JP2005513161A5 - - Google Patents
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- Publication number
- JP2005513161A5 JP2005513161A5 JP2003556555A JP2003556555A JP2005513161A5 JP 2005513161 A5 JP2005513161 A5 JP 2005513161A5 JP 2003556555 A JP2003556555 A JP 2003556555A JP 2003556555 A JP2003556555 A JP 2003556555A JP 2005513161 A5 JP2005513161 A5 JP 2005513161A5
- Authority
- JP
- Japan
- Prior art keywords
- mannose
- chromatographic separation
- solution
- fraction
- arabinose
- 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.)
- Granted
Links
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims 46
- 238000000926 separation method Methods 0.000 claims 38
- SRBFZHDQGSBBOR-SQOUGZDYSA-N Xylose Natural products O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O SRBFZHDQGSBBOR-SQOUGZDYSA-N 0.000 claims 20
- 150000001479 arabinose derivatives Chemical class 0.000 claims 14
- 239000011347 resin Substances 0.000 claims 14
- 229920005989 resin Polymers 0.000 claims 14
- 239000002028 Biomass Substances 0.000 claims 11
- 229960003487 Xylose Drugs 0.000 claims 10
- 238000002425 crystallisation Methods 0.000 claims 9
- 230000005712 crystallization Effects 0.000 claims 9
- 235000000346 sugar Nutrition 0.000 claims 9
- BJHIKXHVCXFQLS-UYFOZJQFSA-N Fructose Natural products OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 claims 8
- PNNNRSAQSRJVSB-BXKVDMCESA-N Rhamnose Chemical compound C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O PNNNRSAQSRJVSB-BXKVDMCESA-N 0.000 claims 8
- GZCGUPFRVQAUEE-KCDKBNATSA-N D-(+)-Galactose Natural products OC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-KCDKBNATSA-N 0.000 claims 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims 5
- 238000004587 chromatography analysis Methods 0.000 claims 5
- 239000003480 eluent Substances 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 5
- 238000004537 pulping Methods 0.000 claims 5
- 150000008163 sugars Chemical class 0.000 claims 5
- 239000005715 Fructose Substances 0.000 claims 4
- 150000001768 cations Chemical group 0.000 claims 4
- 239000000463 material Substances 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- WQZGKKKJIJFFOK-PHYPRBDBSA-N α-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims 4
- -1 alkali metal cation Chemical class 0.000 claims 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 3
- 230000002378 acidificating Effects 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 239000003729 cation exchange resin Substances 0.000 claims 2
- 238000011097 chromatography purification Methods 0.000 claims 2
- 238000001212 derivatisation Methods 0.000 claims 2
- 239000011121 hardwood Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000011122 softwood Substances 0.000 claims 2
- LKZGXPMJCWRGTC-IKQSSVLVSA-N (3S,4S,5S,6R)-2-anilino-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1NC1=CC=CC=C1 LKZGXPMJCWRGTC-IKQSSVLVSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 125000003423 D-mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- 150000002703 mannose derivatives Chemical class 0.000 claims 1
- 238000005374 membrane filtration Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 238000005185 salting out Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N β-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 claims 1
Claims (55)
前記第1のマンノース画分を、実質的にBa2+型であるクロマトグラフィー分離樹脂ベッドを含む第2のクロマトグラフィーカラム中に供給すること、前記カラムを、溶離剤を用いて溶離すること、第2のマンノース画分を回収すること、
そしてその後、前記第2のマンノース画分を、Ba2+型以外のクロマトグラフィー分離樹脂ベッドを含む第3のクロマトグラフィーカラム中に供給すること、前記カラムを、溶離
剤を用いて溶離すること、そして、第3のマンノース画分を回収することからなる請求項4記載の方法。 Feeding a solution derived from biomass into a first chromatography column comprising a chromatographic separation resin bed of substantially Ba 2+ type; eluting the column with an eluent; Collecting 1 mannose fraction,
Feeding the first mannose fraction into a second chromatography column comprising a chromatographic separation resin bed of substantially Ba 2+ type, eluting the column with an eluent; Collecting a second mannose fraction;
And thereafter, feeding the second mannose fraction into a third chromatography column containing a chromatographic separation resin bed other than Ba 2+ , eluting the column with an eluent; 5. The method according to claim 4, further comprising recovering the third mannose fraction.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FI20012605A FI114553B (en) | 2001-12-31 | 2001-12-31 | Method for recovering sugars |
FI20012605 | 2001-12-31 | ||
PCT/FI2002/001059 WO2003056038A1 (en) | 2001-12-31 | 2002-12-30 | Method for the recovery of sugars |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012282814A Division JP2013056946A (en) | 2001-12-31 | 2012-12-26 | Sugar recovery method |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2005513161A JP2005513161A (en) | 2005-05-12 |
JP2005513161A5 true JP2005513161A5 (en) | 2005-12-22 |
JP5212761B2 JP5212761B2 (en) | 2013-06-19 |
Family
ID=8562608
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003556555A Expired - Fee Related JP5212761B2 (en) | 2001-12-31 | 2002-12-30 | How to recover sugar |
JP2012282814A Pending JP2013056946A (en) | 2001-12-31 | 2012-12-26 | Sugar recovery method |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012282814A Pending JP2013056946A (en) | 2001-12-31 | 2012-12-26 | Sugar recovery method |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP1468121B1 (en) |
JP (2) | JP5212761B2 (en) |
KR (1) | KR100943835B1 (en) |
CN (1) | CN100390301C (en) |
AT (1) | ATE532881T1 (en) |
AU (1) | AU2002352310A1 (en) |
CA (1) | CA2472246C (en) |
FI (1) | FI114553B (en) |
WO (1) | WO2003056038A1 (en) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20050033045A1 (en) | 2003-06-27 | 2005-02-10 | Danisco Sweeteners Oy | Separation method |
US20050096464A1 (en) | 2003-10-30 | 2005-05-05 | Heikki Heikkila | Separation process |
JP4488750B2 (en) * | 2004-01-21 | 2010-06-23 | ユニチカ株式会社 | L-arabinose-containing syrup |
FR2876693B1 (en) * | 2004-10-15 | 2007-01-26 | Roquette Freres | PROCESS FOR PREPARING L-IDITOL |
DE102007034621A1 (en) | 2007-07-25 | 2009-01-29 | Lanxess Deutschland Gmbh | Polyolreinigung |
US9068206B1 (en) * | 2009-03-03 | 2015-06-30 | Poet Research, Inc. | System for treatment of biomass to facilitate the production of ethanol |
CN103201395B (en) | 2010-06-26 | 2016-03-02 | 威尔迪亚有限公司 | Sugar mixture and production thereof and using method |
IL206678A0 (en) * | 2010-06-28 | 2010-12-30 | Hcl Cleantech Ltd | A method for the production of fermentable sugars |
IL207945A0 (en) | 2010-09-02 | 2010-12-30 | Robert Jansen | Method for the production of carbohydrates |
GB2505148B8 (en) | 2011-04-07 | 2016-12-07 | Virdia Ltd | Lignocellulose conversion processes and products |
US9493850B2 (en) * | 2012-01-31 | 2016-11-15 | Syral Belgium Nv | Process for extraction of pentose from ligno-cellulosic substrate |
BR112014027476B1 (en) | 2012-05-03 | 2019-12-10 | Virdia Ltd | Processing methods of lingnocellulosic materials |
NZ743055A (en) * | 2013-03-08 | 2020-03-27 | Xyleco Inc | Equipment protecting enclosures |
KR20160048847A (en) * | 2013-09-05 | 2016-05-04 | 다우 글로벌 테크놀로지스 엘엘씨 | Chromatographic separation of sugars using blend of cation exchange resins |
WO2016112134A1 (en) | 2015-01-07 | 2016-07-14 | Virdia, Inc. | Methods for extracting and converting hemicellulose sugars |
WO2016191503A1 (en) | 2015-05-27 | 2016-12-01 | Virdia, Inc. | Integrated methods for treating lignocellulosic material |
JP6566035B2 (en) * | 2015-08-24 | 2019-08-28 | 株式会社島津製作所 | Preparative purification equipment |
EP3385271A1 (en) | 2017-04-04 | 2018-10-10 | Borregaard AS | Industrial-scale d-mannose extraction from d-mannose bisulfite adducts |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3677818A (en) * | 1970-04-02 | 1972-07-18 | Itt | Processes for preparing mannose and mannose derivatives |
CA1151644A (en) * | 1976-05-27 | 1983-08-09 | Richard W. Neuzil | Process for separating ketose-aldose mixtures by selective adsorption |
GB1540556A (en) * | 1977-01-11 | 1979-02-14 | Ici America Inc | Separation of mannose from glucose |
JPS5668696A (en) * | 1979-11-09 | 1981-06-09 | Towa Kasei Kogyo Kk | Preparation of d-mannose |
JPS5956162A (en) * | 1982-09-24 | 1984-03-31 | Hitachi Chem Co Ltd | Filler for column and its production |
US4471114A (en) * | 1982-12-30 | 1984-09-11 | Union Carbide Corporation | Separation of mannose by selective adsorption on zeolitic molecular sieves |
JPS6186654A (en) * | 1984-10-04 | 1986-05-02 | Hitachi Chem Co Ltd | Column filling agent for liquid chromatography |
JPS6185397A (en) * | 1984-10-04 | 1986-04-30 | Hitachi Chem Co Ltd | Separation of saccharides |
US4631129A (en) * | 1985-10-04 | 1986-12-23 | Suomen Sokeri Oy | Production of pure sugars and lignosulfonates from sulfite spent liquor |
JP2740780B2 (en) * | 1987-09-21 | 1998-04-15 | オルガノ株式会社 | Simulated moving bed equipment |
JPH0783720B2 (en) * | 1988-08-26 | 1995-09-13 | 株式会社ヤトロン | Method for inhibiting glycolysis and method for producing glycolytic inhibitor |
US5084104A (en) * | 1989-12-05 | 1992-01-28 | Cultor, Ltd. | Method for recovering xylose |
JP2979442B2 (en) * | 1991-06-18 | 1999-11-15 | 東和化成工業株式会社 | Method for producing mannit and mannose |
JPH06237782A (en) * | 1993-02-13 | 1994-08-30 | Amano Pharmaceut Co Ltd | Method for separating and obtaining mannose |
DE4341780A1 (en) * | 1993-12-08 | 1995-06-14 | Suedzucker Ag | Hydrogenated fructooligosaccharides |
RU2065499C1 (en) * | 1994-06-29 | 1996-08-20 | Институт биохимии им.А.Н.Баха РАН | Method of d-mannose preparing from honey locust genus plant seeds |
FI952065A0 (en) * | 1995-03-01 | 1995-04-28 | Xyrofin Oy | Foilfarande Foer tillvaratagande av en kristalliserbar organisk foerening |
JP3991434B2 (en) * | 1998-03-23 | 2007-10-17 | オルガノ株式会社 | Chromatographic separation method |
JP3478325B2 (en) * | 1997-12-25 | 2003-12-15 | オルガノ株式会社 | Chromatographic separation method |
JP2000139490A (en) * | 1998-11-05 | 2000-05-23 | Unitika Ltd | Production of mannose and mannooligosaccharide |
JP3553866B2 (en) * | 1999-09-14 | 2004-08-11 | 味の素ゼネラルフーヅ株式会社 | Composition based on mannooligosaccharides |
-
2001
- 2001-12-31 FI FI20012605A patent/FI114553B/en not_active IP Right Cessation
-
2002
- 2002-12-30 WO PCT/FI2002/001059 patent/WO2003056038A1/en active Application Filing
- 2002-12-30 AU AU2002352310A patent/AU2002352310A1/en not_active Abandoned
- 2002-12-30 CA CA2472246A patent/CA2472246C/en not_active Expired - Lifetime
- 2002-12-30 KR KR1020047010359A patent/KR100943835B1/en active IP Right Grant
- 2002-12-30 JP JP2003556555A patent/JP5212761B2/en not_active Expired - Fee Related
- 2002-12-30 EP EP02788021A patent/EP1468121B1/en not_active Expired - Lifetime
- 2002-12-30 AT AT02788021T patent/ATE532881T1/en active
- 2002-12-30 CN CNB028276558A patent/CN100390301C/en not_active Expired - Fee Related
-
2012
- 2012-12-26 JP JP2012282814A patent/JP2013056946A/en active Pending
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