WO1999006527A2 - Agent for producing and/or processing alcoholic beverages, in particular wine or sparkling wine, and use of said agent - Google Patents
Agent for producing and/or processing alcoholic beverages, in particular wine or sparkling wine, and use of said agent Download PDFInfo
- Publication number
- WO1999006527A2 WO1999006527A2 PCT/EP1998/004726 EP9804726W WO9906527A2 WO 1999006527 A2 WO1999006527 A2 WO 1999006527A2 EP 9804726 W EP9804726 W EP 9804726W WO 9906527 A2 WO9906527 A2 WO 9906527A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cells
- enzymes
- microcapsules
- wine
- envelope membrane
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C5/00—Other raw materials for the preparation of beer
- C12C5/004—Enzymes
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C11/00—Fermentation processes for beer
- C12C11/02—Pitching yeast
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C11/00—Fermentation processes for beer
- C12C11/09—Fermentation with immobilised yeast
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12G—WINE; PREPARATION THEREOF; ALCOHOLIC BEVERAGES; PREPARATION OF ALCOHOLIC BEVERAGES NOT PROVIDED FOR IN SUBCLASSES C12C OR C12H
- C12G1/00—Preparation of wine or sparkling wine
- C12G1/02—Preparation of must from grapes; Must treatment and fermentation
- C12G1/0203—Preparation of must from grapes; Must treatment and fermentation by microbiological or enzymatic treatment
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12G—WINE; PREPARATION THEREOF; ALCOHOLIC BEVERAGES; PREPARATION OF ALCOHOLIC BEVERAGES NOT PROVIDED FOR IN SUBCLASSES C12C OR C12H
- C12G1/00—Preparation of wine or sparkling wine
- C12G1/06—Preparation of sparkling wine; Impregnation of wine with carbon dioxide
- C12G1/064—Preparation of sparkling wine; Impregnation of wine with carbon dioxide using enclosed yeast
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/04—Enzymes or microbial cells immobilised on or in an organic carrier entrapped within the carrier, e.g. gel or hollow fibres
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Definitions
- the invention relates to an agent for the production and / or treatment of alcoholic beverages, in particular wine or sparkling wine, according to the preamble of the main claim and to the uses thereof.
- microorganisms in particular yeasts
- yeasts are used for alcoholic fermentation in the production of alcoholic beverages, in particular wine or sparkling wine.
- further species of microorganisms and enzymes are added to the product or precursors thereof.
- lactic acid bacteria are used to break down malic acid and pectinases to accelerate must clarification.
- the process of alcoholic fermentation can be interrupted by measures such as rapid cooling, the addition of sulfur dioxide or filtration.
- these methods of inactivating the yeast are complex, can only be controlled with imprecision and can impair the quality of the product. This means that the use of different species of yeast at different times is costly.
- Enzymes such as proteases to break down peptides and proteins, are added to the product or precursors thereof in liquid form.
- the inactivation of enzymes is usually carried out by heating, which can be associated with an impairment of the product and a reuse of the sometimes expensive enzymes.
- Bottle fermentation agents in sparkling wine production consist of yeasts immobilized in alginate beads (G. Troost et. Al., Sekt, Sparkling Wine, Perlwein, Stuttgart 1995 and DE 39 08 997 A1). With this, the time-consuming manual shaking of the fine yeast deposit could be replaced by the rapid sinking of the alginate beads in the champagne bottle.
- a disadvantage of such agents, in which the beads are not surrounded by a cell-free envelope membrane, is, however, that they do not have a high mechanical stability and cannot sufficiently prevent outgrowth, in particular relatively small microorganisms, so that microorganisms remain in the product after the beads have been separated off can. Multiple use of such funds is therefore difficult to implement. Furthermore, due to their small size, enzymes cannot generally be immobilized in such alginate beads.
- biocatalysts preferably yeasts
- the biocatalysts are contained in a matrix of an anionic polysaccharide and a cationic polymer.
- the microcapsules do not have a cell-free envelope membrane, so that yeast outgrowth cannot be adequately prevented.
- a sufficiently safe immobilization of smaller biocatalysts, such as enzymes, is hardly possible.
- US 4,659,662 describes a process for producing alcoholic beverages or bioalcohol using microcapsules containing yeast.
- the yeasts can be embedded in a matrix material which is additionally surrounded by an envelope membrane which, however, is identical to the matrix material.
- Yeasts immobilized in calcium alginate are mentioned as an example.
- the envelope membrane consists of only one layer and is also permeated by cells, i. H. not cell-free. Outgrowth of the yeasts can therefore not be prevented sufficiently and immobilization of enzymes with sufficient long-term stability is hardly possible.
- DE 34 32 923 C2 relates to biocatalysts with immobilized cells which are surrounded by a single-layer, cell-free envelope membrane.
- the envelope membrane surrounding the interior of the capsule and not permeable to the cells can consist of an ionically or covalently crosslinked gel. Sparkling wine production is cited as an example of use.
- the envelope membrane preferably consists of the same substance as the matrix material in the interior of the capsule.
- the crosslinking agent for example calcium ions, beads which are present in excess, here made of calcium alginate, are again added to a cell-free substance which forms the envelope membrane, here an alginate solution.
- the disadvantage here is that liquefaction of the capsule contents is not possible without dissolving the envelope membrane.
- a liquefied capsule interior enables the natural conformation and thus the activity of the enzyme to be retained.
- the requirements such as targeted adjustability of the permeability and a sufficiently high mechanical stability, can hardly be achieved.
- the object of the invention is to provide a means for producing and / or treating alcoholic beverages, in particular wine or sparkling wine, according to the preamble of the main claim, in which the cells or enzymes are permanently immobilized, in which the permeability and the mechanical stability of the envelope membrane can be specifically adjusted, and the content of the microcapsules can be liquefied.
- the invention has for its object to show uses of the agent according to the invention.
- the species of microorganisms and / or enzymes used for the production and / or treatment of alcoholic beverages, in particular wine or sparkling wine, are immobilized in that they are contained in the interior of a microcapsule and in that an envelope membrane completely surrounds the interior of the capsule. Leakage of the microorganisms or enzymes is prevented by the fact that the envelope membrane is not permeable to these microorganisms or enzymes.
- the envelope membrane is for the substances to be converted (educts), which also include the nutrients necessary for the microorganisms, for example glucose, and for at least some of the generated or converted substances (products), such as alcohol and carbon dioxide, permeable.
- an envelope membrane which has at least two layers arranged radially one above the other, each layer completely enclosing all layers arranged radially below it.
- the individual layers are advantageously connected to one another ionically and / or covalently.
- the microcapsules can also be used in larger bioreactors without the microcapsules being crushed or bursting. This increased stability also enables the interior of the capsule to be liquefied without the microcapsules becoming mechanically unstable as a result.
- the permeability of the envelope membrane can be set in a targeted manner by a suitable selection of the at least two layers, which is of crucial importance for the immobilization of enzymes.
- the outer layers, but also the innermost layer of the envelope membrane preferably do not have any of the cells or enzymes contained in the interior of the microcapsules.
- At least two layers of the envelope membrane preferably consist of different substances.
- an outer layer can consist of a substance that ensures a high mechanical stability of the microcapsules
- an inner layer consists of a substance that enables a targeted adjustment of the permeability of this layer and thus the envelope membrane.
- the cells or enzymes contained in the interior of the microcapsule are embedded in a matrix.
- This matrix can be constructed from an alginate compound of a polyvalent cation, for example calcium, strontium, barium, aluminum and / or iron.
- the cells or enzymes are freely movable in a liquid inside the microcapsule, which is particularly advantageous for maintaining the natural conformation of the enzymes.
- the natural activity of the cells or enzymes is retained despite the immobilization.
- the microcapsules are produced by precipitation of drops of a solution containing the cells or enzymes using a crosslinking agent, the interior of the capsule can be liquefied again after the layers of the envelope membrane have been applied.
- the substance of the matrix inside the capsule consists of calcium alginate, for example, the polyvalent metal cation can be exchanged for monovalent cations, for example sodium or potassium, in order to liquefy the interior of the microcapsule again.
- At least one layer of the envelope membrane consists of a substance different from the substance embedding the cells or enzymes and forming the matrix.
- the single-layered envelope membrane of which consists of the same substance as the matrix in the interior of the capsule this liquefaction of the interior of the capsule is not possible, since the envelope membrane would also dissolve here.
- a matrix of calcium alginate can be liquefied by introducing the microcapsules into an aqueous solution containing sodium citrate, which causes the calcium ions to be exchanged for sodium ions.
- These microcapsules used for example in wine production, preferentially bind multivalent ions from the substrate to be reacted, such as grape juice, which has an advantageous effect. If the matrix of these microcapsules again has an excessively high content of polyvalent cations, treatment with a solution containing monovalent cations can regenerate it.
- Microcapsules with an envelope membrane both from one layer and from several layers are known in medicine for immobilizing cells or enzymes.
- Langerhans cells were enclosed in a microcapsule, the envelope membrane of which was composed of a layer consisting of alginate and poly-L-lysine (F. Lim et. Al., Science, 210 (1980) 908-910).
- EP-A-681834 microcapsules the shell membrane of which is composed of several layers, for insertion into tissue of living beings described.
- Such microcapsules place demands on tissue compatibility, a low immune response and on the replaceability in living tissue.
- microcapsules with a multi-layered envelope membrane By optimizing the structure of microcapsules with a multi-layered envelope membrane with regard to the production or treatment of alcoholic beverages, corresponding microorganisms, such as yeasts or lactic acid bacteria used in alcoholic fermentation, and / or enzymes can be immobilized. , In particular, it must be ensured in the immobilization of yeasts for fermentation stability despite the production of carbon dioxide and a rapid growth of the yeast cells. This is achieved by means of microcapsules with enveloping membranes which have at least two layers arranged radially one above the other.
- the agent according to the invention has the advantage over agents known in the manufacture of alcoholic beverages that the enclosed cells or enzymes are permanently immobilized and, due to the simple handling, can be added in a convenient dosage and can also be easily, quickly and completely removed from the product. This makes it possible to influence the individual production steps in a targeted manner without impairing the quality of the product.
- the cells or microcapsules containing enzymes can be reused, which leads to cost savings, in particular in the case of expensive enzymes.
- due to the voids present between the capsules even in the case of sedimented microcapsules and the easy mobility of the microcapsules in a liquid a good mass transfer, in particular gas exchange during alcoholic fermentation, is ensured.
- the envelope membrane impermeable to active substances and / or microorganisms located outside the microcapsule which could impair the activity of the cells or enzymes contained in the interior of the capsule.
- some species of yeast used in winemaking produce toxins that are harmful to other species of microorganisms.
- the envelope membrane of which is not permeable to such toxins, such microorganisms or enzymes can be used together in, for example, wine production.
- the microcapsules contain as microorganisms at least one yeast species used in wine production.
- the microcapsules contain at least one species of lactic acid bacteria, which are used in the biological acid degradation for wine treatment.
- Microcapsules which contain enzymes used in particular in wine or sparkling wine production, such as pectinases, glucanases, ⁇ -glucosidases, proteases and / or glucose-fructose isomerases, are advantageously suitable as agents for the production or treatment of alcoholic beverages.
- the activity of the immobilized cells or enzymes increasing enzymes can also be included in a microcapsule.
- a cation exchanger in a microcapsule containing lactic acid bacteria, the pH value can be determined at the location of the lactic acid bacteria by replacing hydronium ions with, for example, potassium ions and thus increasing the activity of the lactic acid bacteria.
- Further examples of the activity-increasing substances are vitamins, such as vitamin B, or growth-promoting proteins.
- At least one layer of the envelope membrane is preferably constructed from at least one polymer.
- a polyelectrolyte complex which consists of at least one polycation and one polyanion is advantageously suitable as the polymer.
- Suitable polyanions are, for example, polyacrylic acid, polymethacrylic acid, polyvinylsulfonic acid, polyvinylphosphonic acid, alginic acid, cellulose derivatives, in particular carboxymethyl cellulose or cellulose-sulfuric acid esters, shellac or constituents of shellac, such as aleuritic acid or shellolic acid.
- Suitable polycations are, for example, polyethyleneimine, polydimethyldiallylammonium, poly-L-lysine or chitosan.
- the polyanions or polycations advantageously have an average degree of polymerization of more than 100, preferably 100 to 15,000.
- Polymers with a narrow molecular weight distribution for example synthetic polyelectrolyte complexes made from polyacrylic acid or polymethacrylic acid with polyethyleneimine, are preferably used for the targeted adjustment of the permeability of the envelope membrane for the permeability-determining layer (standard layer).
- the permeability for a small protein of the size of about 60 kD was determined through a control layer made of polyethyleneimine (PEl) (molecular weight 1,000,000) and polyacrylic acid (PAS). Table 1 shows the proportion of the protein diffused from the microcapsules as a function of the degree of polymerization of PAS after 60 hours of shaking.
- the permeability of the control layer is determined by the polyions, here as polyanion polyacrylic acid, which have a low degree of polymerization, while the counterions, here as polycation polyethyleneimine, form the framework with a high degree of polymerization.
- polyelectrolyte complexes with a polyion with a high degree of polymerization have a higher strength than those with a low degree of polymerization.
- polyions with a degree of polymerization above 50,000 are preferred.
- At least one control layer with a degree of polymerization of the polyanion or polycation of 100 to 1,000 is preferred, the counterions forming the framework, polycations or polyanions, having higher degrees of polymerization.
- higher degrees of polymerization are sufficient to immobilize microorganisms, such as yeasts; degrees of polymerization of the polyanion or polycation of the control layer from 1,000 to 15,000 are preferred, the counterions, polycations or polyanions forming the framework also having a higher degree of polymerization here.
- Polyions with high degrees of polymerization have the advantage of high strength of the layer in question.
- polyelectrolyte complexes of synthetic polycations or polyanions with high degrees of polymerization of more than 10,000 are advantageously used.
- Natural polycations and anions such as alginic acid and chitosan or cellulose derivatives, in which a broad molar mass distribution does not have a disruptive effect, can also advantageously be used.
- Table 2 lists examples of substances in the layers of the envelope membrane, the first line of which indicates whether this structure is preferably suitable for immobilizing yeasts and / or enzymes.
- the core can have an alginate which can be liquefied after the layers have been applied.
- the layer structure from inside to outside is given. With a larger number of layers, for example 4 or more layers, an even higher stability of the envelope membrane can be achieved.
- natural rubber, polystyrene and / or polymethyl methacrylate or a mixture thereof with one or more polyelectrolyte complexes are also suitable as polymers for building up a layer of the envelope membrane.
- the invention also relates to two uses of the agent according to the invention. So the agent can be used to produce beer. Microcapsules containing cells from one or more species of yeast used in beer production are to be used for this purpose. The agent can also be used to produce low molecular weight alcohols, such as methanol and / or ethanol, microcapsules containing yeasts suitable for producing alcohol in high yields being used.
- low molecular weight alcohols such as methanol and / or ethanol
- the microcapsules are to be introduced into a grape, berry and / or other fruit juice, for example apple juice, or a wine.
- the microcapsules remain in the solution until the partial or complete conversion, for example alcoholic fermentation, has taken place.
- the microcapsules are then removed from the solution.
- this process has the decisive advantage that the cells or enzymes used in the production or treatment process can be removed easily, quickly and completely in the last step of the process . So that's it The residence time of the microorganisms or enzymes in the solution can be set very precisely.
- the microcapsules Due to the size of the microcapsules, preferably diameters of half a millimeter to a few millimeters, the microcapsules can be removed easily and completely from the solution. Mechanical methods are suitable for this, for example by means of a sieve, or decanting the supernatant liquid after the microcapsules have been sedimented beforehand. With these types of removal, the microcapsules are not destroyed, so that they can be reused, if necessary, after being stored in a nutrient solution. This can reduce production costs, particularly in the case of expensive enzymes.
- the solution is advantageously tempered, at least in the area of the microcapsules, in such a way that the cells or enzymes have optimal activity, taking into account any possible influence on the quality of the product.
- Different microorganisms or enzymes immobilized in microcapsules can be used simultaneously or / and at different times.
- the different microcapsules can be added to the solution one after the other and removed together, or the process steps of introducing, lingering, and removing can be repeated several times with the same solution using different cells or enzymes immobilized in microcapsules.
- the use of different microorganisms or enzymes can thus be used to increase the complexity of a wine, for example.
- a fluidized bed reactor containing the agents according to the invention can be used as the bioreactor for producing low molecular weight alcohols, in particular ethanol, or alcoholic beverages, in particular wine or sparkling wine.
- Suitable reactor types are also shown in Lüders, Technologie mit immobilobilen Hefen ', Brauwelt 1994, 57.
- the bioreactor can also have at least one tube in which the microcapsules are contained.
- the two openings of the tube are advantageously closed with sieves which retain the microcapsules. This eliminates separating the microcapsules from the reacted solution.
- the diameter of suitable tubes is preferably in the range of one to several centimeters.
- the liquid to be converted is passed through the tube, it being possible for a plurality of tubes to be connected to one another in parallel and / or in series.
- tubes of the same content are preferably connected in parallel, with groups of tubes of different content connected in parallel being connected in series. It can also be advantageous to connect individual tubes in series so that the solution flows through the tubes one after the other.
- a single tube or groups of tubes advantageously has a common temperature-controlled jacket.
- the activity of the cells or enzymes can be specifically reduced by cooling the microcapsules enclosed in the tubes.
- the liquid to be fermented containing glucose
- the mixer from the storage tank. There it is mixed with the reflux from the heater and then fed into the bioreactor filled with microcapsules, where the actual conversion of carbohydrates into alcohol takes place.
- the alcohol is then separated in the heating vessel and in the distillation column and collected in the main product collection vessel.
- the alcohol is separated from the rest of the liquid using the different boiling points. After cooling in the heat exchanger, the residual liquid from the heater can be re-enriched with fresh liquid in the mixer and returned to the bioreactor.
- a plant for the production of alcoholic beverages has a very simplified structure.
- the liquid to be fermented is fed from a storage vessel into a bioreactor according to the invention, where the liquid remains or circulates through, for example, a tube reactor.
- the alcohol-containing product is passed out of the bioreactor into a collecting vessel after a time required for a partial or complete reaction.
- the attached figure shows the schematic structure of a continuous plant for alcohol production.
- the liquid to be fermented is fed from a storage container (1) into a mixer (2), where it mixes with the liquid flowing back from the heater (4).
- This mixture is converted into alcohol in the bioreactor (3) by yeasts immobilized in the agent according to the invention.
- the alcohol-containing liquid is fed into a heater (4).
- An alcohol-containing gas phase is passed from it into a distillation column (5). There, the different boiling point of the alcohol compared to water is used to enrich the alcohol that is collected in the collecting vessel for the main product (6).
- the low-alcohol part of the pre-fermented liquid is led out of the heater, cooled in a heat exchanger (8) and returned to the mixer (2). So that the liquid in the circuit maintains a minimum content of substances to be converted, in particular glucose, part of the aqueous portion is regularly removed from the heater (4) and collected as a by-product in a collecting vessel (7).
- microcapsules thus obtained were then washed with water and then introduced again into the polyethyleneimine and the carboxymethylcellulose solution. After rinsing with water, the microcapsules were stored in water.
- the microcapsules had a two-layer envelope membrane, each layer consisting of the polyelectrolyte complex polyethyleneimine / carboxymethyl cellulose. Because the calcium alginate beads containing the cells were first produced and the layers of the envelope membrane were subsequently applied, the layers of the envelope membrane had no yeast cells which could grow out of the microcapsules. The yeasts immobilized in this way had the same activity as yeasts immobilized in uncoated calcium alginate beads.
Abstract
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP98945106A EP1002048A2 (en) | 1997-07-30 | 1998-07-29 | Agent for producing and/or processing alcoholic beverages, in particular wine or sparkling wine, and use of said agent |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19732710.9 | 1997-07-30 | ||
DE19732710 | 1997-07-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1999006527A2 true WO1999006527A2 (en) | 1999-02-11 |
WO1999006527A3 WO1999006527A3 (en) | 1999-04-22 |
Family
ID=7837297
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1998/004726 WO1999006527A2 (en) | 1997-07-30 | 1998-07-29 | Agent for producing and/or processing alcoholic beverages, in particular wine or sparkling wine, and use of said agent |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP1002048A2 (en) |
DE (1) | DE19834262A1 (en) |
WO (1) | WO1999006527A2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004103351A1 (en) * | 2003-05-21 | 2004-12-02 | The University Of Manchester | Carrier particles |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0133346A2 (en) * | 1983-07-01 | 1985-02-20 | Keith Robert Thomas | Method and apparatus for secondary fermentation and vessel containing beverage |
DD296840A5 (en) * | 1986-02-28 | 1991-12-19 | Berlin-Chemie Ag,De | PROCESS FOR THE PREPARATION OF DIGESTIVE CYMIC PROTECTED ORAL APPLICABLE MEDICAMENTS |
WO1994023832A1 (en) * | 1993-04-13 | 1994-10-27 | Coletica | Use of a transacylation reaction between an esterified polysaccharide and a polyamine to form a membrane at least on the surface of gelled particles in an aqueous medium, resulting particles, preparation methods therefor and compositions containing same |
EP0681834A1 (en) * | 1994-05-05 | 1995-11-15 | Jürgen SCHREZENMEIR | Microcapsule as well as a method and a device to produce it |
US5627062A (en) * | 1988-07-07 | 1997-05-06 | Champagne Moet & Chandon | Preparation of a dehydrated polysaccharide gel containing microorganisms and a hydrophilic substance for producing fermented drinks |
-
1998
- 1998-07-29 WO PCT/EP1998/004726 patent/WO1999006527A2/en not_active Application Discontinuation
- 1998-07-29 EP EP98945106A patent/EP1002048A2/en not_active Withdrawn
- 1998-07-30 DE DE19834262A patent/DE19834262A1/en not_active Withdrawn
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0133346A2 (en) * | 1983-07-01 | 1985-02-20 | Keith Robert Thomas | Method and apparatus for secondary fermentation and vessel containing beverage |
DD296840A5 (en) * | 1986-02-28 | 1991-12-19 | Berlin-Chemie Ag,De | PROCESS FOR THE PREPARATION OF DIGESTIVE CYMIC PROTECTED ORAL APPLICABLE MEDICAMENTS |
US5627062A (en) * | 1988-07-07 | 1997-05-06 | Champagne Moet & Chandon | Preparation of a dehydrated polysaccharide gel containing microorganisms and a hydrophilic substance for producing fermented drinks |
WO1994023832A1 (en) * | 1993-04-13 | 1994-10-27 | Coletica | Use of a transacylation reaction between an esterified polysaccharide and a polyamine to form a membrane at least on the surface of gelled particles in an aqueous medium, resulting particles, preparation methods therefor and compositions containing same |
EP0681834A1 (en) * | 1994-05-05 | 1995-11-15 | Jürgen SCHREZENMEIR | Microcapsule as well as a method and a device to produce it |
Non-Patent Citations (1)
Title |
---|
See also references of EP1002048A2 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004103351A1 (en) * | 2003-05-21 | 2004-12-02 | The University Of Manchester | Carrier particles |
Also Published As
Publication number | Publication date |
---|---|
DE19834262A1 (en) | 1999-04-01 |
WO1999006527A3 (en) | 1999-04-22 |
EP1002048A2 (en) | 2000-05-24 |
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