HRP20191693T1 - Postupak za proizvodnju derivata furana iz glukoze - Google Patents
Postupak za proizvodnju derivata furana iz glukoze Download PDFInfo
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- HRP20191693T1 HRP20191693T1 HRP20191693T HRP20191693T1 HR P20191693 T1 HRP20191693 T1 HR P20191693T1 HR P20191693 T HRP20191693 T HR P20191693T HR P20191693 T1 HRP20191693 T1 HR P20191693T1
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- Prior art keywords
- fructose
- glucose
- dehydrogenase
- conversion
- acid catalyst
- Prior art date
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- 150000002240 furans Chemical class 0.000 title claims 8
- 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 title claims 7
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 239000008103 glucose Substances 0.000 title 1
- 238000000034 method Methods 0.000 claims 21
- 238000006243 chemical reaction Methods 0.000 claims 14
- RFSUNEUAIZKAJO-VRPWFDPXSA-N D-Fructose Natural products OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-VRPWFDPXSA-N 0.000 claims 12
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 12
- XJLXINKUBYWONI-DQQFMEOOSA-N [[(2r,3r,4r,5r)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2s,3r,4s,5s)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate Chemical compound NC(=O)C1=CC=C[N+]([C@@H]2[C@H]([C@@H](O)[C@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](OP(O)(O)=O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 XJLXINKUBYWONI-DQQFMEOOSA-N 0.000 claims 6
- 239000003377 acid catalyst Substances 0.000 claims 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 4
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 claims 4
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 claims 4
- 108010021809 Alcohol dehydrogenase Proteins 0.000 claims 3
- 102000007698 Alcohol dehydrogenase Human genes 0.000 claims 3
- 230000001419 dependent effect Effects 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical group OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 claims 2
- 102000016912 Aldehyde Reductase Human genes 0.000 claims 2
- 108010053754 Aldehyde reductase Proteins 0.000 claims 2
- 241000222178 Candida tropicalis Species 0.000 claims 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 108010009384 L-Iditol 2-Dehydrogenase Proteins 0.000 claims 2
- 102000003855 L-lactate dehydrogenase Human genes 0.000 claims 2
- 108700023483 L-lactate dehydrogenases Proteins 0.000 claims 2
- 241001468191 Lactobacillus kefiri Species 0.000 claims 2
- 108010007843 NADH oxidase Proteins 0.000 claims 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 claims 2
- 102100026974 Sorbitol dehydrogenase Human genes 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 claims 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 2
- 239000011968 lewis acid catalyst Substances 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 230000008929 regeneration Effects 0.000 claims 2
- 238000011069 regeneration method Methods 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 229960002920 sorbitol Drugs 0.000 claims 2
- 239000000758 substrate Substances 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 244000063299 Bacillus subtilis Species 0.000 claims 1
- 235000014469 Bacillus subtilis Nutrition 0.000 claims 1
- 229910021554 Chromium(II) chloride Inorganic materials 0.000 claims 1
- 101710088194 Dehydrogenase Proteins 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- 108090000698 Formate Dehydrogenases Proteins 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 108010020056 Hydrogenase Proteins 0.000 claims 1
- 108090000854 Oxidoreductases Proteins 0.000 claims 1
- 102000004316 Oxidoreductases Human genes 0.000 claims 1
- 241001494479 Pecora Species 0.000 claims 1
- 241000194019 Streptococcus mutans Species 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000010923 batch production Methods 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229920001429 chelating resin Polymers 0.000 claims 1
- 239000007810 chemical reaction solvent Substances 0.000 claims 1
- XBWRJSSJWDOUSJ-UHFFFAOYSA-L chromium(ii) chloride Chemical compound Cl[Cr]Cl XBWRJSSJWDOUSJ-UHFFFAOYSA-L 0.000 claims 1
- 238000010924 continuous production Methods 0.000 claims 1
- 239000006184 cosolvent Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims 1
- 230000002255 enzymatic effect Effects 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 239000004310 lactic acid Substances 0.000 claims 1
- 235000014655 lactic acid Nutrition 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L magnesium chloride Substances [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims 1
- 229910001629 magnesium chloride Inorganic materials 0.000 claims 1
- 229910052901 montmorillonite Inorganic materials 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- -1 polyethylene furanoate Polymers 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 229940107700 pyruvic acid Drugs 0.000 claims 1
- 238000006479 redox reaction Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
Classifications
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- 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/04—Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
- C07D307/48—Furfural
- C07D307/50—Preparation from natural products
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/02—Monosaccharides
-
- 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
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/002—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by oxidation/reduction reactions
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K11/00—Fructose
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Analytical Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Furan Compounds (AREA)
- Saccharide Compounds (AREA)
Claims (20)
1. Postupak za proizvodnju derivata furana iz D-glukoze, naznačen time, da
A) D-glukoza se pretvara u D-fruktozu u enzimskom postupku, korištenjem i obnavljanjem redoks kofaktora,
pri čemu se D-glukoza pretvara u D -fruktozu, koja uključuje dvije ili više oksidoreduktaze u reakcijama dobivanja proizvoda, te, tijekom pretvorbe D- glukoze u D-fruktozu, isprva enzimska katalizirana redukcija u D-sorbitol, te, potom, enzimska katalizirana oksidacija D-sorbitola do D-fruktoze, pri čemu se NAD + / NADH i NADP + / NADPH koriste kao redoks kofaktori i, kao rezultat barem dvije daljnje enzimski katalizirane redoks reakcije koje se odvijaju u istoj reakcijskoj šarži, jedan od dva redoks kofaktora akumulira se u svojem reduciranom obliku, odnosno drugi u oksidiranom obliku, i
B) D-fruktoza se pretvara u derivate furana i
u koraku A)
- u reakciji regeneracije koja reducirani kofaktor pretvara u njegov originalni oksidirani oblik, kisik ili spoj opće formule
pri čemu R1 predstavlja linearnu ili razgrananu (C1-C4)-alkilnu skupinu ili (C1-C4)- karboksialkilnu skupinu se reducira, i
- u regeneracijskoj reakciji koja obnavlja oksidirani kofaktor u svom izvornom reduciranom obliku, (C4-C8)-cikloalkanol ili spoj opće formule
pri čemu su R2 i R3 neovisno odabrani iz skupine koja se sastoji od H, (C1-C6) - alkila, pri čemu je alkil linearni ili razgranani lanac, (C1-C6)-alkenil, pri čemu je alkenil linearni ili razgranani lanac i sadržava jednu do tri dvostruke veze, aril, osobito C6-C12-aril, karboksil, ili (C1-C4)-karboksialkil, osobito također cikloalkil, osobito C3-C8-cikloalkil, se oksidira.
2. Postupak u skladu s patentnim zahtjevom 1, naznačen time, da se za pretvorbu D- glukoze u D-fruktozu koristi barem jedna dehidrogenaza.
3. Postupak u skladu s patentnim zahtjevom 2, naznačen time, da se NAD + / NADH i NADP + / NADPH u topljivom obliku ili bilo u nepokretnom obliku na čvrstim tvarima koriste kao redoks kofaktor(i).
4. Postupak u skladu s bilo kojim patentnim zahtjevom 1 do 3, naznačen time, da se barem jedan redoks kofaktor regenerira tijekom pretvorbe D-glukoze u D-fruktozu u istoj reakcijskoj šarži barem jednim daljnjim redoks enzimom odabranim između alkohola dehidrogenaze, NADH oksidaze, hidrogenaze, laktatne dehidrogenaze ili format dehidrogenaze, potrošnjom ko-supstrata.
5. Postupak u skladu s patentnim zahtjevom 4, naznačen time, da su ko-supstrati izabrani između alkohola, mliječne kiseline i njihovih soli, piruične kiseline i njihovih soli, kisika, vodika i / ili mravlje kiseline i njihovih soli.
6. Postupak u skladu s bilo kojim patentnim zahtjevom 1 do 5, naznačen time, da reakcija u koraku a) teče u skladu s reakcijskom shemom 3
pri čemu je
CtXR = ksiloza reduktaza iz Candida tropicalis
SISDH = sorbitol dehidrogenaza iz ovčje jetre
LkADH = alkohol dehidrogenaza iz Laktobacilusa kefir, NADP (H)-zavisna LacDH =
laktatna dehidrogenaza, NAD (H)-zavisna
ili u skladu s reakcijskom shemom 4
pri čemu je
CtXR = ksiloza reduktaza iz Candida tropicalis
BsSDH = sorbitol dehidrogenaza iz Bacillus subtilis
LkADH = alkoholni dehidro (alkoholni dehidrogenaza iz Laktobacilusa kefir, NADP (H)-ovisna
SmOxo = NADH oksidaza iz Streptococcus mutans.
7. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva , naznačen time, da je izolirana D-fruktoza dobivena u koraku A) ovog izuma.
8. Postupak u skladu s patentnim zahtjevom 7, naznačen time, da je D-fruktoza izolirana u kristalnom obliku.
9. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva , naznačen time, da se u koraku B koriste kiseli katalizator i otapalo.
10. Postupak u skladu s patentnim zahtjevom 9, naznačen time, da se N-metil-2- pirolidon formule
koristi kao otapalo.
11. Postupak u skladu s patentnim zahtjevom 10, naznačen time, da se N-metil-2- pirolidon koristi ili kao reakcijsko otapalo ili kao ko-otapalo.
12. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva , naznačen time, da se pretvorba D-fruktoze u derivate furana u koraku B) provodi kao šaržni proces ili kao kontinuirani proces.
13. Postupak u skladu s patentnim zahtjevom 12, naznačen time, da se pretvorba D- fruktoze u furanske derivate u koraku B) provodi pod mikrovalnim grijanjem.
14. Postupak u skladu s bilo kojim od patentnih zahtjeva 9 do 13, naznačen time, da se
- homogeni kiselinski katalizator,
- heterogeni kiselinski katalizator,
- katalizator Lewisova kiselina,
- katalizator SILP,
koriste kao kiseli katalizator tijekom pretvorbe D-fruktoze u derivate furana u koraku B).
15. Postupak u skladu s patentnim zahtjevom 14, naznačen time, da se kao katalog homogenih kiselina upotrebljava sumporna kiselina ili klorovodična kiselina.
16. Postupak u skladu s patentnim zahtjevom 14, naznačen time, da se kao heterogeni kiselinski katalizator koristi ionski izmjenjivač, osobito montmorilonit ili Amberlit.
17. Postupak u skladu s patentnim zahtjevom 14, naznačen time, da se kao katalizator Lewisove kiseline upotrebljavaju CrCl2, AlCl3 ili SiO2-MgCl2.
18. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva, naznačen time, da je derivat furana hidroksimetilfurfural formule
19. Postupak u skladu s bilo kojim od prethodnih patentnih zahtjeva , naznačen time, da se proizvedeni derivati furana dalje pretvaraju.
20. Postupak u skladu s patentnim zahtjevom 19, naznačen time, da se hidroksimetilfurfural dalje oksidira u 2,5-furan dikarboksilnu kiselinu (FDCA) formule
koja je, po izboru, podvrgnuta polimerizaciji, osobito za proizvodnju polietilen furanoata.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12450007 | 2012-02-07 | ||
| EP12182758.8A EP2703395A1 (en) | 2012-09-03 | 2012-09-03 | Process for the production of furan derivatives |
| PCT/EP2012/067781 WO2013117251A1 (de) | 2012-02-07 | 2012-09-12 | Verfahren zur enzymatischen regenerierung von redoxkofaktoren |
| AT12842012A AT513721B1 (de) | 2012-12-10 | 2012-12-10 | Verfahren zur enzymatischen Regenerierung von Redoxkofaktoren |
| EP13703569.7A EP2812440B1 (de) | 2012-02-07 | 2013-02-06 | Verfahren zur herstellung von furanderivaten aus glucose |
| PCT/EP2013/052316 WO2013117585A1 (de) | 2012-02-07 | 2013-02-06 | Verfahren zur herstellung von furanderivaten aus glucose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20191693T1 true HRP20191693T1 (hr) | 2019-12-13 |
Family
ID=48946926
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20191693 HRP20191693T1 (hr) | 2012-02-07 | 2019-09-19 | Postupak za proizvodnju derivata furana iz glukoze |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9902981B2 (hr) |
| EP (1) | EP2812440B1 (hr) |
| JP (1) | JP6189334B2 (hr) |
| CA (1) | CA2863137C (hr) |
| DK (1) | DK2812440T3 (hr) |
| ES (1) | ES2746698T3 (hr) |
| HK (1) | HK1204011A1 (hr) |
| HR (1) | HRP20191693T1 (hr) |
| HU (1) | HUE046250T2 (hr) |
| LT (1) | LT2812440T (hr) |
| PL (1) | PL2812440T3 (hr) |
| PT (1) | PT2812440T (hr) |
| RS (1) | RS59314B1 (hr) |
| SI (1) | SI2812440T1 (hr) |
| WO (1) | WO2013117585A1 (hr) |
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| CN105102626B (zh) * | 2013-03-27 | 2019-01-01 | 安尼基有限责任公司 | 葡萄糖异构化的方法 |
| SG11201805514VA (en) | 2016-01-13 | 2018-07-30 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| BR112018072410A2 (pt) | 2016-05-23 | 2019-02-12 | Annikki Gmbh | processo para a conversão enzimática de d-glicose em d-frutose por meio de d-sorbitol |
| SG11201913469PA (en) | 2017-07-12 | 2020-01-30 | Stora Enso Oyj | Purified 2,5-furandicarboxylic acid pathway products |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US295022A (en) | 1884-03-11 | Gilbert la book | ||
| US2950228A (en) | 1959-09-01 | 1960-08-23 | Corn Products Co | Enzymatic process |
| NL147477B (nl) | 1965-05-11 | 1975-10-15 | Agency Ind Science Techn | Werkwijze voor het omzetten van glucose in fructose met behulp van een glucose isomeriserend enzym. |
| US3868304A (en) | 1973-02-16 | 1975-02-25 | Corning Glass Works | Method of making fructose with immobilized glucose isomerase |
| US4467033A (en) | 1982-06-30 | 1984-08-21 | Nabisco Brands, Inc. | Process for oxidizing L-sorbitol to L-fructose |
| DE3502141A1 (de) | 1985-01-23 | 1986-10-16 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V., 8000 München | Verfahren zur intrasequentiellen cofaktor-regeneration bei enzymatischen synthesen, insbesondere bei der herstellung von vitamin c |
| US5221478A (en) | 1988-02-05 | 1993-06-22 | The Dow Chemical Company | Chromatographic separation using ion-exchange resins |
| US4895601A (en) | 1988-12-12 | 1990-01-23 | Archer Daniels Midland Company | Aqueous-alcohol fructose crystallization |
| US5047088A (en) | 1989-06-30 | 1991-09-10 | A. E. Staley Manufacturing Company | Method for crystallization of fructose |
| CA2239802A1 (en) | 1997-08-21 | 1999-02-21 | F. Hoffmann-La Roche Ag | D-sorbitol dehydrogenase gene |
| JP4511655B2 (ja) | 1999-08-25 | 2010-07-28 | ユニチカ株式会社 | ソルビトール脱水素酵素、それを産生する微生物およびその製造方法 |
| CA2360376C (en) | 1999-12-03 | 2005-04-26 | Noriyuki Kizaki | Novel carbonyl reductase, gene thereof and method of using the same |
| DE10140088A1 (de) | 2001-08-16 | 2003-03-13 | Degussa | NADH-Oxidase aus Lactobacillus |
| AU2003257986A1 (en) | 2002-07-31 | 2004-02-16 | Georgia Tech Research Corporation | Methods and compositions for nad(p)(h) oxidases |
| DE10247147A1 (de) | 2002-10-09 | 2004-04-22 | Forschungszentrum Jülich GmbH | Verfahren sowie Mikroorganismus zur Herstellung von D-Mannitol |
| US7381553B2 (en) | 2004-06-15 | 2008-06-03 | The Board Of Trustees Of The Universtiy Of Illinois | Highly active xylose reductase from Neurospora crassa |
| AT503486B1 (de) | 2006-04-11 | 2008-05-15 | Iep Gmbh | Verfahren zur enantioselektiven reduktion von steroiden |
| MX2010006504A (es) | 2007-12-12 | 2010-08-31 | Archer Daniels Midland Co | Conversion de carbohidratos a hidroxi-metilfurfural (hmf) y derivado. |
| AT506639A1 (de) | 2008-04-01 | 2009-10-15 | Kroutil Wolfgang Dipl Ing Dr T | Verfahren zur deracemisierung von enantiomerengemischen unter verwendung von enzymsystemen |
| US8530213B2 (en) | 2009-12-02 | 2013-09-10 | Georgia Tech Research Corporation | Compositions and methods for using NADH oxidases |
| EP2556061A1 (en) | 2010-04-07 | 2013-02-13 | Novozymes A/S | A method of producing hydroxymethylfurfural |
| US9090550B2 (en) * | 2010-07-30 | 2015-07-28 | Archer Daniels Midland Company | Microwave assisted synthesis of dehydrated sugar derivatives hydroxymethylfurfural, levulinic acid, anhydrosugar alcohols, and ethers thereof |
| WO2013117251A1 (de) | 2012-02-07 | 2013-08-15 | Annikki Gmbh | Verfahren zur enzymatischen regenerierung von redoxkofaktoren |
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- 2013-02-06 US US14/376,527 patent/US9902981B2/en active Active
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- 2013-02-06 JP JP2014556035A patent/JP6189334B2/ja active Active
- 2013-02-06 DK DK13703569.7T patent/DK2812440T3/da active
- 2013-02-06 RS RSP20191245 patent/RS59314B1/sr unknown
- 2013-02-06 HU HUE13703569A patent/HUE046250T2/hu unknown
- 2013-02-06 LT LTEP13703569.7T patent/LT2812440T/lt unknown
- 2013-02-06 ES ES13703569T patent/ES2746698T3/es active Active
- 2013-02-06 WO PCT/EP2013/052316 patent/WO2013117585A1/de active Application Filing
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| Publication number | Publication date |
|---|---|
| HK1204011A1 (en) | 2015-11-06 |
| WO2013117585A1 (de) | 2013-08-15 |
| CA2863137A1 (en) | 2013-08-15 |
| EP2812440B1 (de) | 2019-06-26 |
| ES2746698T3 (es) | 2020-03-06 |
| JP2015507919A (ja) | 2015-03-16 |
| SI2812440T1 (sl) | 2020-03-31 |
| JP6189334B2 (ja) | 2017-08-30 |
| RS59314B1 (sr) | 2019-10-31 |
| PL2812440T3 (pl) | 2020-03-31 |
| DK2812440T3 (da) | 2019-09-23 |
| EP2812440A1 (de) | 2014-12-17 |
| LT2812440T (lt) | 2019-10-10 |
| CA2863137C (en) | 2022-09-27 |
| HUE046250T2 (hu) | 2020-02-28 |
| US20150010965A1 (en) | 2015-01-08 |
| US9902981B2 (en) | 2018-02-27 |
| PT2812440T (pt) | 2019-10-14 |
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