-03-02 | 2020-10-29 | Ptt Global Chemical Public Co Ltd | Improved muconic acid production from genetically engineered microorganisms |
| RU2018138975A (ru) | 2016-04-06 | 2020-05-12 | Гринлайт Байосайенсис, Инк. | Бесклеточная продукция рибонуклеиновой кислоты |
| WO2019075167A1 (en) | 2017-10-11 | 2019-04-18 | Greenlight Biosciences, Inc. | METHODS AND COMPOSITIONS FOR THE PRODUCTION OF NUCLEOSIDE TRIPHOSPHATE AND RIBONUCLEIC ACID |
| EP3842045A4 (en) * | 2018-08-23 | 2021-10-20 | Sumitomo Bakelite Co.Ltd. | MEDICINAL PRODUCT, ANTI-CANCER AGENT, MEDICINAL INTERMEDIATE AND PROCESS FOR THE PRODUCTION OF CYCLIC CARBOXYLIC ACID-TYPE COMPOUND OR DERIVATIVE THEREOF |
| KR102676309B1 (ko) * | 2019-11-22 | 2024-06-19 | (주)에스티알바이오텍 | 시킴산 생산용 미생물 및 이를 이용한 시킴산 생산 방법 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5168056A (en) | 1991-02-08 | 1992-12-01 | Purdue Research Foundation | Enhanced production of common aromatic pathway compounds |
| US5798236A (en) * | 1992-09-30 | 1998-08-25 | Genencor International, Inc. | Synthesis of quinic acid from glucose |
| KR950704500A (ko) | 1992-12-21 | 1995-11-20 | 윌리암 디. 그리그스 | 방향족 아미노산 합성의 경로의 탈차단방법(deblocking the common pathway of aromatic amino acid synthesis) |
| ATE319834T1 (de) | 1994-09-16 | 2006-03-15 | Texas A & M Univ Sys | Mikroorganismen und verfahren zur überproduktion von dahp mittels klonierten ppsgens |
| ATE391786T1 (de) | 1995-05-05 | 2008-04-15 | Genencor Int | Anwendung von glukosetransportmutanten tur herstellung von verbindungen des aromatischen syntheseweges |
| EP1038968A3 (en) * | 1999-03-25 | 2002-10-02 | Ajinomoto Co., Inc. | Method for producing shikimic acid |
-
1999
- 1999-01-29 US US09/240,440 patent/US6613552B1/en not_active Expired - Lifetime
- 1999-11-04 JP JP2000596163A patent/JP4669613B2/ja not_active Expired - Lifetime
- 1999-11-04 EP EP99956926A patent/EP1151126B1/en not_active Expired - Lifetime
- 1999-11-04 AT AT99956926T patent/ATE514786T1/de not_active IP Right Cessation
- 1999-11-04 ES ES99956926T patent/ES2365205T3/es not_active Expired - Lifetime
- 1999-11-04 AU AU13427/00A patent/AU1342700A/en not_active Abandoned
- 1999-11-04 WO PCT/US1999/026112 patent/WO2000044923A1/en not_active Ceased
-
2000
- 2000-09-30 US US09/676,609 patent/US6472169B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP1151126A1 (en) | 2001-11-07 |
| JP4669613B2 (ja) | 2011-04-13 |
| JP2002535008A (ja) | 2002-10-22 |
| EP1151126A4 (en) | 2002-04-10 |
| AU1342700A (en) | 2000-08-18 |
| US6472169B1 (en) | 2002-10-29 |
| WO2000044923A1 (en) | 2000-08-03 |
| US6613552B1 (en) | 2003-09-02 |
| ATE514786T1 (de) | 2011-07-15 |
| EP1151126B1 (en) | 2011-06-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2365205T3 (es) | Síntesis biocatalítica del ácido shikímico. | |
| US20220162653A1 (en) | Preparation of (R)-3-Hydroxybutyric Acid or Its Salts by One-Step Fermentation | |
| US7935511B2 (en) | Aerobic succinate production in bacteria | |
| US8080397B2 (en) | Biocatalystic synthesis of quinic acid and conversion to hydroquinone by recombinant microbes | |
| US20050255567A1 (en) | Mutant glutamine synthetase and method for producing amino acids | |
| Li et al. | Fed‐batch fermentor synthesis of 3‐dehydroshikimic acid using recombinant Escherichia coli | |
| KR19990077974A (ko) | Ｌ-글루타민산을생산하는박테리아및ｌ-글루타민산을생산하는방법 | |
| JP4573365B2 (ja) | 改良された性質を有する形質転換微生物 | |
| KR20120002593A (ko) | 발효에 의해 많은 양의 글리콜산을 생산하는 방법 | |
| CA2234412C (en) | Method for producing optically active compound | |
| KR100528527B1 (ko) | 방향족 대사/ｉ로부터의 물질의 미생물적 제조 방법 | |
| KR20120038030A (ko) | 아라비노스 대사경로가 도입된 자일리톨 생산균주 및 이를 이용한 자일리톨 생산방법 | |
| WO2021254927A1 (en) | Methods for producing biotin in genetically modified microorganisms | |
| KR102149044B1 (ko) | 2-히드록시 감마 부티로락톤 또는 2,4-디히드록시-부티레이트 의 제조 방법 | |
| CN115927150B (zh) | 一株高产l-高丝氨酸谷氨酸棒杆菌突变株的构建与应用 | |
| CN101654666B (zh) | 用于生产d-乳酸的生物催化剂 | |
| WO2023168244A1 (en) | Genetically modified yeast and fermentation processes for the production of 3-hydroxypropionate | |
| WO2002029078A2 (en) | Biocatalytic synthesis of shikimic acid | |
| KR100793215B1 (ko) | Ｌ-리신 생산용 돌연변이 박테리아 균주 | |
| EP1187930B1 (en) | A global regulator used to enhance the synthesis of aromatic substances | |
| KR102602060B1 (ko) | 부산물 생성이 저감된 2,3-부탄다이올 생산용 재조합 미생물 및 이를 이용한 2,3-부탄다이올 생산방법 | |
| WO2023168233A1 (en) | Genetically modified yeast and fermentation processes for the production of 3-hydroxypropionate | |
| Shah et al. | Fermentative production of L-lysine: fungal fermentation and mutagenesis-II: a review | |
| US20210292716A1 (en) | D-xylose dehydrogenase from coryneform bacteria and process for preparing d-xylonate | |
| KR20150018227A (ko) | 외인성 푸마라아제 유전자를 포함하는 코리네박테리움 및 이를 이용한 c4 디카르복실산의 생산 방법 |