WO2000054608A1 - Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen - Google Patents
Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen Download PDFInfo
- Publication number
- WO2000054608A1 WO2000054608A1 PCT/EP2000/002069 EP0002069W WO0054608A1 WO 2000054608 A1 WO2000054608 A1 WO 2000054608A1 EP 0002069 W EP0002069 W EP 0002069W WO 0054608 A1 WO0054608 A1 WO 0054608A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- protein
- flakes
- aqueous
- seeds
- acid
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23J—PROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
- A23J1/00—Obtaining protein compositions for foodstuffs; Bulk opening of eggs and separation of yolks from whites
- A23J1/14—Obtaining protein compositions for foodstuffs; Bulk opening of eggs and separation of yolks from whites from leguminous or other vegetable seeds; from press-cake or oil-bearing seeds
- A23J1/142—Obtaining protein compositions for foodstuffs; Bulk opening of eggs and separation of yolks from whites from leguminous or other vegetable seeds; from press-cake or oil-bearing seeds by extracting with organic solvents
-
- 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
- A23L11/00—Pulses, i.e. fruits of leguminous plants, for production of food; Products from legumes; Preparation or treatment thereof
- A23L11/05—Mashed or comminuted pulses or legumes; Products made therefrom
-
- 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
- A23L11/00—Pulses, i.e. fruits of leguminous plants, for production of food; Products from legumes; Preparation or treatment thereof
- A23L11/30—Removing undesirable substances, e.g. bitter substances
- A23L11/32—Removing undesirable substances, e.g. bitter substances by extraction with solvents
Definitions
- the invention relates to a method for the treatment and processing of alkaloid, oil and protein-containing lupine seeds for the production of products from the lupine seeds by means of targeted fractionation, the crushed lupine seeds being de-oiled by means of a solvent and the residue being acid-soluble with the addition of acid Substances, preferably from alkaloids, is depleted.
- Proteins are considered raw materials for the food and feed industry and are widely used in industrial chemistry, for example for the production of adhesives, emulsions for photographic layers and cosmetics, to name just a few.
- proteins are an integral part of animals and plants, they are renewable, native raw materials that can be obtained on an industrial scale from milk, soybeans and wheat, for example.
- lupine seeds which in their composition are similar in terms of protein content, crude fiber content and oil content to soybeans.
- the lupine cultivation and processing of lupine seeds into desired protein products is of particular interest because lupins can also be grown in regions that are unsuitable for soybeans, such as in Western Europe or Australia. Direct use of lupine products, especially for nutritional purposes, is restricted due to the plant's own bitter substances, the so-called alkaloids, and is even completely ruled out with the so-called bitter lupins, which are advantageous in terms of cultivation.
- German patent DE 537265 which was published in 1931, already shows a process for utilizing lupins with debittering by stepwise extraction with aqueous solutions.
- the debittering is carried out by means of gradual extraction in the moist state of chopped lupins with the addition of acid followed by a solution of the salts which form in the acid bath.
- WO 83/00419 discloses a method and a device for extracting the bitter substances from bitter lupine seeds after the lupins in finely ground form are washed out cold with differently concentrated lupine extract solutions according to the countercurrent principle, water being used as the solvent.
- a further developed method for debittering lupine seeds can be found in WO 97/12524, which, after the lupine seeds have been comminuted onto semolina-like grains with diameters between 200 and 600 ⁇ m, initially provides a thermal effect on the plant seeds, as a result of which inactivated inactivation of the Plant seeds existing enzymes is achieved.
- the heat is applied directly by means of blanching technology, ie the direct introduction of hot steam into the crushed seeds.
- the plant seeds are subjected to a debittering process consisting of two steps, the first extraction step for separating the alkaloids and further antinutritive substances.
- the plant seeds are mixed with fresh drinking water as a solvent in an acidic environment as part of a countercurrent extraction.
- the mixing process can preferably be carried out in several stages until an extract enriched with anti-nutritional substances and an extractable raffinate which is rich in proteins and fiber is obtained.
- the raffinate obtained from the first extraction step is added in a second step using water as a solvent in an alkaline medium.
- the extraction results in the second step are a fiber-enriched raffinate and a protein-enriched protein milk.
- plant seeds and in particular lupine seeds have an oil content of approx. 10 to 15%, which in addition to pure oil, for example triglycerol, also contains lipophilic secondary constituents, such as, for example, carotenoids, lecithins or lipophilic Alkaloids.
- lipophilic secondary constituents such as, for example, carotenoids, lecithins or lipophilic Alkaloids.
- the latter constituents in particular can only be extracted inadequately using the known debittering processes, so that lipophilic alkaloid residual constituents are unavoidably contained in the debittered end products.
- the known method according to WO 97/12524 provides for an inactivation of the enzymes present in the plant seeds prior to the debittering process, so that it can be ruled out that during storage of the debittered process products an enzymatic oxidation of existing unsaturated fatty acids takes place, which for example results in a would lead to rancid taste, which would be disadvantageous for use in the food sector, but the inactivation is carried out by blanching, ie by subjecting the plant seeds to hot steam, which on the one hand inactivates the enzymes, however, storage proteins are inevitably adversely affected that they lose their native shape and properties.
- the shape of the crushed lupine seeds also contributes to the success of the debittering process.
- the semolina shape proposed in WO 97/12524 is disadvantageous in that it encloses a relatively large volume from which the individual components to be extracted have to be removed, i.e. The greater the distance from the inside of the volume to the outside of each semolina, the less easily the substances to be extracted from the semolina-shaped lupine seed components to be removed.
- protein and oil or starchy seeds can also be used, such as rapeseed, linseed or legumes, in particular soybeans, peanuts, peas and field beans.
- the object of the invention is to provide a process for the treatment and processing of lupine seeds containing alkaloid, oil and protein in order to obtain product Specify ten from lupine seeds by means of targeted fractionation in such a way that the products, proteins in the purest form and dietary fiber can be freed from bitter substances as completely as possible, the process steps to be carried out in succession should be associated with the least possible technical outlay.
- particular care must be taken to ensure that the proteins to be treated remain unchanged in their native form, while the enzymes contained in the lupine seeds are inactivated, in particular lipophilic alkaloids are to be extracted as completely as possible, in the most gentle manner possible.
- the process is intended to considerably improve the degree of debittering of lupine seeds achieved so far, or to significantly reduce the technical outlay with the same debittering result, using the simplest possible, coordinated process steps.
- the following process steps are carried out in the process for the treatment and processing of lupine seeds containing alkaloid, oil and protein in order to obtain products from the lupine seeds, which may be rich, the so-called bitteriupins, or low in bitter substances, by means of targeted fractionation:
- the lupine seeds are peeled and the peels are separated.
- the core meat of the seeds is then comminuted or deformed into disk-shaped flakes, for example by passing them through a flaking roller.
- the flaking roller is cooled, which makes the shredding process more efficient and gentle on the seeds to be shredded.
- the cooling is intended in particular to prevent the seeds from heating up during comminution.
- the cooling effect can be ensured, for example, with ordinary tap water, which keeps the chopped seed in a temperature range below the denaturing temperature of the lupine proteins. Suitable temperatures are between 8 and 35 ° C.
- This is followed by an indirect heat input with the water largely excluded. Indirect heating takes place in a heating pan into which the shredded flakes are placed.
- the gentle, indirect heat input inactivates the enzymes contained in the lupine seeds, but the proteins remain largely in their original shape and retain their functional properties unchanged, since they do not come into direct contact with water, which would damage the proteins in their natural properties
- the flakes are specifically subjected to a deoiling process using a solvent, preferably hexane, with which the lipids contained in the disk-shaped flakes can be extracted. It is also possible to use alternatively to hexane, ethanol, technical hexane, pentane, heptane or supercritical CO 2 . Likewise, deoiling can be combined with the above solvents with mechanical oil separation in the form of presses or with deoiling with ethanol-water mixtures using centrifugal techniques.
- a solvent preferably hexane
- the extracted lipids also relate to all lipophilic alkaloids contained in the lupine seeds, which can be isolated by deoiling, so that only lipophobic alkaloids are present in the hexane-wet, disk-shaped flakes as bitter substances which have to be extracted in a subsequent debittering process.
- the flakes de-oiled and desolventized in the above manner preferably have an oil content which is less than 2%, preferably less than 1%, of the dry substance.
- the desolventization is preferably carried out in an anhydrous manner using an overheated solvent, for example hexane. In principle, however, any other desolventization methods can also be used.
- the hexane-wet flour is gently descented, for example with supercritical hexane.
- the de-petrified, lipid-reduced, disk-shaped flakes are subjected to an aqueous fractionation process. It is also possible to mix portions of shells with the lipid-reduced flakes which have been reduced to grain sizes of less than 5 mm in an upstream grinding step.
- the debittering process essentially consists of two process stages: First, the de-oiled flakes, possibly together with shell portions, are introduced into an aqueous acidic medium in which all those substances which are contained in the flakes and which can be dissolved in the acidic range dissolve. As a result, an aqueous acidic extract, which contains in particular the alkaloids, and an acidic, insoluble, debittered raffinate, essentially consisting of flake substance, are obtained.
- the flakes extracted in this way can be subjected to a further, subsequent extraction with the aim of obtaining protein isolates or concentrates.
- Aqueous systems that can be connected in series in several stages are also involved in the subsequent extraction.
- a separation between the solid and liquid phase can be carried out with the aid of the decantation, with which the protein extract and protein-depleted or their compartments are obtained as a product, the remaining protein content in the remaining flake substance being determined with the aid of certain process conditions, such as pH , Extraction times and temperatures.
- a product from the aqueous acidic extract which can be obtained by separating the fines by means of a separator. Since the first process step is designed in several stages in the manner of a cascade, which provides for a large number of aqueous acidic process stages connected in series, the fines are separated at the earliest after the first process stage has been run through.
- a process step to adjust a ratio between acid-insoluble raffinate and aqueous extract of less than 10: 1 part of the aqueous extract is added to the immediately following process step. It is also possible to set a ratio between acid-insoluble raffinate and aqueous extract of greater than 10: 1 by removing part of the aqueous extract within an immediately following process step.
- the product obtainable thereby has a dry matter content of at least 12%, preferably greater than 16%, a protein content in the dry matter of greater than 70%, preferably greater than 85% and an alkaloid content of less than 0.5%, preferably 0.1% in the dry matter.
- the product also contains dietary fibers which are fractionated into particle sizes in at least 2, preferably 3, fractions after or during a drying phase.
- the acid-insoluble raffinate obtained after the first stage of the process is introduced into an aqueous alkaline medium in which all those substances are dissolved which are in the alkaline range, i.e. go into solution at pH values above 7.5
- the end result, which is present immediately after the second process step is an alkali-reduced raffinate which is both freed from any lipophilic alkaloids and from alkaloids soluble in the acidic range.
- the alkaloid-reduced raffinate which is also referred to as protein curd, is preferably dried and, after drying at a pH of about 7 and at a temperature of 20-30 ° C., has a protein dispersibility of 60-90% and a water-binding capacity of less than 2 g / g .
- the protein curd can be made into a water binder by a hydrothermal treatment, a temperature of more than 65 ° C., preferably more than 85 ° C. being used for drying the protein curd, and the water content at the start of drying being less than 85%, preferably is less than 75% and the water binding capacity of the water binder to be obtained is greater than 4.0 g / g, preferably greater than 5 g / g.
- the described method can also be used for other seeds containing protein and oil or starch, such as rapeseed, linseed or legumes, in particular soybeans, peanuts, peas and field beans.
- Fig. 1, 2 process scheme for deoiling and debittering of alkaloid-containing lupine seeds.
- Fig. 1 the first 3 process steps are shown schematically in block diagram.
- the first process step 100 the lupine seeds are prepared, in the second process step 200 the oil is removed, in the third process step 300 the debittering takes place.
- the starting point of the process is the raw material lupine seed, which is crushed and peeled as part of a pretreatment.
- the lupine seeds separated in this way are subsequently flaked preferably in the course of a rolling process, i.e. the lupine seeds are pressed into seed fragments, which typically have a slice thickness between 300 and 400 ⁇ m.
- the flaking roller used for the rolling process is cooled, not least to make the shredding process more effective.
- the flakes After crushing, the flakes are placed in a heating pan, in which they are subjected to indirect heat treatment. On the one hand, this thermal heat input inactivates the seed's own enzymes, on the other hand, the native properties of the proteins are largely preserved, which means that later enzymatic fat oxidation, which would lead to rancid taste, can be excluded.
- the flaked lupine seed which has also been enzymatically inactivated, is now fed to a subsequent de-oiling process 200 by exposing the flakes to hexane as a solvent, thereby extracting any lipophilic substances, such as triglycerols and crude cithins, but especially lipophilic alkaloids can be. This is typically done in a tape or carousel extractor.
- the liquid phase is subjected to a distillation, in which the solvent hexane used is recovered on the one hand and available for recycling on the other the extracted crude oil R can be purified in a further refining process not shown in the figure.
- the crude lecithins can be further refined using acetone.
- the hexane-wet, de-oiled flakes obtained after the extraction process in the oil removal 200 are separated from the solvent in the most gentle way possible, i.e. desolventized. It is particularly important here that the protein solubility is retained as far as technically possible or can be changed in a targeted manner.
- the hexane-wet flakes are desolventized under low-water conditions, for example using an overheated solvent.
- lupine debittering is carried out in several stages in an aqueous debittering process in which the alkaloid extraction can take place continuously, quasi continuously or batchwise, as is shown in the illustration in FIG. 1.
- the de-oiled flakes are first introduced into an acidic medium in which all those substances and in particular alkaloids which are soluble in an acidic medium are dissolved.
- the flakes treated in this way then reach the protein extraction 400 according to FIG. 2, in which the flakes are repeatedly exposed to an alkaline medium, for example, by fractionation between raffinate and protein extracts.
- Protein precipitation can be carried out from the protein extract in acidic media.
- the whey obtained during protein precipitation, the pH of which corresponds to the acidic medium for debittering the lupine seeds in the course of the debittering stage 300, can be fed back to the debittering process 300 in a closed circuit.
- the protein-reduced residue is used as a material flow for fiber processing to obtain a raffinate in the area of fiber processing 600, in which the flakes are neutralized by appropriate acid input and then dried.
- the protein extract obtained during protein precipitation can lead directly to the protein product by appropriate neutralization with the addition of alkaline media and subsequent drying.
- parts of the protein extract in process step 500 can be modified in their functional properties by appropriate thermal heat treatment or targeted application of high-frequency fields and in this way lead to a refined protein product after drying.
- the debittering process can also be obtained specifically from bitter extracts which are obtained in the context of a bitter extract preparation 700, for example as an extract containing bitter substances.
- bitter extracts are taken from the debittering process 300 in a targeted manner, which lead to the end product after corresponding treatment steps, such as, for example, separation of fine substances, neutralization and evaporation processes.
- the essential aspect of the method according to the invention for the treatment and processing of lupine seeds containing alkaloid, oil and protein is that the lipophilic alkaloids, which are very difficult to extract in the course of the development process, have already been removed from the lupid seeds in an upstream deoiling process. In this way it can largely be completely ruled out that alkaloids are present in the products obtained at the end of the process.
- the comminution of the lupine seeds in flake form contributes to the fact that, on the one hand, the bitter substances contained in the lupid seeds can completely escape from the seed, and on the other hand, a technically easy separability between the liquid and solid phases is easily possible.
- the extraction behavior of the alkaloids in aqueous systems is considerably improved by the removal of the lipophilic seed components. This affects in particular on the necessary dwell times in the different extraction stages.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Botany (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Biochemistry (AREA)
- Fats And Perfumes (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
Description
Claims
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002364040A CA2364040A1 (en) | 1999-03-17 | 2000-03-09 | Method of treating and processing alkaloid-,oil-,and protein-containing lupine seeds |
SK1307-2001A SK13072001A3 (sk) | 1999-03-17 | 2000-03-09 | Spôsob úpravy a spracovávania semien vlčieho bôbu, obsahujúcich alkaloidy, oleje a proteíny |
AU43946/00A AU780929B2 (en) | 1999-03-17 | 2000-03-09 | Method for treating and processing lupine seeds containing alkaloid, oil and protein |
IL14525700A IL145257A0 (en) | 1999-03-17 | 2000-03-09 | Method for treating and processing lupine seeds containing alkaloid, oil and protein |
EP00925107A EP1158871B1 (de) | 1999-03-17 | 2000-03-09 | Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen |
DE50014965T DE50014965D1 (de) | 1999-03-17 | 2000-03-09 | Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen |
US09/936,696 US7074449B1 (en) | 1999-03-17 | 2000-03-09 | Method for treating and processing lupine seeds containing alkaloid, oil and protein |
HR20010683A HRP20010683A2 (en) | 1999-03-17 | 2001-09-17 | Method for treating and processing lupine seeds containing alkaloid, oil and protein |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19912037.4 | 1999-03-17 | ||
DE19912037A DE19912037B4 (de) | 1998-03-25 | 1999-03-17 | Verfahren zur Behandlung und Verarbeitung alkaloid-, öl- und proteinhaltiger Pflanzensamen |
DE19912045 | 1999-03-18 | ||
DE19912045.5 | 1999-03-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2000054608A1 true WO2000054608A1 (de) | 2000-09-21 |
Family
ID=26052425
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2000/002069 WO2000054608A1 (de) | 1999-03-17 | 2000-03-09 | Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen |
Country Status (13)
Country | Link |
---|---|
US (1) | US7074449B1 (de) |
EP (1) | EP1158871B1 (de) |
AT (1) | ATE385702T1 (de) |
AU (1) | AU780929B2 (de) |
CA (1) | CA2364040A1 (de) |
CZ (1) | CZ20013237A3 (de) |
DE (1) | DE50014965D1 (de) |
HR (1) | HRP20010683A2 (de) |
HU (1) | HUP0201348A3 (de) |
IL (1) | IL145257A0 (de) |
PL (1) | PL349893A1 (de) |
SK (1) | SK13072001A3 (de) |
WO (1) | WO2000054608A1 (de) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10064437A1 (de) * | 2000-12-22 | 2002-06-27 | Wolfgang Jaeggle | Verfahren zur Verarbeitung von Lupinenproteinen |
WO2003030652A1 (en) * | 2001-10-10 | 2003-04-17 | Burcon Nutrascience (Mb) Corp. | Flax protein isolate and production |
WO2014068433A1 (de) * | 2012-11-02 | 2014-05-08 | Emsland-Stärke GmbH | Nahrungsmittelprodukt aus stärkehaltigen pflanzenteilen sowie verfahren zu seiner herstellung |
CZ305351B6 (cs) * | 2013-12-12 | 2015-08-12 | Univerzita Hradec Králové | Způsob získávání vlákniny |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1410719A1 (de) * | 2002-10-16 | 2004-04-21 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Biotechnologisch erzeugbares proteinhaltiges Präparat, Verfahren zu seiner Herstellung und seine Verwendung als Lebensmittelzutat |
US7228804B2 (en) * | 2004-04-21 | 2007-06-12 | Wabtec Holding Corp. | Door system for transit vehicle utilizing compression lock arrangement |
US7524522B2 (en) * | 2006-08-18 | 2009-04-28 | Mor Technology, Llc | Kernel fractionation system |
WO2008020865A1 (en) | 2006-08-18 | 2008-02-21 | Semo Milling, Llc | Power production using grain fractionation products |
US8227012B2 (en) | 2006-08-18 | 2012-07-24 | Mor Technology, Llc | Grain fraction extraction material production system |
US8747931B2 (en) * | 2007-10-24 | 2014-06-10 | Mor Supercritical, Llc | Super critical fluid extraction and fractionation of bran extraction materials |
DE102008039103A1 (de) * | 2007-10-31 | 2009-05-07 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verfahren zur Gewinnung einer proteinhaltigen Lebensmittelzutat aus Leinschrot |
US20100151094A1 (en) * | 2008-12-16 | 2010-06-17 | Choudhury Gour S | Methods, apparatuses, and systems for the removal of peels from agricultural produce |
EP3295803B1 (de) | 2009-02-27 | 2021-02-24 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Proteinpräparate aus sonnenblumensamen und deren herstellung |
DE102009040925A1 (de) * | 2009-09-11 | 2011-03-31 | Teutoburger Ölmühle GmbH & Co. KG | Nutzung von geschälten Rapssamen |
US9402415B2 (en) | 2010-04-21 | 2016-08-02 | R. J. Reynolds Tobacco Company | Tobacco seed-derived components and materials |
ITMI20101267A1 (it) * | 2010-07-09 | 2012-01-10 | Sirtori Prof Cesare R | Procedimento per l'estrazione di proteine da semi di pisum sativum e simili |
US9458476B2 (en) | 2011-04-18 | 2016-10-04 | R.J. Reynolds Tobacco Company | Method for producing glycerin from tobacco |
US20130125907A1 (en) | 2011-11-17 | 2013-05-23 | Michael Francis Dube | Method for Producing Triethyl Citrate from Tobacco |
US9289011B2 (en) | 2013-03-07 | 2016-03-22 | R.J. Reynolds Tobacco Company | Method for producing lutein from tobacco |
US20140356295A1 (en) | 2013-06-03 | 2014-12-04 | R.J. Reynolds Tobacco Company | Cosmetic compositions comprising tobacco seed-derived component |
US9265284B2 (en) | 2014-01-17 | 2016-02-23 | R.J. Reynolds Tobacco Company | Process for producing flavorants and related materials |
US10881133B2 (en) | 2015-04-16 | 2021-01-05 | R.J. Reynolds Tobacco Company | Tobacco-derived cellulosic sugar |
US10499684B2 (en) | 2016-01-28 | 2019-12-10 | R.J. Reynolds Tobacco Company | Tobacco-derived flavorants |
US10625175B2 (en) | 2016-04-06 | 2020-04-21 | Kiinja Corporation | Extractor for high pressure extraction of a matrix |
US11305212B2 (en) | 2016-04-06 | 2022-04-19 | Kiinja Corporation | Multifunctional vessels for extraction and fractionation of extracts from biomass |
US11091446B2 (en) | 2017-03-24 | 2021-08-17 | R.J. Reynolds Tobacco Company | Methods of selectively forming substituted pyrazines |
US10390551B1 (en) | 2018-05-16 | 2019-08-27 | Black Acom Ventures | Processing lupines |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2908320A1 (de) * | 1979-03-03 | 1980-09-04 | Franz Kirchfeld Gmbh Kg | Verfahren zur entbitterung von alkaloidhaltigen oelsamen, insbesondere lupinenschrot |
WO1983000419A1 (en) * | 1981-08-06 | 1983-02-17 | Hussmann, Peter | Method and device for extracting bitter substances from bitter lupins |
EP0212882A2 (de) * | 1985-08-07 | 1987-03-04 | Wolverine Corporation | Mühle zur Herstellung von Getreideflocken |
EP0441672A1 (de) * | 1990-01-29 | 1991-08-14 | Commissariat A L'energie Atomique | Verfahren zur Extraktion von Bestandteilen aus pflanzlichen Stoffen durch selektive Lösungsmittel |
WO1997012524A2 (de) * | 1995-10-05 | 1997-04-10 | Mittex Anlagenbau Gmbh | Verfahren zur verarbeitung proteinhaltiger pflanzen |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL7511125A (nl) * | 1975-09-19 | 1977-03-22 | Stork Amsterdam | Werkwijze en installatie voor het winnen van olien uit oliehoudende grondstoffen. |
US4466923A (en) * | 1982-04-01 | 1984-08-21 | The United States Of America As Represented By The Secretary Of Agriculture | Supercritical CO2 extraction of lipids from lipid-containing materials |
DE3542075A1 (de) * | 1985-11-28 | 1987-06-04 | Bela Muehle Josef Bergmann Gmb | Verfahren zur verarbeitung von leguminosen, staerketraegern oder dergleichen material zu futtermitteln fuer monogastrier |
DE19858015A1 (de) * | 1998-12-16 | 2000-06-21 | Metallgesellschaft Ag | Verfahren zum Behandeln von Ölsaatflocken vor der Ölgewinnung |
-
2000
- 2000-03-09 HU HU0201348A patent/HUP0201348A3/hu unknown
- 2000-03-09 IL IL14525700A patent/IL145257A0/xx unknown
- 2000-03-09 DE DE50014965T patent/DE50014965D1/de not_active Expired - Lifetime
- 2000-03-09 PL PL00349893A patent/PL349893A1/xx not_active Application Discontinuation
- 2000-03-09 CZ CZ20013237A patent/CZ20013237A3/cs unknown
- 2000-03-09 CA CA002364040A patent/CA2364040A1/en not_active Abandoned
- 2000-03-09 AT AT00925107T patent/ATE385702T1/de not_active IP Right Cessation
- 2000-03-09 SK SK1307-2001A patent/SK13072001A3/sk unknown
- 2000-03-09 EP EP00925107A patent/EP1158871B1/de not_active Expired - Lifetime
- 2000-03-09 US US09/936,696 patent/US7074449B1/en not_active Expired - Fee Related
- 2000-03-09 AU AU43946/00A patent/AU780929B2/en not_active Ceased
- 2000-03-09 WO PCT/EP2000/002069 patent/WO2000054608A1/de active IP Right Grant
-
2001
- 2001-09-17 HR HR20010683A patent/HRP20010683A2/hr not_active Application Discontinuation
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2908320A1 (de) * | 1979-03-03 | 1980-09-04 | Franz Kirchfeld Gmbh Kg | Verfahren zur entbitterung von alkaloidhaltigen oelsamen, insbesondere lupinenschrot |
WO1983000419A1 (en) * | 1981-08-06 | 1983-02-17 | Hussmann, Peter | Method and device for extracting bitter substances from bitter lupins |
EP0212882A2 (de) * | 1985-08-07 | 1987-03-04 | Wolverine Corporation | Mühle zur Herstellung von Getreideflocken |
EP0441672A1 (de) * | 1990-01-29 | 1991-08-14 | Commissariat A L'energie Atomique | Verfahren zur Extraktion von Bestandteilen aus pflanzlichen Stoffen durch selektive Lösungsmittel |
WO1997012524A2 (de) * | 1995-10-05 | 1997-04-10 | Mittex Anlagenbau Gmbh | Verfahren zur verarbeitung proteinhaltiger pflanzen |
Non-Patent Citations (6)
Title |
---|
HEIMANN M: "Flaking mill theory and operation", OIL MILL GAZETTEER,US,HOUSTON, TX, vol. 101, no. 5, November 1995 (1995-11-01), pages 32 - 37, XP002093358, ISSN: 0030-1442 * |
ORTIZ J G F ET AL: "Extraction of alkaloids and oil from bitter lupin seed", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY,US,AMERICAN OIL CHEMISTS' SOCIETY. CHAMPAIGN, vol. 59, no. 5, 1 May 1982 (1982-05-01), pages 241 - 244, XP002092196, ISSN: 0003-021X * |
SMITH A K ET AL: "Soybeans. chemistry and technology", SOYBEANS, CHEMISTRY AND TECHNOLOGY,US,WESTPORT, CONNECTICUT, AVI PUBL. COMP, vol. 1, 1972, pages 97 - 98, XP002092198 * |
SNYDER ET AL: "Soybean Utilization", US,NEW YORK, VAN NOSTRAND REINHOLD, 1987, pages 82 - 85, XP002092199 * |
STAHL E ET AL: "Extraktion von Lupineöl mit überkritischem Kohlendioxid", FETTE, SEIFEN, ANSTRICHMITTEL,DE,INDUSTRIEVERLAG VON HERNHAUSSEN KG. HAMBURG, vol. 83, no. 12, 1981, pages 472 - 474, XP002092197 * |
TAHA F S ET AL: "Unconventional protein sources. I. Lupinus albus", AGRICULTURAL AND BIOLOGICAL CHEMISTRY,JP,JAPAN SOC. FOR BIOSCIENCE, BIOTECHNOLOGY AND AGROCHEM. TOKYO, vol. 46, no. 11, 1982, pages 2625 - 2629, XP002092195, ISSN: 0002-1369 * |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10064437A1 (de) * | 2000-12-22 | 2002-06-27 | Wolfgang Jaeggle | Verfahren zur Verarbeitung von Lupinenproteinen |
WO2003030652A1 (en) * | 2001-10-10 | 2003-04-17 | Burcon Nutrascience (Mb) Corp. | Flax protein isolate and production |
AU2002331497B2 (en) * | 2001-10-10 | 2007-11-29 | Burcon Nutrascience (Mb) Corp. | Flax protein isolate and production |
CN100374036C (zh) * | 2001-10-10 | 2008-03-12 | 伯康营养科学(Mb)公司 | 亚麻蛋白质分离物及其制备方法 |
KR100936074B1 (ko) * | 2001-10-10 | 2010-01-12 | 버콘 뉴트라사이언스 (엠비) 코포레이션 | 아마 단백질 분리물 및 제조방법 |
US7820226B2 (en) | 2001-10-10 | 2010-10-26 | Burcon Nutrascience (Mb) Corp. | Production of flax protein isolate |
WO2014068433A1 (de) * | 2012-11-02 | 2014-05-08 | Emsland-Stärke GmbH | Nahrungsmittelprodukt aus stärkehaltigen pflanzenteilen sowie verfahren zu seiner herstellung |
CN104936459A (zh) * | 2012-11-02 | 2015-09-23 | 恩斯兰淀粉有限公司 | 植物性粒子式营养产品及其制造方法 |
CZ305351B6 (cs) * | 2013-12-12 | 2015-08-12 | Univerzita Hradec Králové | Způsob získávání vlákniny |
Also Published As
Publication number | Publication date |
---|---|
US7074449B1 (en) | 2006-07-11 |
HUP0201348A2 (en) | 2002-08-28 |
SK13072001A3 (sk) | 2002-04-04 |
IL145257A0 (en) | 2002-06-30 |
CZ20013237A3 (cs) | 2002-02-13 |
EP1158871A1 (de) | 2001-12-05 |
CA2364040A1 (en) | 2000-09-21 |
ATE385702T1 (de) | 2008-03-15 |
EP1158871B1 (de) | 2008-02-13 |
AU4394600A (en) | 2000-10-04 |
PL349893A1 (en) | 2002-09-23 |
HUP0201348A3 (en) | 2007-05-02 |
AU780929B2 (en) | 2005-04-28 |
DE50014965D1 (de) | 2008-03-27 |
HRP20010683A2 (en) | 2002-12-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1158871B1 (de) | Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen | |
EP1024706B1 (de) | Verfahren zur behandlung und verarbeitung alkaloid-, öl- und proteinhaltiger lupinensamen | |
EP2400859B2 (de) | Verfahren zur gewinnung von proteinpräparaten aus sonnenblumensamen | |
DE2751572C2 (de) | ||
DE2600060A1 (de) | Verfahren zur gewinnung von protein aus pflanzenmaterial | |
DE2608782A1 (de) | Verfahren zur herstellung eines sojaproteinkonzentrats | |
DE2339794C2 (de) | ||
DE2032490A1 (de) | Verfahren zur Fraktionierung von ölhaltigen Samen | |
EP3681308B1 (de) | Verfahren zur gewinnung von proteinpräparaten aus ölsamen von sonnenblumen und/oder raps sowie proteinpräparat | |
DE60023646T2 (de) | Sojabohnenkeimfett bzw. -oel sowie verfahren zur herstellung von sojabohnenmaterial mit hoher keimkonzentration | |
EP3550004B1 (de) | Verfahren und vorrichtung zur industriellen verarbeitung von rapssaat unter gewinnung von kaltgepresstem raps-kernöl | |
DE19640992A1 (de) | Verfahren zur Verarbeitung proteinhaltiger Pflanzen | |
EP3681309B1 (de) | Proteinzutat aus ölsamen von sonnenblumen oder raps und deren herstellung | |
DE19912037B4 (de) | Verfahren zur Behandlung und Verarbeitung alkaloid-, öl- und proteinhaltiger Pflanzensamen | |
DE1492959C3 (de) | Verfahren zur Gewinnung von Abbauprodukten von Proteinen | |
EP3953442A1 (de) | Verfahren und vorrichtung zur industriellen gewinnung von rapskernöl und rapsproteinkonzentrat aus rapssaat | |
EP4337024A1 (de) | Proteinpräparat aus mandelsamen und verfahren zur herstellung | |
DE102021128016A1 (de) | Verfahren zur Gewinnung von Proteinen aus Rapspresskuchen | |
EP2654449B1 (de) | Verfahren zur fraktionierung von jatrophasamen | |
EP4152938A1 (de) | Verfahren zur gewinnung von proteinen aus einem nativen stoffgemenge aus soja oder aus sojamilch | |
EP3165099A1 (de) | Entölung und gleichzeitige entfernung von unerwünschten begleitstoffen aus bohnen mit überkritischem co2 | |
EP4093217A1 (de) | Verfahren zur gewinnung eines oder mehrerer proteinpräparate und ölfraktionen aus den samen von sonnenblumen oder raps | |
WO2004018069A1 (de) | Verfahren zur gewinnung einer ölfraktion und einer eiweiss-fraktion aus einer pflanzlichen ausgangssubstanz | |
WO2021160877A1 (de) | Proteinzutat und ölpräparat aus samen von macaubafrüchten und verfahren zur herstellung | |
DE10160042A1 (de) | Verfahren zur Aufbereitung einer Fischprotein enthaltenden Ausgangssubstanz |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): AE AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZA ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): GH GM KE LS MW SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG |
|
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
WWE | Wipo information: entry into national phase |
Ref document number: 2000925107 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: PV2001-3237 Country of ref document: CZ |
|
ENP | Entry into the national phase |
Ref document number: 2364040 Country of ref document: CA Kind code of ref document: A Ref document number: 2364040 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 13072001 Country of ref document: SK |
|
WWE | Wipo information: entry into national phase |
Ref document number: P20010683A Country of ref document: HR |
|
WWP | Wipo information: published in national office |
Ref document number: 2000925107 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: PV2001-3237 Country of ref document: CZ |
|
WWE | Wipo information: entry into national phase |
Ref document number: 09936696 Country of ref document: US |
|
REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
WWG | Wipo information: grant in national office |
Ref document number: 2000925107 Country of ref document: EP |