USRE39005E1 - Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin - Google Patents

Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin Download PDF

Info

Publication number
USRE39005E1
USRE39005E1 US10/654,856 US65485694A USRE39005E US RE39005 E1 USRE39005 E1 US RE39005E1 US 65485694 A US65485694 A US 65485694A US RE39005 E USRE39005 E US RE39005E
Authority
US
United States
Prior art keywords
starch
maltose
raw starch
limit dextrin
raw
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.)
Expired - Lifetime, expires
Application number
US10/654,856
Other languages
English (en)
Inventor
Claus Christophersen
Sven Pedersen
Tommy Rex Christensen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novozymes AS
Original Assignee
Novozymes AS
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Novozymes AS filed Critical Novozymes AS
Application granted granted Critical
Publication of USRE39005E1 publication Critical patent/USRE39005E1/en
Adjusted expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/22—Preparation of compounds containing saccharide radicals produced by the action of a beta-amylase, e.g. maltose
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
    • A23L29/35—Degradation products of starch, e.g. hydrolysates, dextrins; Enzymatically modified starches

Definitions

  • This invention is concerned with a method for production of maltose and a limit dextrin, whereby raw starch is treated with an amylase, whereafter the maltose and the limit dextrin are recovered, the limit dextrin, and a use of the limit dextrin.
  • Maltose is a disaccharide, which is used in huge amounts in the candy industry. Maltose does not crystallize easily, in contradistinction to e.g. glucose, which is able to crystallize even in the presence of impurities in high concentrations. Maltose is not able to crystallize and thus to be purified further, unless the maltose used as a starting material exhibits a purity above 90%. Also, the fact that maltose does not crystallize easily is one of the reasons why maltose is a valuable raw material in the candy industry.
  • Maltose has also other applications, e.g. as the active component of intravenous injection liquids intended for provision of sugar for the patient and as a component in frozen deserts (due to the fact that the crystallization ability of maltose is very little), in the baking and brewing industry, and for production of maltitol, which can be used as a sweetening agent, like sorbitol, vide Glycose Sirups, Science and Technology, Elsevier Applied Science Publishers 1984, pages 117-135.
  • the purpose of the invention is the provision of a method for production of maltose, of the above indicated kind, which is simpler and cheaper in comparison to the prior art methods for production of maltose and in relation to which maltose can be obtained in a purity well above the purity obtainable according to prior art methods, i.e. a purity above 90%, and, as a spin-off effect, the provision of a new limit dextrin, and a use thereof.
  • the method according to the invention for production of maltose and a limit dextrin, whereby raw starch is treated with an amylase, whereafter the maltose and the limit dextrin are recovered is characterized by the fact that the amylase is a hydrolase with the enzyme classification EC 3.2.1.133, that the temperature is lower than the lowest temperature at which the raw starch is gelatinized, and that the recovery of the maltose and the limit dextrin is performed as an ultrafiltration, whereby the maltose is in the permeate, and the limit dextrin is produced as the solid phase by liquid-solid separation of the retentate.
  • the recovery of maltose is carried out as follows. After treatment of the raw starch the solid phase and the supernatant therefrom comprising mainly oligosaccharides and maltose is subjected to an untrafiltration, which yields a permeate, the dry matter of which contains more than 90% of maltose. Centrifugation or filtration of the unreacted raw starch can be carried out in a step before the ultrafiltration step, if wanted.
  • the gist of the invention is the recognition that a category of amylases exists, which is able to give rise to a degradation product of raw starch, which consists of a mixture of maltose and high molecular oligosaccharides, which mixture by simple ultrafiltration gives rise to a permeate with a dry matter consisting of more than 90% maltose.
  • a category of amylases exists, which is able to give rise to a degradation product of raw starch, which consists of a mixture of maltose and high molecular oligosaccharides, which mixture by simple ultrafiltration gives rise to a permeate with a dry matter consisting of more than 90% maltose.
  • the pH during the method should be at or in the vicinity of the pH optimum of the amylase used for the production of maltose.
  • EP 350737 describes a process for production of maltooligosaccharides comprising mainly maltose and maltotriose by use of raw starch as a starting material and with a specific Bacillus stearothermophilus amylase as the starch degrading enzyme.
  • Bacillus stearothermophilus amylase is not EC 3.2.1.133, and it clearly appears from the specification of EP 350737 that it is not possible to produce the maltose in a purity above 90%.
  • a preferred embodiment of the method according to the invention is characterized by the fact that the raw starch is waxy maize starch. With waxy maize starch a high yield is obtained, and also, the reaction proceeds smoothly, due to the fact that the viscosity of the reaction mixture is low.
  • a preferred embodiment of the method according to the invention is characterized by the fact that the hydrolase with the enzyme classification EC 3.2.1.133 is a B. stearothermophilus amylase with a molecular weight of 70,000 ⁇ 5,000.
  • the hydrolase with the enzyme classification EC 3.2.1.133 is a B. stearothermophilus amylase with a molecular weight of 70,000 ⁇ 5,000.
  • the prior art amylase is used exclusively in connection with liquefied starch as a starting material, and it has not been possible to prepare a final product with a purity above 90% by means of this prior art method.
  • a preferred embodiment of the method according to the invention is characterized by the fact that the ultrafiltration is carried out simultaneously with the treatment of the raw starch with the amylase, and that the temperature is above 40° C. In this manner the process time can be reduced, and also, the yield of the maltose in the permeate is improved.
  • the invention comprises the limit dextrin, prepared as in the method according to the invention. If for some reason, the limit dextrin in a specific context is the important product, and the maltose is of no significance, the ultrafiltration is unnecessary, as the limit dextrin can be produced directly after the amylolytic degradation by solid-liquid separation of the amylolytic degradation mixture and by washing of the solid phase.
  • the limit dextrin according to the invention is characterized by the fact that the ratio ⁇ -1,4 bonds/ ⁇ -1,6 bond s is smaller than for the raw starch (which is consistent with the assumption that the special amylase only cleaves the ⁇ -1,4 bonds of the starch), that the DE is 6.3 for waxy maize starch and 7.9 for common corn starch, and that the molecular weight distribution is similar to the molecular weight distribution of the native, raw starch, but with a somewhat lower average value.
  • this ratio is 9 for the limit dextrin derived from the waxy maize starch and 20 for the genuine waxy maize starch, and it is 13 for the limit dextrin derived from the common corn starch and 50 for the genuine common corn starch. Due to the fact that the limit dextrin according to the invention prima facie would be considered a waste product, it is very cheap.
  • the invention comprises the use of the limit dextrin according to the invention as a fat replacer in foods. Surprisingly it has been found that this very cheap limit dextrin can be used as a fat replacer, which exhibits the same good organoleptic properties as traditional fat replacers. Also, the limit dextrin according to the invention can be used in confections with a gum structure, in soft drinks, in viscous dairy products, and as a carrier for dried liquids.
  • the content of dry substance (DS) in the starch slurry is 25% (Example 1) and 20% (Example 2).
  • the DS content in relation to this invention advantageously can have a value between 10% and 50%, preferably between 20% and 40%.
  • FIG. 1 is the determination of molecular weight distribution of the samples described in Example 1 calculated from a calibration curve based on pullalan standards.
  • FIG. 2 is the determination of molecular weight distribution of the samples described in Example 2 calculated as described above.
  • the slurry was incubated in a water bath at 60° C. for 46 hours.
  • the reactor was coupled to an ultrafiltration module (pump: Eagholm, type BF 471M44; module: Mini-Lab 10, DDS RO-Division, Denmark; UF membranes: Dow Danmark, Type GR90PP, cut off 2000; filtration area: 0.0336 m 2 ), and during the incubation, the reaction mixture was pumped through the membrane module with a flow of 440 l/hour giving rise to a retentate and a permeate. During the reaction time 3120 ml of permeate was collected giving a permeate flux of 2000 ml/hour/m 2 .
  • the initial inlet pressure was 2.1 bar and due to increase of concentration and viscosity of the reaction 2200 ml of deionized water was added from time to time in order to keep the DS content in the reaction mixture at a reasonable level (about 25% DS).
  • At the end of the reaction pH had increased to 6.1 in the reaction mixture.
  • the DS content in the permeate was 11.0% and the density was 1.04 g/ml giving a yield of 357 g maltose corresponding to 28%.
  • the product consisted of 94% maltose, 3.5% glucose, and 2.5% of higher oligosaccharides (determined by HPLC).
  • the precipitate was characterized by NMR (Nuclear Magnetic Resonance) spectroscopy and GPC (Gel Permeation Chromatography).
  • NMR Nuclear Magnetic Resonance
  • GPC Gel Permeation Chromatography
  • the ⁇ -1,4/ ⁇ -1,6 ratio was determined by integration of signals from the ⁇ -1,4 linkages (5.2 ppm), the ⁇ -ends (5.1 ppm), the ⁇ -1,6 linkages (4.65 ppm) and the ⁇ -ends (4.35 ppm).
  • the molecular weight distribution of the samples was calculated from a calibration curve based on pullulan standards, vide FIG. 1 .
  • the curve with the peaks is the true molecular weight distribution curve
  • the constantly increasing curve is the accumulated molecular weight distribution curve
  • Mn is the mean molecular weight according to number
  • Mw is the mean molecular weight according to weight
  • MP is the molecular weight corresponding to the highest peak of the true molecular weight distribution curve.
  • the slurry was incubated in a water bath at 60° C. for 46 hours.
  • the reactor was coupled to an ultrafiltration module (pump: Eagholm, type BF 471M44; module: Mini-Lab 10, DDS RO-Division, Denmark; UF membranes: Dow Danmark, Type GR90PP, cut off 2000; filtration area: 0.0336 m 2 ), and during the incubation, the reaction mixture was pumped through the membrane module with a flow of 540 l/hour giving rise to a retentate and a permeate. During the reaction time 1845 ml of permeate was collected giving a permeate flux of 1194 ml/hour/m 2 .
  • the initial inlet pressure was 1.8 bar, and due to increase of concentration and viscosity of the reaction mixture, the inlet pressure at the end of the reaction was 3.4. bar.
  • about 1000 ml of deionized water was added from time to time in order to keep the DS content in the reaction mixture at about 20% DS.
  • the DS content in the reaction mixture was 23.5%.
  • the DS content in the permeate was 9.35%, and the density was 1.04 g/ml giving a yield of 178.7 g of maltose corresponding to 17.8%.
  • the product consists of 94% of maltose, 3.7% of glucose and 2.3% of higher oligosaccharides (determined by HPLC).
  • the precipitate was characterized by NMR spectroscopy and GPC.
  • 15 mg of the precipitate was dissolved in 0.5 ml DMSO-d 6 by heating to about 50° C. for about 1 ⁇ 2 hour.
  • the NMR experiments were performed at 60° C. using a Bruker AC 300 spectrometer.
  • the ⁇ -1,4/ ⁇ -1,6 ratio was determined by integration of signals from the ⁇ -1,4 linkages (5.2 ppm), the ⁇ -ends (5.1 ppm), the ⁇ -1,6 linkages (4.65 ppm) and the ⁇ -ends (4.35 ppm).
  • the molecular weight distribution of the samples was calculated from a calibration curve based on pullulan standards, vide FIG. 2 .
  • the curve with the peaks is the true molecular weight distribution curve
  • the constantly increasing curve is the accumulated molecular weight distribution curve
  • Mn is the mean molecular weight according to number
  • Mw is the mean molecular weight according to weight
  • MP is the molecular weight corresponding to the highest peak of the true molecular weight distribution curve.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
US10/654,856 1993-10-14 1994-10-13 Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin Expired - Lifetime USRE39005E1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DK931148A DK114893D0 (nl) 1993-10-14 1993-10-14
PCT/DK1994/000383 WO1995010627A1 (en) 1993-10-14 1994-10-13 Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
US08/628,625 Reissue US6361809B1 (en) 1993-10-14 1994-10-13 Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin

Publications (1)

Publication Number Publication Date
USRE39005E1 true USRE39005E1 (en) 2006-03-07

Family

ID=8101550

Family Applications (2)

Application Number Title Priority Date Filing Date
US10/654,856 Expired - Lifetime USRE39005E1 (en) 1993-10-14 1994-10-13 Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin
US08/628,625 Ceased US6361809B1 (en) 1993-10-14 1994-10-13 Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin

Family Applications After (1)

Application Number Title Priority Date Filing Date
US08/628,625 Ceased US6361809B1 (en) 1993-10-14 1994-10-13 Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin

Country Status (4)

Country Link
US (2) USRE39005E1 (nl)
AU (1) AU7853294A (nl)
DK (1) DK114893D0 (nl)
WO (1) WO1995010627A1 (nl)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5482560A (en) * 1994-07-27 1996-01-09 American Maize Technology, Inc. Beta-limit dextrin from dull waxy starch
FR2769023B1 (fr) 1997-09-26 2000-08-25 Roquette Freres Procede de fabrication d'un sirop riche en maltose
FR2769025B1 (fr) 1997-09-26 1999-12-03 Roquette Freres Cristaux de maltitol de formes particulieres, compositions cristallines les contenant et procedes pour leur preparation
WO2001016348A1 (en) * 1999-09-01 2001-03-08 Novozymes A/S Maltogenic amylase-modified starch derivatives
EP1214442A1 (en) * 1999-09-01 2002-06-19 Novozymes A/S Method for production of maltose and/or enzymatically modified starch
US6436678B2 (en) 2000-02-28 2002-08-20 Grain Processing Corporation High purity maltose process and products
RU2315811C2 (ru) * 2002-02-14 2008-01-27 Новозимс А/С Способ обработки крахмала
AU2004220052B2 (en) 2003-03-10 2010-08-19 Genencor International Inc. Grain compositions containing pre-biotic isomalto-oligosaccharides and methods of making and using same
US20040253696A1 (en) 2003-06-10 2004-12-16 Novozymes North America, Inc. Fermentation processes and compositions
PL1654355T3 (pl) 2003-06-13 2010-09-30 Dupont Nutrition Biosci Aps Warianty polipeptydów Pseudomonas o aktywności niemaltogennej egzoamylazy i ich zastosowanie do wytwarzania produktów żywnościowych
ATE457034T1 (de) 2003-10-28 2010-02-15 Novozymes North America Inc Hybridenzyme
CN1960748A (zh) * 2004-02-19 2007-05-09 诺维信北美公司 液化方法
US7968318B2 (en) * 2006-06-06 2011-06-28 Genencor International, Inc. Process for conversion of granular starch to ethanol
US20080299622A1 (en) * 2007-02-07 2008-12-04 Paulson Bradley A Starch Hydrolysis Using Phytase with an Alpha Amylase
WO2008112282A1 (en) 2007-03-14 2008-09-18 Danisco Us, Inc., Genencor Division Production of ethanol from barley and ddgs containing reduced beta-glucan and phytic acid
TR200701981A2 (tr) * 2007-03-27 2007-10-22 Dr. Bülent Keski̇nler Prof. Stiren-divinilbenzen kopolimerinin poligluteraldehit kullanılarak sentezlenmesi ve uygulamaları
MX2010008357A (es) * 2008-02-06 2010-08-30 Danisco Us Inc Sistema sin ajuste de ph para producir azucares fermentables y alcohol.
CA2718017C (en) 2008-03-11 2017-10-10 Danisco Us Inc. Glucoamylase and buttiauxiella phytase during saccharification
DK3591046T3 (da) 2009-05-19 2021-07-26 Dupont Nutrition Biosci Aps Amylasepolypeptide
WO2011075748A1 (en) * 2009-12-22 2011-06-23 Danisco Us Inc. Membrane bioreactor for increased production of isoprene gas
EP2608682B1 (en) 2010-08-24 2017-12-13 Danisco US Inc. Method of making a snack bar comprising a low temperature rice protein concentrate
CA2849401A1 (en) 2011-09-29 2013-04-04 Danisco Us Inc. Liquefaction and saccharification of granular starch at high concentration
EP2831259A1 (en) 2012-03-28 2015-02-04 Danisco US Inc. Method for making high maltose syrup
WO2013148663A1 (en) 2012-03-28 2013-10-03 Danisco Us Inc. Low temperature method for making high glucose syrup
WO2013148207A2 (en) 2012-03-30 2013-10-03 Danisco Us Inc. Direct starch to fermentable sugar
US9315831B2 (en) 2012-03-30 2016-04-19 Danisco Us Inc. Direct starch to fermentable sugar as feedstock for the production of isoprene, isoprenoid precursor molecules, and/or isoprenoids
CA2893270C (en) 2012-12-11 2024-01-02 Danisco Us Inc. Trichoderma reesei host cells expressing a glucoamylase from aspergillus fumigatus and methods of use thereof
FR3038618B1 (fr) 2015-07-06 2017-08-25 Roquette Freres Procede de fabrication de maltitol presentant un rendement ameliore
WO2017205337A1 (en) 2016-05-23 2017-11-30 Dupont Nutrition Biosciences Aps Baking process and a method thereof
BE1025085B1 (nl) * 2017-03-30 2018-10-29 Tereos Starch & Sweeteners Belgium Nv Samenstelling van dextrines met stabiele viscositeit bij het bekleden van papier en/of karton

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4182634A (en) * 1977-04-21 1980-01-08 Hokkaido Sugar Co., Ltd. Process for purifying maltose solution
EP0120693A1 (en) 1983-03-25 1984-10-03 Novo Nordisk A/S Maltogenic amylase enzyme product, preparation and use thereof
US4477568A (en) * 1981-09-24 1984-10-16 Proefstation voor Aardappelverweking-TNO en Cooperatieve Verkoop en Produktievereniging van Aardappelmeel en Derivaten AVERE B.A. Process for the manufacture of cyclodextrin
US4511654A (en) * 1982-03-19 1985-04-16 Uop Inc. Production of high sugar syrups
EP0176621A1 (en) 1984-09-21 1986-04-09 Uop Inc. Glucose or maltose from starch
US4780149A (en) * 1986-04-14 1988-10-25 Cooperatieve Verkoop- En Productievereniging Van Aardappelmeel En Derivaten "Avebe" B.A. Method of making and applying beta-limit dextrin containing starch hydrolysates
EP0350737A2 (en) 1988-07-01 1990-01-17 Showa Denko Kabushiki Kaisha Thermostable amylase and use thereof
WO1991001091A1 (en) * 1989-07-19 1991-02-07 American Maize-Products Company Method for making a reduced fat foodstuff
US5194094A (en) * 1991-06-12 1993-03-16 American Maize-Products Company Fractionating starch hydrolysates
US5225219A (en) * 1992-01-02 1993-07-06 The United States Of America, As Represented By The Secretary Of Agriculture Amylodextrin compositions and method therefor

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4182634A (en) * 1977-04-21 1980-01-08 Hokkaido Sugar Co., Ltd. Process for purifying maltose solution
US4477568A (en) * 1981-09-24 1984-10-16 Proefstation voor Aardappelverweking-TNO en Cooperatieve Verkoop en Produktievereniging van Aardappelmeel en Derivaten AVERE B.A. Process for the manufacture of cyclodextrin
US4511654A (en) * 1982-03-19 1985-04-16 Uop Inc. Production of high sugar syrups
EP0120693A1 (en) 1983-03-25 1984-10-03 Novo Nordisk A/S Maltogenic amylase enzyme product, preparation and use thereof
EP0176621A1 (en) 1984-09-21 1986-04-09 Uop Inc. Glucose or maltose from starch
US4780149A (en) * 1986-04-14 1988-10-25 Cooperatieve Verkoop- En Productievereniging Van Aardappelmeel En Derivaten "Avebe" B.A. Method of making and applying beta-limit dextrin containing starch hydrolysates
EP0350737A2 (en) 1988-07-01 1990-01-17 Showa Denko Kabushiki Kaisha Thermostable amylase and use thereof
WO1991001091A1 (en) * 1989-07-19 1991-02-07 American Maize-Products Company Method for making a reduced fat foodstuff
US5194094A (en) * 1991-06-12 1993-03-16 American Maize-Products Company Fractionating starch hydrolysates
US5225219A (en) * 1992-01-02 1993-07-06 The United States Of America, As Represented By The Secretary Of Agriculture Amylodextrin compositions and method therefor

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
F. Verwaerde et al, Product of Hydorgenated Glucose Syrups, pp. 117-135.
H. Outtrup et al, Properties and application of a thermostable, Starch/Starke, Part 12, pp. 405-411, (1984).
Hidetsugu Fuwa, Saccharification of Raw Starch, J Jpn Soc, Part 2, vol. 34, pp. 89-92, (1987) (Reference and English Translation).
Outtrup et al., Starch/Särke, vol. 36, No. 12, pp. 405-411 (1996). *
Starch/Stärke, vol. 45, No. 9, pp. 332-325 (1993) (German). *
Verwaerde et al, Starch/Starke, vol. 45, Part 9, pp. 322-325 (1993).
Verwaerde et al., Elsevier Applied Sci., pp. 117-133. *

Also Published As

Publication number Publication date
WO1995010627A1 (en) 1995-04-20
AU7853294A (en) 1995-05-04
DK114893D0 (nl) 1993-10-14
US6361809B1 (en) 2002-03-26

Similar Documents

Publication Publication Date Title
USRE39005E1 (en) Method for production of maltose and a limit dextrin, the limit dextrin, and use of the limit dextrin
US6670155B2 (en) Process for preparing dextrins
JP4473451B2 (ja) シリアル懸濁液を改質するための酵素調製物
US5886168A (en) Low D.E. starch conversion products having a sharp differentiation in molecular size
CA2236558C (en) Method for the production of isomalto-oligosaccharide rich syrups
CN113005159B (zh) 用于生产膳食纤维的方法
US4861381A (en) Process for the enzymatic preparation from sucrose of a mixture of sugars having a high content of isomaltose, and products obtained
US6346400B1 (en) Process for the preparation of a maltose-rich syrup
KR100498758B1 (ko) 말토우즈가풍부한시럽의제조방법
GB2499463A (en) Reduced sugar syrups and methods of making reduced sugar syrups
JP2696537B2 (ja) 高純度マルトースの製造方法
US6803459B2 (en) Branched starches and branched starch hydrolyzates
JPH10120704A (ja) 大麦麦芽由来の水溶性多糖類組成物ならびにその製造方法および用途
KR20010032501A (ko) 올리고당류 시럽을 제조하는 방법, 이를 제조하는 시스템및 올리고당류 시럽
CN111705095A (zh) 一种低聚异麦芽糖的制备方法
CN107287263A (zh) 一种高纯度麦芽糖联产β‑极限糊精的制备方法
EP0176621A1 (en) Glucose or maltose from starch
JPH03187390A (ja) 分岐オリゴ糖の製造方法
EP2809792A2 (en) Process for producing maltose from starch
JP3905141B2 (ja) オリゴ糖の製造方法
JP2001086946A (ja) 非消化性多糖類を含有する新規組成物及びその製造方法
JPH0662881A (ja) 澱粉およびタンパク質を含有する材料から酵素的方法によって高マルトースシロップおよび高タンパク質副生成物を製造する方法
KR20230094326A (ko) 거품 유지력이 개선된 맥주 제조방법
KR0136363B1 (ko) 사이클로덱스트린의 제조방법
WO2023120720A1 (ja) 新規澱粉分解物の製造方法

Legal Events

Date Code Title Description
AS Assignment

Owner name: NOVO NORDISK A/S, DENMARK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:CHRISTOPHERSEN, CLAUS;PEDERSEN, SVEN;CHRISTENSEN,TOMMY REX;REEL/FRAME:008027/0577;SIGNING DATES FROM 19960325 TO 19960327

AS Assignment

Owner name: NOVOZYMES A/S, DENMARK

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:NOVO NORDISK A/S;REEL/FRAME:012366/0350

Effective date: 20011029

STCF Information on status: patent grant

Free format text: PATENTED CASE

RF Reissue application filed

Effective date: 20030904

FPAY Fee payment

Year of fee payment: 4

REMI Maintenance fee reminder mailed
FPAY Fee payment

Year of fee payment: 8

SULP Surcharge for late payment

Year of fee payment: 7

FPAY Fee payment

Year of fee payment: 12