KR20130108064A - 바이오오가닉 화합물의 정제 방법 - Google Patents
바이오오가닉 화합물의 정제 방법 Download PDFInfo
- Publication number
- KR20130108064A KR20130108064A KR1020127028294A KR20127028294A KR20130108064A KR 20130108064 A KR20130108064 A KR 20130108064A KR 1020127028294 A KR1020127028294 A KR 1020127028294A KR 20127028294 A KR20127028294 A KR 20127028294A KR 20130108064 A KR20130108064 A KR 20130108064A
- Authority
- KR
- South Korea
- Prior art keywords
- composition
- temperature
- emulsion
- polyoxyethylene
- bioorganic
- 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- Withdrawn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
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 125
- 238000000034 method Methods 0.000 title claims abstract description 115
- 238000000855 fermentation Methods 0.000 title description 17
- 230000004151 fermentation Effects 0.000 title description 17
- 239000000203 mixture Substances 0.000 claims abstract description 207
- 150000001875 compounds Chemical class 0.000 claims abstract description 101
- 239000007788 liquid Substances 0.000 claims abstract description 74
- 239000012736 aqueous medium Substances 0.000 claims abstract description 41
- 238000000926 separation method Methods 0.000 claims abstract description 28
- 230000007423 decrease Effects 0.000 claims abstract description 25
- 239000000839 emulsion Substances 0.000 claims description 128
- -1 polyoxyethylene Polymers 0.000 claims description 58
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 41
- 239000007764 o/w emulsion Substances 0.000 claims description 39
- 239000007762 w/o emulsion Substances 0.000 claims description 18
- 239000002736 nonionic surfactant Substances 0.000 claims description 14
- 241000195649 Chlorella <Chlorellales> Species 0.000 claims description 13
- 150000003505 terpenes Chemical class 0.000 claims description 12
- 239000003963 antioxidant agent Substances 0.000 claims description 11
- 238000000746 purification Methods 0.000 claims description 11
- 150000005215 alkyl ethers Chemical class 0.000 claims description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 9
- 229920000570 polyether Polymers 0.000 claims description 9
- 229920005862 polyol Polymers 0.000 claims description 9
- 150000003077 polyols Chemical class 0.000 claims description 9
- 230000003078 antioxidant effect Effects 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 230000002829 reductive effect Effects 0.000 claims description 7
- 239000002530 phenolic antioxidant Substances 0.000 claims description 6
- 241000193830 Bacillus <bacterium> Species 0.000 claims description 5
- 241000195651 Chlorella sp. Species 0.000 claims description 5
- 241000186660 Lactobacillus Species 0.000 claims description 5
- 229940039696 lactobacillus Drugs 0.000 claims description 5
- 241000195645 Auxenochlorella protothecoides Species 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 claims description 4
- 241000195493 Cryptophyta Species 0.000 claims description 4
- 241000588722 Escherichia Species 0.000 claims description 4
- 241000233866 Fungi Species 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- 241000235070 Saccharomyces Species 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 238000007701 flash-distillation Methods 0.000 claims description 3
- 230000000717 retained effect Effects 0.000 claims description 3
- 241001580565 Peachia Species 0.000 claims 3
- 238000004821 distillation Methods 0.000 abstract 1
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 150
- 239000003921 oil Substances 0.000 description 124
- 235000019198 oils Nutrition 0.000 description 123
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 88
- 210000004027 cell Anatomy 0.000 description 56
- 239000012071 phase Substances 0.000 description 56
- 238000011084 recovery Methods 0.000 description 42
- 229910001868 water Inorganic materials 0.000 description 35
- 239000000523 sample Substances 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 31
- 238000002156 mixing Methods 0.000 description 27
- 239000006188 syrup Substances 0.000 description 25
- 235000020357 syrup Nutrition 0.000 description 25
- 238000011534 incubation Methods 0.000 description 24
- 230000008569 process Effects 0.000 description 21
- 240000000111 Saccharum officinarum Species 0.000 description 20
- 235000007201 Saccharum officinarum Nutrition 0.000 description 20
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 18
- 230000000813 microbial effect Effects 0.000 description 16
- 230000000694 effects Effects 0.000 description 15
- 230000000670 limiting effect Effects 0.000 description 12
- 239000002609 medium Substances 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 11
- 238000005119 centrifugation Methods 0.000 description 10
- 239000010410 layer Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 235000006708 antioxidants Nutrition 0.000 description 9
- 239000011780 sodium chloride Substances 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000003306 harvesting Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 239000002738 chelating agent Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000005352 clarification Methods 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 230000006698 induction Effects 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 238000003359 percent control normalization Methods 0.000 description 5
- 238000012546 transfer Methods 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 241000894007 species Species 0.000 description 4
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000009295 crossflow filtration Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000004945 emulsification Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 125000006353 oxyethylene group Chemical group 0.000 description 3
- 238000005192 partition Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000011020 pilot scale process Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 description 2
- LTSWUFKUZPPYEG-UHFFFAOYSA-N 1-decoxydecane Chemical compound CCCCCCCCCCOCCCCCCCCCC LTSWUFKUZPPYEG-UHFFFAOYSA-N 0.000 description 2
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 2
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 2
- IMOYOUMVYICGCA-UHFFFAOYSA-N 2-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C=C1C(C)(C)C IMOYOUMVYICGCA-UHFFFAOYSA-N 0.000 description 2
- MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 description 2
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N Heavy water Chemical compound [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 2
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 description 2
- HMTAHNDPLDKYJT-CBBWQLFWSA-N amorpha-4,11-diene Chemical compound C1=C(C)CC[C@H]2[C@H](C)CC[C@@H](C(C)=C)[C@H]21 HMTAHNDPLDKYJT-CBBWQLFWSA-N 0.000 description 2
- HMTAHNDPLDKYJT-UHFFFAOYSA-N amorphadiene Natural products C1=C(C)CCC2C(C)CCC(C(C)=C)C21 HMTAHNDPLDKYJT-UHFFFAOYSA-N 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
- 235000008504 concentrate Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000011143 downstream manufacturing Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000000769 gas chromatography-flame ionisation detection Methods 0.000 description 2
- 229940093915 gynecological organic acid Drugs 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 235000021283 resveratrol Nutrition 0.000 description 2
- 229940016667 resveratrol Drugs 0.000 description 2
- CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 description 1
- QEBNYNLSCGVZOH-NFAWXSAZSA-N (+)-valencene Chemical compound C1C[C@@H](C(C)=C)C[C@@]2(C)[C@H](C)CCC=C21 QEBNYNLSCGVZOH-NFAWXSAZSA-N 0.000 description 1
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- 239000001890 (2R)-8,8,8a-trimethyl-2-prop-1-en-2-yl-1,2,3,4,6,7-hexahydronaphthalene Substances 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- OJISWRZIEWCUBN-QIRCYJPOSA-N (E,E,E)-geranylgeraniol Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO OJISWRZIEWCUBN-QIRCYJPOSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- AFTBJQDQENGCPC-UHFFFAOYSA-N 2,5-ditert-butyl-4-methylphenol Chemical compound CC1=CC(C(C)(C)C)=C(O)C=C1C(C)(C)C AFTBJQDQENGCPC-UHFFFAOYSA-N 0.000 description 1
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 229920002449 FKM Polymers 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 241000371004 Graesiella emersonii Species 0.000 description 1
- 241001632576 Hyacinthus Species 0.000 description 1
- 241000235649 Kluyveromyces Species 0.000 description 1
- 241000195659 Neodesmus pupukensis Species 0.000 description 1
- FQTLCLSUCSAZDY-ATGUSINASA-N Nerolidol Chemical compound CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C FQTLCLSUCSAZDY-ATGUSINASA-N 0.000 description 1
- RUVPEAOBARYHEY-ZUEOXWNTSA-N O[C@@H]1C(O[C@@H]([C@H]([C@@H]1O)O)C)OC(CC(=O)OCC)CCCCCCCCCCCCCCC Chemical compound O[C@@H]1C(O[C@@H]([C@H]([C@@H]1O)O)C)OC(CC(=O)OCC)CCCCCCCCCCCCCCC RUVPEAOBARYHEY-ZUEOXWNTSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 241000235648 Pichia Species 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 241000195648 Pseudochlorella pringsheimii Species 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 241000235013 Yarrowia Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 238000005377 adsorption chromatography Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- AFYNADDZULBEJA-UHFFFAOYSA-N bicinchoninic acid Chemical compound C1=CC=CC2=NC(C=3C=C(C4=CC=CC=C4N=3)C(=O)O)=CC(C(O)=O)=C21 AFYNADDZULBEJA-UHFFFAOYSA-N 0.000 description 1
- 239000007956 bioemulsifier Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000013681 dietary sucrose Nutrition 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000002523 gelfiltration Methods 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- XWRJRXQNOHXIOX-UHFFFAOYSA-N geranylgeraniol Natural products CC(C)=CCCC(C)=CCOCC=C(C)CCC=C(C)C XWRJRXQNOHXIOX-UHFFFAOYSA-N 0.000 description 1
- OJISWRZIEWCUBN-UHFFFAOYSA-N geranylnerol Natural products CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO OJISWRZIEWCUBN-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005511 kinetic theory Methods 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 229920002114 octoxynol-9 Polymers 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
- 101150032777 pit gene Proteins 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011027 product recovery Methods 0.000 description 1
- 238000002731 protein assay Methods 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 235000020046 sherry Nutrition 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- UUCCCPNEFXQJEL-UHFFFAOYSA-L strontium dihydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 description 1
- 229910001866 strontium hydroxide Inorganic materials 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 229930006978 terpinene Natural products 0.000 description 1
- 150000003507 terpinene derivatives Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000000954 titration curve Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- WCTNXGFHEZQHDR-UHFFFAOYSA-N valencene Natural products C1CC(C)(C)C2(C)CC(C(=C)C)CCC2=C1 WCTNXGFHEZQHDR-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 210000005253 yeast cell Anatomy 0.000 description 1
Images
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
- C12P5/00—Preparation of hydrocarbons or halogenated hydrocarbons
- C12P5/02—Preparation of hydrocarbons or halogenated hydrocarbons acyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/11—Purification; Separation; Use of additives by absorption, i.e. purification or separation of gaseous hydrocarbons with the aid of liquids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
-
- 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
- C12P5/00—Preparation of hydrocarbons or halogenated hydrocarbons
-
- 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
- C12P5/00—Preparation of hydrocarbons or halogenated hydrocarbons
- C12P5/007—Preparation of hydrocarbons or halogenated hydrocarbons containing one or more isoprene units, i.e. terpenes
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/30—Fuel from waste, e.g. synthetic alcohol or diesel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Genetics & Genomics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Colloid Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37387610P | 2010-08-16 | 2010-08-16 | |
| US61/373,876 | 2010-08-16 | ||
| PCT/US2011/047616 WO2012024186A1 (en) | 2010-08-16 | 2011-08-12 | Method for purifying bio-organic compounds from fermentation broth containing surfactants by temperature-induced phase inversion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20130108064A true KR20130108064A (ko) | 2013-10-02 |
Family
ID=44515045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127028294A Withdrawn KR20130108064A (ko) | 2010-08-16 | 2011-08-12 | 바이오오가닉 화합물의 정제 방법 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20120040396A1 (enExample) |
| EP (1) | EP2606018A1 (enExample) |
| JP (1) | JP2013534144A (enExample) |
| KR (1) | KR20130108064A (enExample) |
| CN (1) | CN103052612A (enExample) |
| AU (1) | AU2011292231B2 (enExample) |
| BR (1) | BR112012027462A2 (enExample) |
| CA (1) | CA2796438A1 (enExample) |
| MX (1) | MX2012012705A (enExample) |
| WO (1) | WO2012024186A1 (enExample) |
| ZA (1) | ZA201207717B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150087039A1 (en) * | 2012-03-07 | 2015-03-26 | Abengoa Bioenergy New Technologies, Llc | Methods for enhancing the recovery of oil during biofuel production |
| JP6611136B2 (ja) | 2014-02-28 | 2019-11-27 | デルフト アドヴァンスト バイオフューエルズ ベー．フェー． | 脂質または炭化水素の回収のための方法 |
| WO2019030073A1 (en) * | 2017-08-07 | 2019-02-14 | Total Raffinage Chimie | PROCESS FOR RECOVERING ISOPRENOIDS PRODUCED BY MICROORGANISMS |
| WO2020006251A1 (en) * | 2018-06-29 | 2020-01-02 | Amyris, Inc. | Methods for recovering water-immiscible isoprenoid compounds from microbial biomass |
| EP3766982A1 (en) | 2019-07-18 | 2021-01-20 | Delft Advanced Biofuels B.V. | Integrated system for biocatalytically producing and recovering an organic substance |
| EP4646426A1 (en) | 2023-01-03 | 2025-11-12 | Amyris, Inc. | Host cells capable of producing sequiterpenoids and methods of use thereof |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2427326A (en) * | 1945-02-13 | 1947-09-09 | Socony Vacuum Oil Co Inc | Treatment of mineral oil emulsions |
| US2782244A (en) * | 1952-01-24 | 1957-02-19 | Phillips Petroleum Co | Isomerizing hydrocarbons with the catalyst in the continuous phase inverting the phases and separating the catalyst employing phase inversion |
| US4725287A (en) * | 1986-11-24 | 1988-02-16 | Canadian Occidental Petroleum, Ltd. | Preparation of stable crude oil transport emulsions |
| US5730905A (en) * | 1994-06-21 | 1998-03-24 | Betzdearborn Inc. | Method of resolving oil and water emulsions |
| US6431370B1 (en) * | 1995-01-27 | 2002-08-13 | Genencor International, Inc. | Direct enzyme agglomeration process |
| KR100819187B1 (ko) * | 1999-03-25 | 2008-04-04 | 발티온 테크닐리넨 투트키무스케스쿠스 | 단백질 분배 방법 |
| DE10035930A1 (de) * | 2000-07-21 | 2002-01-31 | Clariant Gmbh | Feinemulsionen |
| US7179311B2 (en) * | 2003-01-31 | 2007-02-20 | Chevron U.S.A. Inc. | Stable olefinic, low sulfur diesel fuels |
| CN1246451C (zh) * | 2003-08-07 | 2006-03-22 | 上海来益生物药物研究开发中心有限责任公司 | 浊点系统在生物转化中的应用 |
| EP3031924A1 (en) | 2006-05-26 | 2016-06-15 | Amyris, Inc. | Production of isoprenoids |
| MY163029A (en) | 2006-05-26 | 2017-07-31 | Amyris Inc | Apparatus for making bio-organic compounds |
| BRPI0713105B8 (pt) * | 2006-05-26 | 2021-05-25 | Amyris Biotechnologies Inc | método para produzir um isoprenóide |
| US7846222B2 (en) * | 2006-10-10 | 2010-12-07 | Amyris Biotechnologies, Inc. | Fuel compositions comprising farnesane and farnesane derivatives and method of making and using same |
| CA2670307C (en) | 2006-11-21 | 2013-06-25 | Amyris Biotechnologies, Inc. | Jet fuel compositions and methods of making and using same |
| CA2670280A1 (en) | 2006-11-21 | 2008-11-06 | Amyris Biotechnologies, Inc. | Jet fuel compositions and methods of making and using same |
| CN101260137B (zh) * | 2007-03-07 | 2010-12-08 | 中国科学院过程工程研究所 | 用微波辅助浊点萃取从甘草中提纯并精制甘草酸的方法 |
| US8110093B2 (en) | 2007-03-14 | 2012-02-07 | Ls9, Inc. | Process for producing low molecular weight hydrocarbons from renewable resources |
| EP3546588A3 (en) | 2007-06-01 | 2019-12-18 | Corbion Biotech, Inc. | Recombinant microalgal cell and method of producing lipids using said cell |
| AU2008279775B2 (en) | 2007-07-20 | 2012-09-13 | Amyris, Inc. | Fuel compositions comprising tetramethylcyclohexane |
| WO2009134946A1 (en) | 2008-05-02 | 2009-11-05 | Amyris Biotechnologies, Inc. | Fuel compositions comprising an amorphane or a stereoisomer thereof and methods of making and using same |
| US7655739B1 (en) | 2009-06-26 | 2010-02-02 | Amyris Biotechnologies, Inc. | Adhesive compositions comprising a polyfarnesene |
| US7589243B1 (en) | 2008-09-17 | 2009-09-15 | Amyris Biotechnologies, Inc. | Jet fuel compositions |
| US7592295B1 (en) | 2008-10-10 | 2009-09-22 | Amyris Biotechnologies, Inc. | Farnesene dimers and/or farnesane dimers and compositions thereof |
-
2011
- 2011-08-05 US US13/198,711 patent/US20120040396A1/en not_active Abandoned
- 2011-08-12 CN CN2011800374729A patent/CN103052612A/zh active Pending
- 2011-08-12 ZA ZA201207717A patent/ZA201207717B/xx unknown
- 2011-08-12 BR BR112012027462A patent/BR112012027462A2/pt not_active IP Right Cessation
- 2011-08-12 JP JP2013524893A patent/JP2013534144A/ja active Pending
- 2011-08-12 AU AU2011292231A patent/AU2011292231B2/en not_active Ceased
- 2011-08-12 MX MX2012012705A patent/MX2012012705A/es not_active Application Discontinuation
- 2011-08-12 EP EP11749297.5A patent/EP2606018A1/en not_active Withdrawn
- 2011-08-12 WO PCT/US2011/047616 patent/WO2012024186A1/en not_active Ceased
- 2011-08-12 CA CA2796438A patent/CA2796438A1/en not_active Abandoned
- 2011-08-12 KR KR1020127028294A patent/KR20130108064A/ko not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012024186A1 (en) | 2012-02-23 |
| BR112012027462A2 (pt) | 2016-07-19 |
| CA2796438A1 (en) | 2012-02-23 |
| EP2606018A1 (en) | 2013-06-26 |
| AU2011292231A1 (en) | 2012-12-13 |
| MX2012012705A (es) | 2012-11-29 |
| CN103052612A (zh) | 2013-04-17 |
| US20120040396A1 (en) | 2012-02-16 |
| JP2013534144A (ja) | 2013-09-02 |
| AU2011292231B2 (en) | 2013-11-21 |
| ZA201207717B (en) | 2013-12-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2011292231B2 (en) | Method for purifying bio-organic compounds from fermentation broth containing surfactants by temperature-induced phase inversion | |
| AU2013364289B2 (en) | Methods and systems for bio-oil recovery and separation aids therefor | |
| CA2869358C (fr) | Procede de raffinage du squalene produit par microalgues | |
| EP2854558B1 (fr) | Procédé continu d'enrichissement en esters éthyliques de dha d'une huile produite par des microalgues | |
| CN103608459A (zh) | 用于从微藻提取角鲨烯的方法 | |
| EP3169696A1 (fr) | Procede d'extraction des proteines solubles de biomasses de microalgues | |
| Samarasinghe et al. | Effect of high pressure homogenization on aqueous phase solvent extraction of lipids from Nannochloris oculata microalgae | |
| FR3019544A1 (fr) | Procede de raffinage du squalene produit par microalgues | |
| EP3665292B1 (en) | Process for recovering isoprenoids produced by microorganisms | |
| Gorlenko et al. | Ectothiorhodosinus mongolicum gen. nov., sp. nov., a new purple bacterium from a soda lake in Mongolia | |
| EP4335858A1 (en) | Method for purifying sophorolipid | |
| CA2952291A1 (en) | Method for degumming compositions containing triglyceride | |
| Mathys et al. | Alkanol removal from the apolar phase of a two‐liquid phase bioconversion system. Part 2: Effect of fermentation medium on batch distillation | |
| WO2024235968A1 (en) | Method of reducing emulsion formationduring fermentation process | |
| Amiri et al. | Handling the inhibitory role of product accumulation during sophorolipid fermentation in a bubble column reactor with an in situ foam recovery | |
| CN115505591B (zh) | 一种植物油脂核酸提取试剂盒和提取方法 | |
| US20240360481A1 (en) | Biocompatible underlays for living extraction of hydrocarbons from engineered microbes | |
| CN121379647A (zh) | 一种配合注氮进行油水分离用破乳复合制剂及其制备方法和应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20121029 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |