AU2009228003B2 - (Arabino)xylan oligosaccharide preparation - Google Patents
(Arabino)xylan oligosaccharide preparation Download PDFInfo
- Publication number
- AU2009228003B2 AU2009228003B2 AU2009228003A AU2009228003A AU2009228003B2 AU 2009228003 B2 AU2009228003 B2 AU 2009228003B2 AU 2009228003 A AU2009228003 A AU 2009228003A AU 2009228003 A AU2009228003 A AU 2009228003A AU 2009228003 B2 AU2009228003 B2 AU 2009228003B2
- Authority
- AU
- Australia
- Prior art keywords
- xylan
- arabino
- preparation
- oligosaccharide
- oligosaccharides
- 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.)
- Ceased
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 224
- 229920001542 oligosaccharide Polymers 0.000 title claims abstract description 189
- 229920001221 xylan Polymers 0.000 title claims abstract description 35
- -1 xylan oligosaccharide Chemical class 0.000 title claims abstract description 34
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 52
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims abstract description 50
- 235000013305 food Nutrition 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 42
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims abstract description 40
- 125000000089 arabinosyl group Chemical group C1([C@@H](O)[C@H](O)[C@H](O)CO1)* 0.000 claims abstract description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 26
- 235000013361 beverage Nutrition 0.000 claims abstract description 18
- 238000010438 heat treatment Methods 0.000 claims abstract description 15
- 238000006467 substitution reaction Methods 0.000 claims abstract description 15
- 229920000617 arabinoxylan Polymers 0.000 claims description 55
- 235000001785 ferulic acid Nutrition 0.000 claims description 53
- KSEBMYQBYZTDHS-HWKANZROSA-N ferulic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-N 0.000 claims description 51
- KSEBMYQBYZTDHS-HWKANZROSA-M (E)-Ferulic acid Natural products COC1=CC(\C=C\C([O-])=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-M 0.000 claims description 50
- KSEBMYQBYZTDHS-UHFFFAOYSA-N ferulic acid Natural products COC1=CC(C=CC(O)=O)=CC=C1O KSEBMYQBYZTDHS-UHFFFAOYSA-N 0.000 claims description 50
- 229940114124 ferulic acid Drugs 0.000 claims description 50
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 claims description 50
- 150000002482 oligosaccharides Chemical class 0.000 claims description 43
- UGXQOOQUZRUVSS-ZZXKWVIFSA-N [5-[3,5-dihydroxy-2-(1,3,4-trihydroxy-5-oxopentan-2-yl)oxyoxan-4-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl (e)-3-(4-hydroxyphenyl)prop-2-enoate Chemical compound OC1C(OC(CO)C(O)C(O)C=O)OCC(O)C1OC1C(O)C(O)C(COC(=O)\C=C\C=2C=CC(O)=CC=2)O1 UGXQOOQUZRUVSS-ZZXKWVIFSA-N 0.000 claims description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 37
- 239000000463 material Substances 0.000 claims description 35
- 150000004823 xylans Chemical class 0.000 claims description 33
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- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 9
- HEBKCHPVOIAQTA-NGQZWQHPSA-N d-xylitol Chemical compound OC[C@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-NGQZWQHPSA-N 0.000 claims description 8
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- DEDGUGJNLNLJSR-UHFFFAOYSA-N hydroxycinnamic acid group Chemical class OC(C(=O)O)=CC1=CC=CC=C1 DEDGUGJNLNLJSR-UHFFFAOYSA-N 0.000 abstract description 12
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- 239000000243 solution Substances 0.000 description 26
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- 235000021391 short chain fatty acids Nutrition 0.000 description 24
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 22
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- 150000004666 short chain fatty acids Chemical class 0.000 description 21
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 18
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- 238000004458 analytical method Methods 0.000 description 14
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 230000002829 reductive effect Effects 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 229920001202 Inulin Polymers 0.000 description 11
- 229910021529 ammonia Inorganic materials 0.000 description 11
- 239000002585 base Substances 0.000 description 11
- FTSSQIKWUOOEGC-RULYVFMPSA-N fructooligosaccharide Chemical compound OC[C@H]1O[C@@](CO)(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%12O)O[C@H](CO)[C@@H](O)[C@@H]%11O)O[C@H](CO)[C@@H](O)[C@@H]%10O)O[C@H](CO)[C@@H](O)[C@@H]9O)O[C@H](CO)[C@@H](O)[C@@H]8O)O[C@H](CO)[C@@H](O)[C@@H]7O)O[C@H](CO)[C@@H](O)[C@@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O FTSSQIKWUOOEGC-RULYVFMPSA-N 0.000 description 11
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- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
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- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/18—Carbohydrates
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- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/18—Carbohydrates
- A21D2/183—Natural gums
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/163—Sugars; Polysaccharides
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/40—Feeding-stuffs specially adapted for particular animals for carnivorous animals, e.g. cats or dogs
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
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- Food Science & Technology (AREA)
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- Mycology (AREA)
- Birds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (3)
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| GBGB0805360.5A GB0805360D0 (en) | 2008-03-25 | 2008-03-25 | Arabinoxylan oligosaccharide preparation |
| GB0805360.5 | 2008-03-25 | ||
| PCT/BE2009/000020 WO2009117790A2 (en) | 2008-03-25 | 2009-03-25 | (arabino)xylan oligosaccharide preparation |
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| AU2009228003A1 AU2009228003A1 (en) | 2009-10-01 |
| AU2009228003B2 true AU2009228003B2 (en) | 2013-11-21 |
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| AU2009228003A Ceased AU2009228003B2 (en) | 2008-03-25 | 2009-03-25 | (Arabino)xylan oligosaccharide preparation |
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| CN100401909C (zh) | 2001-08-20 | 2008-07-16 | 鲁汶天主教大学研究开发部 | 包含低分子量阿糖基木聚糖的饲料添加剂，其制造方法和应用 |
| GB0718974D0 (en) | 2007-09-28 | 2007-11-07 | Univ Leuven Kath | oligosaccharides derived from arabinoxylan for prevention of gastrointestinal infection |
| GB0805360D0 (en) | 2008-03-25 | 2008-04-30 | Univ Leuven Kath | Arabinoxylan oligosaccharide preparation |
| EP2282648A4 (en) | 2008-06-09 | 2011-09-21 | Temple Inland | PREBIOTIC COMPOSITIONS AND MANUFACTURING AND USE METHOD THEREFOR |
| CA2733551C (en) * | 2008-08-18 | 2016-06-07 | Bioactor Bvba | Arabinoxylans for modulating the barrier function of the intestinal surface |
| FI122129B (fi) * | 2009-02-06 | 2011-09-15 | Upm Kymmene Corp | Eläinrehu |
| WO2011031531A2 (en) | 2009-08-27 | 2011-03-17 | Temple-Inland | Methods of making and using a ruminant gas reduction composition |
| WO2011072051A2 (en) | 2009-12-08 | 2011-06-16 | Temple-Inland | Nutritional composition and methods of making and using same |
| FR2959515A1 (fr) | 2010-05-03 | 2011-11-04 | Puratos | Compositions riches en oligosaccharides d'arabinoxylane |
| FR2961402B1 (fr) * | 2010-06-17 | 2014-01-31 | Soliance | Compositions contenant des arabinoxylo-oligosaccharides et leurs utilisations |
| JP5732274B2 (ja) * | 2011-02-15 | 2015-06-10 | 学校法人金沢工業大学 | 糟糠類を用いて得られる生成物およびその製造方法 |
| GB201110471D0 (en) * | 2011-06-21 | 2011-08-03 | Univ Manchester Metropolitan | Method and apparatus for the production of an arabinoxylan-enriched preparation and other co-products |
| DK2756078T3 (da) * | 2011-09-14 | 2017-11-27 | Dupont Nutrition Biosci Aps | Sammensætninger, der omfatter enzymer med endo-1, 4-beta- xylanaseaktivitet og enzymer med endo-1,3(4)-betaglucanaseaktivitet |
| CN102613455A (zh) * | 2012-03-05 | 2012-08-01 | 苏州先阔生物科技有限公司 | 具有胆固醇酯酶活性抑制作用的低聚木糖组合物及其应用 |
| CN102630753A (zh) * | 2012-03-05 | 2012-08-15 | 苏州先阔生物科技有限公司 | 具有降糖降脂作用的豆奶 |
| CN102613456B (zh) * | 2012-03-05 | 2014-07-23 | 陈功 | 具有脂肪酶活性抑制作用低聚木糖组合物及其应用 |
| GB2506125A (en) * | 2012-09-20 | 2014-03-26 | Cargill Inc | Method for extraction and isolation of arabinoxylan products from debranned cereal |
| CN104902910A (zh) | 2012-11-29 | 2015-09-09 | 雀巢产品技术援助有限公司 | 合生元组合物及其用途 |
| MX2015006313A (es) * | 2012-11-29 | 2015-09-07 | Nestec Sa | Composicion simbiotica y el uso de la misma. |
| MX370090B (es) | 2013-02-01 | 2019-10-25 | Centro De Investig En Alimentacion Y Desarrollo A C | Un método y un sistema para el tratamiento integral de aguas residuales de una industria del maíz. |
| EP2769628A1 (en) * | 2013-02-25 | 2014-08-27 | Cargill, Incorporated | Carbohydrate compositions |
| EP2769629A1 (en) * | 2013-02-25 | 2014-08-27 | Cargill, Incorporated | Process for preparing composition |
| EP2769625A1 (en) * | 2013-02-25 | 2014-08-27 | Cargill, Incorporated | Confectionery compositions |
| MY195765A (en) | 2013-10-25 | 2023-02-10 | Nch Corp | Delivery System and Probiotic Composition for Animals and Plants |
| WO2015107413A1 (en) | 2014-01-16 | 2015-07-23 | Arvind Mallinath Lali | Process for fractionation of oligosaccharides from agri-waste |
| US10246673B2 (en) * | 2014-03-21 | 2019-04-02 | Michael Paetzold | Use of lignified stalks or of at least one extract of lignified stalks in a cosmetic composition, a food supplement, a nutritional product, a food or a beverage |
| PE20170238A1 (es) | 2014-05-23 | 2017-04-05 | Nch Corp | Metodo para la mejora de la calidad del agua de estanques para acuicultura |
| US10766799B2 (en) | 2014-05-23 | 2020-09-08 | Nch Corporation | Method for improving quality of aquaculture pond water using a nutrient germinant composition and spore incubation method |
| RU2583084C2 (ru) * | 2014-09-04 | 2016-05-10 | Общество с ограниченной ответственностью "Биотехнологии производства кормов" | Биологически активная кормовая добавка |
| US20170369517A1 (en) * | 2014-12-12 | 2017-12-28 | Alliance For Sustainable Energy, Llc. | Compositions, methods and systems for derivation of useful products from agricultural by-products |
| MY185762A (en) | 2015-04-10 | 2021-06-04 | Comet Biorefining Inc | Methods and compositions for the treatment of cellulosic biomass and products produced thereby |
| BR112017022878A2 (pt) * | 2015-04-30 | 2018-07-17 | Pure Fiber Limited | composição, preparação simbiótica, processo para produzir uma composição, e, uso de uma arabinoxilanase |
| US11406120B2 (en) | 2015-09-11 | 2022-08-09 | Carbiotix Ab | Low molecular weight arabinoxylans with branched oligosaccharides |
| CN108956792B (zh) * | 2017-05-29 | 2020-06-16 | 青岛大学附属医院 | 血清游离甘露糖和葡萄糖的高效液相色谱检测 |
| RU2649182C1 (ru) * | 2017-07-10 | 2018-03-30 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Дальневосточный государственный медицинский университет" Министерства здравоохранения Российской Федерации (ФГБОУ ВО ДВГМУ Минздрава России) | Применение муки оболочек семян подорожника Plantago psyllium L. в варёных колбасных изделиях |
| RU2653727C1 (ru) * | 2017-07-26 | 2018-05-14 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Дальневосточный государственный медицинский университет" Министерства здравоохранения Российской Федерации (ФГБОУ ВО ДВГМУ Минздрава России) | Оптимальный состав колбасы варёной, обогащённой мукой из оболочек семян подорожника блошного Plantago psyllium L. |
| RU2649984C1 (ru) * | 2017-07-31 | 2018-04-06 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Дальневосточный государственный медицинский университет" Министерства здравоохранения Российской Федерации (ФГБОУ ВО ДВГМУ Минздрава России) | Способ производства колбас варёных, обогащённых мукой из оболочек семян подорожника блошного Plantago psyllium L. |
| EP3530743A1 (en) | 2018-02-21 | 2019-08-28 | Cambridge Glycoscience Ltd | Method of production |
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-
2008
- 2008-03-25 GB GBGB0805360.5A patent/GB0805360D0/en not_active Ceased
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2009
- 2009-03-25 BR BRPI0910112A patent/BRPI0910112A8/pt not_active Application Discontinuation
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- 2009-03-25 JP JP2011501065A patent/JP5646450B2/ja not_active Expired - Fee Related
- 2009-03-25 PL PL09725460T patent/PL2265127T3/pl unknown
- 2009-03-25 AU AU2009228003A patent/AU2009228003B2/en not_active Ceased
- 2009-03-25 RU RU2010143370/13A patent/RU2495572C2/ru active
- 2009-03-25 CA CA2719481A patent/CA2719481A1/en not_active Abandoned
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- 2009-03-25 DK DK09725460.1T patent/DK2265127T3/da active
- 2009-03-25 EP EP09725460.1A patent/EP2265127B8/en active Active
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| Publication number | Publication date |
|---|---|
| CN102014641A (zh) | 2011-04-13 |
| WO2009117790A2 (en) | 2009-10-01 |
| PL2265127T3 (pl) | 2014-05-30 |
| CN102014641B (zh) | 2012-09-26 |
| JP2011515419A (ja) | 2011-05-19 |
| BRPI0910112A8 (pt) | 2016-03-15 |
| WO2009117790A3 (en) | 2009-11-26 |
| MX2010010450A (es) | 2010-12-20 |
| JP5646450B2 (ja) | 2014-12-24 |
| EP2265127A2 (en) | 2010-12-29 |
| BRPI0910112A2 (pt) | 2015-09-01 |
| EP2265127B8 (en) | 2013-12-04 |
| DK2265127T3 (da) | 2014-01-13 |
| CA2719481A1 (en) | 2009-10-01 |
| US20110020498A1 (en) | 2011-01-27 |
| EP2265127B1 (en) | 2013-10-02 |
| RU2010143370A (ru) | 2012-04-27 |
| US8927038B2 (en) | 2015-01-06 |
| GB0805360D0 (en) | 2008-04-30 |
| SI2265127T1 (sl) | 2014-04-30 |
| AU2009228003A1 (en) | 2009-10-01 |
| RU2495572C2 (ru) | 2013-10-20 |
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