EP2016103A1 - Method for preparing xylooligosaccharides - Google Patents
Method for preparing xylooligosaccharidesInfo
- Publication number
- EP2016103A1 EP2016103A1 EP07718435A EP07718435A EP2016103A1 EP 2016103 A1 EP2016103 A1 EP 2016103A1 EP 07718435 A EP07718435 A EP 07718435A EP 07718435 A EP07718435 A EP 07718435A EP 2016103 A1 EP2016103 A1 EP 2016103A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- xylans
- membrane separation
- retentate
- separation process
- xylooligosaccharides
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims abstract description 23
- 150000004823 xylans Chemical class 0.000 claims abstract description 36
- 229920001221 xylan Polymers 0.000 claims abstract description 35
- 239000012465 retentate Substances 0.000 claims abstract description 14
- 239000012528 membrane Substances 0.000 claims abstract description 13
- 238000000926 separation method Methods 0.000 claims abstract description 13
- 238000001728 nano-filtration Methods 0.000 claims abstract description 10
- 238000000605 extraction Methods 0.000 claims abstract description 8
- 238000000746 purification Methods 0.000 claims abstract description 4
- 238000000108 ultra-filtration Methods 0.000 claims abstract description 3
- 238000001556 precipitation Methods 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 229920001542 oligosaccharide Polymers 0.000 claims description 4
- 230000007071 enzymatic hydrolysis Effects 0.000 claims description 3
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000010411 cooking Methods 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 150000002482 oligosaccharides Chemical class 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 abstract description 8
- 239000001913 cellulose Substances 0.000 abstract description 8
- 230000029087 digestion Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 14
- 229920002488 Hemicellulose Polymers 0.000 description 4
- 238000009826 distribution Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012466 permeate Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- LGQKSQQRKHFMLI-SJYYZXOBSA-N (2s,3r,4s,5r)-2-[(3r,4r,5r,6r)-4,5,6-trihydroxyoxan-3-yl]oxyoxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)CO[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)OC1 LGQKSQQRKHFMLI-SJYYZXOBSA-N 0.000 description 1
- LGQKSQQRKHFMLI-UHFFFAOYSA-N 4-O-beta-D-xylopyranosyl-beta-D-xylopyranose Natural products OC1C(O)C(O)COC1OC1C(O)C(O)C(O)OC1 LGQKSQQRKHFMLI-UHFFFAOYSA-N 0.000 description 1
- SQNRKWHRVIAKLP-UHFFFAOYSA-N D-xylobiose Natural products O=CC(O)C(O)C(CO)OC1OCC(O)C(O)C1O SQNRKWHRVIAKLP-UHFFFAOYSA-N 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 235000013406 prebiotics Nutrition 0.000 description 1
- 239000003265 pulping liquor Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0057—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
Definitions
- the present invention relates to a method for producing xylooligosaccharides.
- WO 2005/118923 describes the purification of the press liquor of a cold extraction process (CCE process) by means of a membrane separation process.
- CCE process cold extraction process
- the resulting retentate contains the entire amount of beta-cellulose present in the press liquor and more than half of the gamma-cellulose.
- the beta-cellulose solution consists of almost pure xylan.
- hemicelluloses e.g. Xylans
- the hemicelluloses thus obtained are mostly used or resold as such.
- the present invention relates to a method for obtaining xylooligosaccharides, i. xylan chains degraded to a low degree of polymerization of typically 2-10.
- the method according to the invention for the preparation of xylooligosaccharides comprises the steps
- CCE Cold-alkali extraction
- the process according to the invention thus uses the xylans obtained from the caustic liquor of a CCE process in order to prepare xylooligosaccharides therefrom.
- Xylooligosaccharides have various uses, for example as a prebiotic active food additive.
- To produce the xylo-oligosaccharides from the xylans obtained it is possible to carry out preferably a process selected from the group consisting of hydrothermolysis and enzymatic hydrolysis.
- the membrane separation process for concentrating the xylans in the caustic liquor of the CCE process can be carried out in two stages, wherein a dilution of the first-stage retentate with water is carried out between the two separation stages.
- a nanofiltration of the diluted retentate or a dialysis of the retentate of the first stage can be performed. In both cases, this step increases NaOH recovery while concentrating the hemicellulose phase.
- US 2005/0203291 describes a process for obtaining xylans from a xylan-rich phase.
- the xylans are obtained from the retentate of the membrane separation process by means of a reverse precipitation.
- FIG. 1 shows the molecular weight distribution of a xylan isolated from a CCE filtrate by reverse precipitation in mineral acid. example
- the NF system was operated at a temperature of 40 ° C, a pressure of 25 bar and a specific flow rate of 5 l / m 2 .h.
- the beta-cellulose (xylan) concentration in the feed was about 15 g / l, the NaOH concentration 90 g / l. In equilibrium, the flow rates and thus the liquor loads in the permeate to retentate behaved as 0.82: 0.18.
- the total amount of beta-cellulose in the retentate was about 85 g / l.
- the retentate was diluted with water in a ratio of 1: 1.5 and fed again to the NF.
- the NF conditions of the second stage were comparable to those of the first stage, only the permeate dropped to about 70% of the feed amount.
- the beta-cellulose in the retentate of the second NF stage was now present at a concentration of about 115 g / l and a NaOH concentration of about 32 g / l (hemilauge).
- This substrate was used to isolate the beta-cellulose (xylan) by reverse precipitation with mineral acid.
- a sulfuric acid diluted 1: 3 with water were mixed with 1 part of hemi-lye, in the end a pH of between 4 and 5 being established.
- XOS Xylo-Oligosaccharides
- the solution was then neutralized to pH 6.5-7.0 with 0.3 N NaOH.
- the water-soluble products were centrifuged off at 4000 rpm for 60 min.
- the isolated amount of XOS was 189.7 g of freeze-dried powder, corresponding to a yield of 59.6% based on the xylan used.
- the hydrothermally produced XOS mixture shows a relatively uniform composition over the investigated DP range (see Table 1 below).
- the reaction was carried out in a 7L fermentor with 6 L charge, the xylan concentration was 20 g / L (120 g xylan).
- the preparation was likewise carried out with the enzyme pentopane mono BG, but with an increased concentration of 1 g / L (50 mg / g xylan).
- the fermentation was carried out at 40 ° C. for 96 hours.
- the work-up was carried out as described above.
- the XOS yield was 78% based on the amount of xylan used (93.66 g XOS).
- the product consists mainly of xylobiose (Table 1). Table 1: Relative mass fractions of the individual, neutral XOS
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
Verfahren zur Herstellung von XylooligosaccharidenProcess for the preparation of xylooligosaccharides
Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung von Xylooligosacchariden.The present invention relates to a method for producing xylooligosaccharides.
Es ist bekannt, dass bei der Erzeugung von Zellstoffen anfallende Stoffströme einen mitunter beträchtlichen Anteil an Hemicellulosen enthalten.It is known that material streams produced during the production of pulps contain a sometimes considerable proportion of hemicelluloses.
Aus der WO 2005/118923 ist beispielsweise die Reinigung der Presslauge eines Kaltextraktionsverfahres (CCE- Verfahren) mittels eines Membrantrennverfahrens beschrieben. Das dabei anfallende Retentat enthält die gesamte Menge der in der Presslauge befindlichen Beta-Cellulose und mehr als die Hälfte der Gamma-Cellulose. Im Fall von Laubholzzellstoffen besteht die Beta-Celluloselösung aus fast reinem Xylan.For example, WO 2005/118923 describes the purification of the press liquor of a cold extraction process (CCE process) by means of a membrane separation process. The resulting retentate contains the entire amount of beta-cellulose present in the press liquor and more than half of the gamma-cellulose. In the case of hardwood pulps, the beta-cellulose solution consists of almost pure xylan.
Es ist an sich bekannt, Hemicellulosen, z.B. Xylane, aus Stoffströmen des Zellstoffherstellungsverfahrens zu gewinnen. Die so gewonnenen Hemicellulosen werden zumeist als solche verwendet bzw. weiterverkauft.It is known per se to use hemicelluloses, e.g. Xylans, to recover from streams of pulp production process. The hemicelluloses thus obtained are mostly used or resold as such.
Demgegenüber betrifft die vorliegende Erfindung ein Verfahren zur Gewinnung von Xylooligosacchariden, d.h. auf einen niedrigen Polymerisationsgrad von typischerweise 2-10 abgebaute Xylanketten.In contrast, the present invention relates to a method for obtaining xylooligosaccharides, i. xylan chains degraded to a low degree of polymerization of typically 2-10.
Das erfindungsgemäße Verfahren zur Herstellung von Xylooligosacchariden umfasst die SchritteThe method according to the invention for the preparation of xylooligosaccharides comprises the steps
Kalt- Alkali-Extraktion (CCE) eines durch ein Kochverfahren gewonnnen Zellstoffes Reinigen zumindest eines Teiles der in der Kalt- Alkali-Extraktionsstufe entstehenden Presslauge mittels eines Membrantrennverfahrens, vorzugsweise einer Nano- oder einer UltrafiltrationCold-alkali extraction (CCE) of a pulp obtained by a cooking process Purification of at least part of the pulping liquor produced in the cold-alkali extraction stage by means of a membrane separation process, preferably a nano- or ultrafiltration
Gewinnen der Xylane aus zumindest einem Teil des Retentates des MembrantrennverfahrensRecovering the xylans from at least a portion of the membrane separation process retentate
Weiterverarbeitung von zumindest einem Teil der gewonnenen Xylane zu XylooligosaccharidenFurther processing of at least part of the xylans obtained into xylooligosaccharides
Das erfindungsgemäße Verfahren benutzt somit die aus der Presslauge eines CCE- Verfahrens gewonnen Xylane, um daraus Xylooligosaccharide herzustellen. Xylooligosaccharide haben verschiedene Anwendungsmöglichkeiten, z.B als präbiotisch wirksames Nahrungsmitteladditiv. Zur Herstellung der Xylo-Oligosaccharide aus den gewonnenen Xylanen kann bevorzugt ein Verfahren ausgewählt aus der Gruppe bestehend aus Hydrothermolyse und Enzymatischer Hydrolyse durchgeführt werden.The process according to the invention thus uses the xylans obtained from the caustic liquor of a CCE process in order to prepare xylooligosaccharides therefrom. Xylooligosaccharides have various uses, for example as a prebiotic active food additive. To produce the xylo-oligosaccharides from the xylans obtained, it is possible to carry out preferably a process selected from the group consisting of hydrothermolysis and enzymatic hydrolysis.
Das Membrantrennverfahren zur Aufkonzentrierung der Xylane in der Presslauge des CCE- Verfahrens kann zweistufig durchgeführt werden, wobei zwischen den beiden Trennstufen eine Verdünnung des Retentates der ersten Stufe mit Wasser durchgeführt wird.The membrane separation process for concentrating the xylans in the caustic liquor of the CCE process can be carried out in two stages, wherein a dilution of the first-stage retentate with water is carried out between the two separation stages.
Dabei kann in der zweiten Stufe eine Nanofiltration des verdünnten Retentates oder auch eine Dialyse des Retentates der ersten Stufe durchgeführt werden. In beiden Fällen wird durch diesen Schritt die NaOH-Rückgewinnung erhöht, bei gleichzeitiger Konzentrierung der Hemicellulosenphase.In this case, in the second stage, a nanofiltration of the diluted retentate or a dialysis of the retentate of the first stage can be performed. In both cases, this step increases NaOH recovery while concentrating the hemicellulose phase.
In der US 2005/0203291 wird ein Verfahren zur Gewinnung von Xylanen aus einer an Xylanen reichen Phase beschrieben.US 2005/0203291 describes a process for obtaining xylans from a xylan-rich phase.
Im Unterschied zu diesem bekannten Verfahren, werden in einer bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens die Xylane aus dem Retentat des Membrantrennverfahrens mittels einer umgekehrten Fällung gewonnen.In contrast to this known process, in a preferred embodiment of the process according to the invention, the xylans are obtained from the retentate of the membrane separation process by means of a reverse precipitation.
Zur umgekehrten Fällung wird bevorzugt ein Agens aus der Gruppe bestehend aus Mineralsäuren, CO2 und ein- oder mehrwertigen Alkoholen eingesetzt. Der Sedimentationsrückstand kann anschließend durch geeignete Anlagen (z.B. eine Waschpresse) gewaschen und mechanisch entwässert werden.For the reverse precipitation, preference is given to using an agent from the group consisting of mineral acids, CO 2 and monohydric or polyhydric alcohols. The sedimentation residue can then be washed by suitable equipment (eg a wash press) and mechanically dehydrated.
Die vorliegende Erfindung wird nachstehend durch die Figur und das Ausführungsbeispiel näher erläutert.The present invention will be explained in more detail below by the figure and the embodiment.
Figur 1 zeigt die Molmassenverteilung eines aus einem CCE-Filtrat durch umgekehrte Fällung in Mineralsäure isolierten Xylans. BeispielFIG. 1 shows the molecular weight distribution of a xylan isolated from a CCE filtrate by reverse precipitation in mineral acid. example
1. Isolierung von Xylan aus dem CCE-Filtrat1. Isolation of xylan from the CCE filtrate
Mit Hilfe einer Pilot-Nanofiltrationsanlage (NF), ausgestattet mit einer Polyethersulfonmembran, Nadir N30 F, cut-off 300, wurde ein Filtrat einer CCE-Stufe mit Hilfe eines Kerzenfilters (Profile Star ABl A4007J) vorfiltriert, um restliche Fasern und ungelösten Partikel abzufiltrieren.Using a pilot nanofiltration (NF) equipped with a polyethersulfone membrane, Nadir N30 F, cut-off 300, a filtrate of a CCE stage was prefiltered using a candle filter (Profile Star ABl A4007J) to filter out remaining fibers and undissolved particles ,
Die NF-Anlage wurde bei einer Temperatur von 40 °C, einem Druck von 25 bar und einer spezifischen Flussrate von 5 l/m2.h betrieben. Die Beta-Cellulose (Xylan-)konzentration im Feed betrug ca. 15 g/l, die NaOH-Konzentration 90 g/l. Im Gleichgewicht verhielten sich die Mengenströme und damit auch die Laugenfrachten im Permeat- zu Retentat wie 0.82:0.18.The NF system was operated at a temperature of 40 ° C, a pressure of 25 bar and a specific flow rate of 5 l / m 2 .h. The beta-cellulose (xylan) concentration in the feed was about 15 g / l, the NaOH concentration 90 g / l. In equilibrium, the flow rates and thus the liquor loads in the permeate to retentate behaved as 0.82: 0.18.
Aufgrund des niedrigen cut-offs der Membran befand sich die gesamte Beta-Cellulosemenge im Retentat in einer Konzentration von ca. 85 g/l. Das Retentat wurde in einem Verhältnis von 1:1.5 mit Wasser verdünnt und abermals der NF zugeführt.Due to the low cut-off of the membrane, the total amount of beta-cellulose in the retentate was about 85 g / l. The retentate was diluted with water in a ratio of 1: 1.5 and fed again to the NF.
Die NF -Bedingungen der zweiten Stufe waren vergleichbar mit der der ersten Stufe, lediglich die Permeatmenge sank auf ca. 70% der Feedmenge. Im Retentat der zweiten NF- Stufe lag nun die Beta-Cellulose in einer Konzentration von ca. 115 g/l und einer NaOH- Konzentration von ca. 32 g/l vor (Hemilauge).The NF conditions of the second stage were comparable to those of the first stage, only the permeate dropped to about 70% of the feed amount. The beta-cellulose in the retentate of the second NF stage was now present at a concentration of about 115 g / l and a NaOH concentration of about 32 g / l (hemilauge).
Dieses Substrat diente zur Isolierung der Beta-Cellulose (Xylan) durch umgekehrte Fällung mit Mineralsäure. Dazu wurden ca. 0.1 Teile einer 1:3 mit Wasser verdünnten Schwefelsäure mit 1 Teil Hemilauge versetzt, wobei sich am Ende ein pH zwischen 4 und 5 einstellt.This substrate was used to isolate the beta-cellulose (xylan) by reverse precipitation with mineral acid. For this purpose, about 0.1 parts of a sulfuric acid diluted 1: 3 with water were mixed with 1 part of hemi-lye, in the end a pH of between 4 and 5 being established.
Nach ca. 6-8 h bildet sich ein schmutzig-weißer Niederschlag in einer Konsistenz von ca. 10- 15 Gew%. Dieser Niederschlag wurde dann zentrifugiert, gewaschen und getrocknet. In diesem Feststoff wurde ein Xylangehalt von 74 Gew% nachgewiesen. Bezogen auf den gesamten Kohlenhydratgehalt betrug der Xylangehalt 97.5%. Die mittels GPC ermittelte Molmassenverteilung dieses Xylanpulvers zeigt eine massengemittelte Molmasse von 24.4 kg/mol und eine zahlengemittelte Molmasse von 10.6 kg/mol (siehe Figur 11).After about 6-8 h, a dirty-white precipitate forms in a consistency of about 10-15% by weight. This precipitate was then centrifuged, washed and dried. In this solid, a xylan content of 74% by weight was detected. Based on the total carbohydrate content, the xylan content was 97.5%. The molecular weight distribution of this xylan powder determined by GPC shows a weight average molecular weight of 24.4 kg / mol and a number average molecular weight of 10.6 kg / mol (see FIG. 11).
2. Weiterverarbeitung des Xylanpulvers zu Xylo-Oligosacchariden (XOS) XOS wurde auf zwei Arten aus dem Xylan hergestellt, (A) hydrothermolytisch, (B) enzymatisch:2. Further Processing of Xylan Powder to Xylo-Oligosaccharides (XOS) XOS was prepared from xylan in two ways, (A) hydrothermolytically, (B) enzymatically:
(A) Hydrothermolytische XOS-Herstellung:(A) Hydrothermolytic XOS Preparation:
318 g trockenes Xylan wurden in 9.08 L Wasser verdünnt (Xylankonzentration 35 g/L) und in einem 11 L-Druckreaktor bei 120°C 5 h lang unter ständiger Umwälzung behandelt. Die Umwälzrate betrug 75 L/h. Der pH Wert des Hydrolysates betrug nach Abschluss der Reaktion 3.13.318 g of dry xylan were diluted in 9.08 L of water (xylan 35 g / L) and treated in an 11 L pressure reactor at 120 ° C for 5 hours with continuous circulation. The circulation rate was 75 L / h. The pH of the hydrolyzate was 3.13 at the end of the reaction.
Die Lösung wurde anschließend mit 0.3 N NaOH auf pH 6.5-7.0 neutralisiert. Die wasserlöslichen Produkte wurden bei 4000 U/min für 60 min abzentrifugiert. Die isolierte Menge an XOS betrug 189.7 g gefriergetrocknetes Pulver, entsprechend einer Ausbeute von 59.6% bezogen auf das eingesetzte Xylan. Die hydrothermolytisch hergestellte XOS- Mischung zeigt eine relativ gleichmäßige Zusammensetzung über den untersuchten DP- Bereich (siehe unten Tabelle 1).The solution was then neutralized to pH 6.5-7.0 with 0.3 N NaOH. The water-soluble products were centrifuged off at 4000 rpm for 60 min. The isolated amount of XOS was 189.7 g of freeze-dried powder, corresponding to a yield of 59.6% based on the xylan used. The hydrothermally produced XOS mixture shows a relatively uniform composition over the investigated DP range (see Table 1 below).
(B) Enzymatische Hydrolyse:(B) Enzymatic hydrolysis:
XOS2-IoXOS 2- Io
90 g feuchtes Xylan (entspricht 40 g trockenem Xylan) wurden in 900 mL Wasser suspendiert (44.4 g/L) und 50 mg Pentopan Mono BG (1.25 mg/g Xylan) zudosiert. Die Mischung wurde im Fermenter bei 50°C für 2 h gerührt. Danach wurde das Enzym durch 10-minütiges Erhitzen auf 99 0C deaktiviert. Die verbliebenen unlöslichen Anteile wurden abzentrifugiert, die wässrige Lösung gefriergetrocknet. Die XOS-Ausbeute bezogen auf das eingesetzte Xylan betrug 75%.90 g of moist xylan (equivalent to 40 g of dry xylan) were suspended in 900 mL of water (44.4 g / L) and 50 mg of pentopane Mono BG (1.25 mg / g of xylan) were added. The mixture was stirred in the fermenter at 50 ° C for 2 h. Thereafter, the enzyme was deactivated by heating for 10 minutes at 99 0 C. The remaining insoluble fractions were centrifuged off, the aqueous solution was freeze-dried. The XOS yield based on the xylan used was 75%.
XOS2 XOS 2
Die Reaktion wurde in einem 7L-Fermentor mit 6 L Füllung durchgeführt, die Xylan- Konzentration betrug 20 g/L (120 g Xylan). Die Herstellung erfolgte gleichfalls mit dem Enzym Pentopan Mono BG, aber mit erhöhter Konzentration von 1 g/L (50 mg/g Xylan). Die Fermentation wurde bei 40 0C für 96 h durchgeführt. Die Aufarbeitung erfolgte wie oben beschrieben. Die XOS-Ausbeute betrug 78% bezogen auf die eingesetzte Xylanmenge (93.66 g XOS). Das Produkt besteht überwiegend aus Xylobiose (Tabelle 1). Tabelle 1 : Relative Massenanteile der einzelnen, neutralen XOSThe reaction was carried out in a 7L fermentor with 6 L charge, the xylan concentration was 20 g / L (120 g xylan). The preparation was likewise carried out with the enzyme pentopane mono BG, but with an increased concentration of 1 g / L (50 mg / g xylan). The fermentation was carried out at 40 ° C. for 96 hours. The work-up was carried out as described above. The XOS yield was 78% based on the amount of xylan used (93.66 g XOS). The product consists mainly of xylobiose (Table 1). Table 1: Relative mass fractions of the individual, neutral XOS
Produkt- Hydro- Enzymatisch Verteilung thermal XOS2-10 XOS2 Product Hydro- Enzymatic Distribution Thermal XOS 2-10 XOS 2
Gew%wt%
X1 11 ,2 0,1 4,7X1 11, 2 0,1 4,7
X2 9,7 13,0 83,1X2 9.7 13.0 83.1
X3 10,6 21 ,0 12,2X3 10.6 21, 0 12.2
X4 12,2 16,0X4 12.2 16.0
X5 12,5 11 ,0X5 12.5 11, 0
X6 12,0 7,9X6 12.0 7.9
X7 12,6 7,2X7 12.6 7.2
X8 10,3 7,2X8 10.3 7.2
X9 9,0 6,9X9 9.0 6.9
X10 9,7X10 9.7
XOS 100,0 100,1 100,0 XOS 100.0 100.1 100.0
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0080806A AT503624B1 (en) | 2006-05-10 | 2006-05-10 | PROCESS FOR THE PREPARATION OF XYLOOLIGOSACCHARIDES |
| PCT/AT2007/000223 WO2007128025A1 (en) | 2006-05-10 | 2007-05-09 | Method for preparing xylooligosaccharides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2016103A1 true EP2016103A1 (en) | 2009-01-21 |
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|---|---|---|---|
| EP07718435A Withdrawn EP2016103A1 (en) | 2006-05-10 | 2007-05-09 | Method for preparing xylooligosaccharides |
Country Status (5)
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| US (1) | US20100021975A1 (en) |
| EP (1) | EP2016103A1 (en) |
| AT (1) | AT503624B1 (en) |
| BR (1) | BRPI0711386A2 (en) |
| WO (1) | WO2007128025A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR091998A1 (en) | 2012-05-03 | 2015-03-18 | Annikki Gmbh | CELLULOSE PREPARATION PROCEDURE WITH LIGNIN LOW CONCENTRATION |
| US9963725B2 (en) | 2014-01-16 | 2018-05-08 | Arvind Mallinath Lali | Process for fractionation of oligosaccharides from agri-waste |
| CN104231098A (en) * | 2014-08-27 | 2014-12-24 | 华南理工大学 | Method for preparing xylooligosaccharide from bagasse by ethanol/water pretreatment |
| CN104311704A (en) * | 2014-11-07 | 2015-01-28 | 宜宾雅泰生物科技有限公司 | Membrane filter technology for exacting semi fibers by using viscose fiber pressed alkali liquor as raw materials |
| CN105255965B (en) * | 2015-10-14 | 2023-04-25 | 山东龙力生物科技股份有限公司 | Method for preparing high-purity xylo-oligosaccharide by using cotton seed hulls as raw materials |
| WO2018144309A1 (en) | 2017-01-31 | 2018-08-09 | Kimberly-Clark Worldwide, Inc. | High bulk tissue comprising cross-linked fibers |
| EP3650411A1 (en) * | 2018-11-12 | 2020-05-13 | Lenzing Aktiengesellschaft | Device and method for recovering alkaline solution and device and method for producing regenerated cellulose moulded bodies with such a method |
| EP3666798A1 (en) | 2018-12-11 | 2020-06-17 | Lenzing Aktiengesellschaft | Xylan-comprising composition and method for producing the same |
| EP4096483A4 (en) | 2020-01-30 | 2024-01-17 | Kimberly-Clark Worldwide, Inc. | TISSUE PRODUCTS WITH CROSS-LINKED FIBERS |
| CN111848871B (en) * | 2020-08-10 | 2023-01-10 | 北华大学 | A kind of nano-xylan-based graft copolymer and its preparation method and application |
| CN112608352B (en) * | 2020-11-30 | 2022-05-03 | 济南茂腾生物科技有限公司 | A kind of method for preparing high-purity xylo-oligosaccharide |
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| JP2549638B2 (en) * | 1986-10-30 | 1996-10-30 | サントリー株式会社 | Bifidobacterium growth promoting composition |
| JP2807612B2 (en) * | 1993-03-12 | 1998-10-08 | ノボ ノルディスク アクティーゼルスカブ | Novel xylanase, method for producing the same, pulp treatment method using the xylanase, and method for producing xylo-oligosaccharide |
| EP1325961A1 (en) * | 1997-06-10 | 2003-07-09 | Danisco Sweeteners Oy | A process for the production of crystalline xylose |
| WO2004013409A1 (en) * | 2002-07-25 | 2004-02-12 | Coffin World Water Systems | Apparatus and method for treating black liquor |
| US7812153B2 (en) * | 2004-03-11 | 2010-10-12 | Rayonier Products And Financial Services Company | Process for manufacturing high purity xylose |
| AT413820B (en) * | 2004-06-02 | 2006-06-15 | Chemiefaser Lenzing Ag | METHOD FOR THE PRODUCTION OF CELLULOSIC FORM BODIES |
| CN1280313C (en) * | 2004-09-20 | 2006-10-18 | 南京师范大学 | Clean and effective preparation of oligoxylose |
| CN1274702C (en) * | 2004-10-28 | 2006-09-13 | 南京林业大学 | Process for preparing xylo-oligosaccharide through high temperature degradation of xylan |
-
2006
- 2006-05-10 AT AT0080806A patent/AT503624B1/en not_active IP Right Cessation
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2007
- 2007-05-09 WO PCT/AT2007/000223 patent/WO2007128025A1/en active Application Filing
- 2007-05-09 EP EP07718435A patent/EP2016103A1/en not_active Withdrawn
- 2007-05-09 BR BRPI0711386-2A patent/BRPI0711386A2/en not_active IP Right Cessation
- 2007-05-09 US US12/299,981 patent/US20100021975A1/en not_active Abandoned
Non-Patent Citations (1)
| Title |
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| See references of WO2007128025A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AT503624B1 (en) | 2008-08-15 |
| US20100021975A1 (en) | 2010-01-28 |
| WO2007128025A1 (en) | 2007-11-15 |
| BRPI0711386A2 (en) | 2011-11-08 |
| AT503624A1 (en) | 2007-11-15 |
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