WO2006100308A2 - Composition - Google Patents

Composition Download PDF

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Publication number
WO2006100308A2
WO2006100308A2 PCT/EP2006/061042 EP2006061042W WO2006100308A2 WO 2006100308 A2 WO2006100308 A2 WO 2006100308A2 EP 2006061042 W EP2006061042 W EP 2006061042W WO 2006100308 A2 WO2006100308 A2 WO 2006100308A2
Authority
WO
WIPO (PCT)
Prior art keywords
composition
cell
microcapsule
yeast
autolysed
Prior art date
Application number
PCT/EP2006/061042
Other languages
English (en)
Other versions
WO2006100308A3 (fr
Inventor
Andrew Round
Gordon Nelson
Original Assignee
Micap Plc
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 Micap Plc filed Critical Micap Plc
Publication of WO2006100308A2 publication Critical patent/WO2006100308A2/fr
Publication of WO2006100308A3 publication Critical patent/WO2006100308A3/fr

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5005Wall or coating material
    • A61K9/5063Compounds of unknown constitution, e.g. material from plants or animals
    • A61K9/5068Cell membranes or bacterial membranes enclosing drugs
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02Making microcapsules or microballoons

Definitions

  • the microcapsule is derived from Saccharomyces cerevisiae, such as common bakers yeast and yeast obtainable as a byproduct of ethanol biofuel production.
  • the microcapsule is a by-product of a biofuel process i.e. the microcapsule is preferably derived from a biofue! yeast.
  • the encapsulatable material may be derived from a lipophobic compound and which is made lipophilic by chemical modification, such as for example esterification, the addition of an alkyl group etc. without substantially compromising efficacy of the encapsulatable material, Hydrophilic compounds may be rendered lipophilic by pH adjustment thus improving their suitability for encapsulation.
  • the encapsulatable material may further comprise a carrier.
  • the encapsulatable material is a crystalline solid soluble in the presence of the carrier.
  • the carrier facilitates encapsulation of the encapsulatable material.
  • the carrier is preferably non-miscible with water.
  • the carrier is organic and has a molecular weight in the range of 100 - 700. More preferably, the carrier is not miscible with water.
  • the carrier is selected for a particular encapsulatable material.
  • phytotoxic carriers are less appropriate to herbicide applications.
  • the carrier may comprise any one or more of the following:
  • composition of the present invention may be formulated as a dry or liquid (emulsion or suspension) syrup, a sachet, a chewable, a chewing gum, an orodispersible, a dispersible effervescent, a dispersible tablet, a compressed buccal tablet, a compressed sublingual tablet, a chewable tablet, a melt-in-the- mouth, a lozenge, a paste, a powder, a gel, a tablet, a compressed sweet, a boiled sweet, a cream, a suppository, a snuff, a spray, an aerosol, a pessary, or an ointment.
  • a dry or liquid (emulsion or suspension) syrup a sachet
  • a chewable a chewing gum
  • an orodispersible a dispersible effervescent
  • a dispersible tablet a compressed buccal tablet, a compressed sublingual tablet, a chewable tablet, a melt-in
  • the pesticidal compound may be a peptide or polypeptide.
  • the pesticidal compound may comprise an enzyme.
  • the composition may additionally comprise an enzyme inhibitor to mitigate the loss of efficacy of the enzyme via proteinases.
  • pesticidal compounds useful in conjunction with the present invention include: chlorinated hydrocarbons (e.g., DDT), carbamates (e.g., carbaryl), organophosphates (e.g., malathion), pyrethroids (e.g., cypermethrin), insect growth regulators (e.g., difiubenzuron and methoprene), benzoylurea, organochlorides, oximecarbamates, nicotinoids, pyrazole (acaricide), insecticide synergists, e.g. metabolism disrupters and rodenticides (eg. coumarins) .
  • actives are well known to a person skilled in the art.
  • the biocidally active compound may be a fungicide and/or a bactericide, such as, for example antibiotics etc.
  • the biocidally active compound may be selected from phenols and cresols, acids and esters, alkalis, chlorine release agents, iodine compounds, quaternary ammonium compounds, biguanides, diamidines, aldehydes, alcohols, heavy metal derivatives, vapour phase disinfectants, sulphates and nitrites, for example.
  • Essential oils most abundant components include one or more Mono-, di- and sesqui- terpenoids (mevalonic acid derived constituents); phenylpropanoids; alkanes (and alkane derivatives, such as alcohols, aldehydes, and carboxylic acids), alkenes, alkynes and derivatives thereof.
  • Cinnamon leaf Cinnamomum zellanicum Ceylon
  • Clove or clove bud Esugenia caryophyllata Madagascar extra; Syzygium aromaticum L./Eugenia aromaticum
  • essential oil includes the naturally occurring extractable plant oils, mixtures thereof, or one or more of the components found in extractable plant oils, whether naturally or artificially synthesized.
  • the term also includes derivatives and analogues of the components found in extractable plant oils.
  • the biocida ⁇ ly active compound may be triclosan (obtainable from Cambiochem California, USA of EMD Biosciences inc., an affiliate of Merck, Germany
  • the encapsulatabie material may have a pH in the range pH1.0 -12.0, preferably pH4-9.
  • formulations are prepared in a known manner, for example by mixing the composition, with extenders, that is, liquid solvents, pressurized liquefied gases and/or solid carriers, optionally with the use of surface-active agents, that is, emulsifying agents and/or dispersing agents, and/or foam-forming agents.
  • extenders that is, liquid solvents, pressurized liquefied gases and/or solid carriers
  • surface-active agents that is, emulsifying agents and/or dispersing agents, and/or foam-forming agents.
  • organic solvents can, for example, also be used as auxiliary solvents.
  • liquid solvents there are suitable in the main: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example mineral oil fractions, alcohols, such as butanol or glycol as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly poSar sofvents ; such as dimethylformamide and dimethyl sulph ⁇ x ⁇ de, as well as water; by liquefied gaseous extenders or carriers are meant liquids which are gaseous at ambient temperature and under atmospheric pressure, for example aerosol propellent, such as halogenated hydrocarbons as well as butane, propane, nitrogen and carbon
  • colourants such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue
  • organic dyestuffs such as alizarin dy ⁇ stuffs, azo dyestuffs and metal phthaiocyanine dyestuffs, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • Garlic oil (ex. Firmenich) was encapsulated in washed ethanol yeast from Biofuel (Saccharomyces cerevisiae). Garlic oil was encapsulated to 33% w/w using a ratio of 1 part flavour to 2 parts yeast (in a yeast slurry/solution of 30% D/S); the encapsulation was performed under constant agitation of at least 500rpm.
  • the agitation for encapsulation is completed using a high shear mixer, more preferable a propeller or impellor more preferably still a flat blade stirrer.
  • the encapsulation is completed at 50-60°C, more preferably at 30- 40°C or more preferably still at 40-50°C.
  • a method of producing a microbially encapsulated exogenous material wherein the microcapsule comprises an autolysed microbial cell and the method comprises the steps of contacting the autolysed microbial cell with the encapsuiatable material such that the encapsulatabte material is substantially encapsulated within the autolysed microbial cell.
  • Figs. 9 a - d are electronmicrograph images of further processed yeast when viewed using scanning electron microscope (SEM)
  • Fig. 12 is a bar graph illustrating the encapsulation efficiency of a method according to the present invention for improving the efficiency of encapsulation.
  • Processed yeast cells 60g were added to distilled water (240g). Carbinol (24.99g) was added to the yeast cell wall slurry and the flavour encapsulated for 4 hours at 40°C. This sample was then spray dried without any separation or washing step.
  • the 3 processed yeast cells of the present invention were used to encapsulate a general fragrance
  • the recipe used to encapsulate in processed yeast cells was 1 part fragrance to 2 parts yeast cell walls to 8 parts water e.g. 50g fragrance, 100g of yeast cell walls and 400g of distilled water. More water was added to the recipe used for the further processed yeast cells, 1 :2:10, and for the extremely processed yeast cells a recipe of 50g of flavour and 100g of extremely processed yeast cell walls and 1000g of distilled water was used. This extra water was added to make the encapsulation mixture homogenous in order for encapsulation to occur.
  • yeast cell walls processed, further or extremely processed yeast cells
  • de-odorized yeast extremely processed bleached yeast
  • yeast cell fragments ex. Bio-Springer, Lesaffre
  • whole yeast active and inactive dried bakers yeast, active and inactive yeast cake, active and inactive yeast cream
  • any autolysed yeast e.g. autolysed yeast ex.Quest, ex.Chemoforma / Probio
  • bacteria both active and inactive (preferably in a dried form).
  • Maltodextrin potato or corn, starch (capsul), gum (Arabic) etc, solutions of these materials can be made from 1-45% solids and added to the "initial encapsulation".
  • Example 6 Processed. yeast cells 20% addition to Biofuel yeast during the encapsulation of crispy bacon
  • Example 11 Processed yeast cells 40% addition to Biofuel yeast during the encapsulation of roast garlic
  • Example 14 Processed yeast cells 40% addition to Biofuel veast during the encapsulation of ibuprofen using benzyl alcohol as a carrier
  • Processed yeast cells 100g were mixed until homogenous with 600g of distilled water and then this processed yeast cell (cell wall) solution was added to the yeast encapsulation mixture. The sample was then mixed for a further 60 minutes at 40°C and then spray dried at 210°C inlet 90°C outlet.
  • HAT yeast cell walls 100g are dispersed in water (650g) for 10 minutes - 1 hour (preferably 30 minutes) at 40°C (preferably) (10-70°C would be the range) at 500rpm (range of speeds and mixers) until homogenous.
  • Oleic acid 50g was then added and sample continuously mixed for 4 hours at 40°C (range of time 10 minutes - 24 hours and temperatures from 10-70°C) before being spray dried (no centrifugation).
  • the standard method comprises adding the microcapsules, yeast, to water, add the flavour /active and mix, Maltodextrin or yeast eel! walls to mop-up any non- encapsulated active/flavour can then be added to the mix. Additional water is subsequently added to the mixture to allow the mixture to be spray dried: - 500Kg of washed Biofuei to 1200Kg of water mix until homogenous (40C)

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Botany (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biophysics (AREA)
  • Cell Biology (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Dispersion Chemistry (AREA)
  • Zoology (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne une composition renfermant une microcapsule et une substance encapsulable, la microcapsule comprenant une cellule microbienne autolysée dotée d'une paroi et la substance encapsulable étant sensiblement encapsulée dans la paroi de la cellule, et un procédé d'encapsulation.
PCT/EP2006/061042 2005-03-24 2006-03-24 Composition WO2006100308A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0506044.7 2005-03-24
GB0506044A GB2424408A (en) 2005-03-24 2005-03-24 Encapsulation using microbial cells

Publications (2)

Publication Number Publication Date
WO2006100308A2 true WO2006100308A2 (fr) 2006-09-28
WO2006100308A3 WO2006100308A3 (fr) 2007-02-22

Family

ID=34531797

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/061042 WO2006100308A2 (fr) 2005-03-24 2006-03-24 Composition

Country Status (2)

Country Link
GB (1) GB2424408A (fr)
WO (1) WO2006100308A2 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010136754A1 (fr) 2009-05-26 2010-12-02 Plant Bioscience Limited Nouveaux polypeptides ayant une activité endolysine et utilisations de ceux-ci
DE102009040624B3 (de) * 2009-09-08 2011-02-03 Bruno Gruber Verwendung von getrockneten Wasserkefirkörnern
US8329617B2 (en) 2007-11-06 2012-12-11 Plant Bioscience Limited Compositions and methods for synergistic manipulation of plant and insect defenses
CN104759242A (zh) * 2015-03-31 2015-07-08 浙江工业大学 一种利用酵母菌合成金属有机骨架中空结构胶囊的方法
US9655360B2 (en) 2004-01-23 2017-05-23 Eden Research Plc Nematicidal compositions and methods of using them
WO2017093148A1 (fr) * 2015-12-01 2017-06-08 Ingwermat Limited Composition molluscicide contenant un aldéhyde aliphatique encapsulé
US10258033B2 (en) 2005-11-30 2019-04-16 Eden Research Plc Compositions and methods comprising terpenes or terpene mixtures selected from thymol, eugenol, geraniol, citral and L-carvone
US10383329B2 (en) 2012-11-21 2019-08-20 Eden Research Plc Preservatives
US10638750B2 (en) 2004-05-20 2020-05-05 Eden Research Plc Compositions containing a hollow glucan particle or a cell wall particle encapsulating a terpene component, methods of making and using them
US10667512B2 (en) 2005-11-30 2020-06-02 Eden Research Plc Terpene-containing compositions and methods of making and using them

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2016011413A (es) * 2014-03-05 2017-02-28 Novozymes As Formulaciones que comprenden xiloglucano polimérico como portador para agentes agronómicamente beneficiosos.
GB201507279D0 (en) * 2015-04-29 2015-06-10 Brien Sean L O Odontalgic preparation
CN113016864B (zh) * 2021-04-20 2023-11-28 甘肃农业大学 肉干保鲜剂的制备方法

Citations (4)

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Publication number Priority date Publication date Assignee Title
FR2179258A1 (fr) * 1972-04-07 1973-11-16 Stichting Bedrijven Van Het
US4696863A (en) * 1984-08-28 1987-09-29 Mitsubishi Paper Mills, Ltd. Biocapsule
EP0460945A2 (fr) * 1990-06-05 1991-12-11 Mitsubishi Paper Mills, Ltd. Procédé de fabrication de microcapsules
EP0566347A2 (fr) * 1992-04-16 1993-10-20 Cpc International Inc. Emploi de produits de débris cellulaires de levures

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FR2179528A1 (en) * 1972-04-11 1973-11-23 Serozym Laboratoires Modification of micro-organisms - by addition of neodymium or magnesium chlorides or onion juice
FR2546905B1 (fr) * 1983-06-01 1986-06-27 Univ Victor Segalen Bordeaux 2 Procede de prevention et traitement des arrets de fermentation en vinification
JP3769057B2 (ja) * 1994-11-17 2006-04-19 麒麟麦酒株式会社 マイクロカプセルの製造方法
IT1294369B1 (it) * 1997-08-29 1999-03-24 Dox Al Italia Spa Microorganismi inattivati contenenti minerali, processo per la loro preparazione e loro uso in campo alimentare
DE10003241A1 (de) * 2000-01-26 2001-08-02 Werner Lubitz Verschließen von Bakterienghosts

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Publication number Priority date Publication date Assignee Title
FR2179258A1 (fr) * 1972-04-07 1973-11-16 Stichting Bedrijven Van Het
US4696863A (en) * 1984-08-28 1987-09-29 Mitsubishi Paper Mills, Ltd. Biocapsule
EP0460945A2 (fr) * 1990-06-05 1991-12-11 Mitsubishi Paper Mills, Ltd. Procédé de fabrication de microcapsules
EP0566347A2 (fr) * 1992-04-16 1993-10-20 Cpc International Inc. Emploi de produits de débris cellulaires de levures

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BISHOP J R P ET AL: "MICROENCAPSULATION IN YEAST CELLS" JOURNAL OF MICROENCAPSULATION, TAYLOR AND FRANCIS, BASINGSTOKE, GB, vol. 15, no. 6, November 1998 (1998-11), pages 761-773, XP000783458 ISSN: 0265-2048 *
LYNE A: "Encapsulated flavourings - using the yeast cell" FOOD INGREDIENTS AND ANALYSIS INTERNATIONAL, LONDON, GB, vol. 24, no. 3, 2002, pages 8-9, XP009030880 *
NELSON G ET AL: "Yeast delivery system" FOOD INGREDIENTS AND ANALYSIS INTERNATIONAL, LONDON, GB, September 1998 (1998-09), pages 13-14, XP009030829 *

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9655360B2 (en) 2004-01-23 2017-05-23 Eden Research Plc Nematicidal compositions and methods of using them
US10004229B2 (en) 2004-01-23 2018-06-26 Eden Research Plc Nematicidal compositions and methods of using them
US10729130B2 (en) 2004-01-23 2020-08-04 Eden Research Plc Nematicidal compositions and methods of using them
US10638750B2 (en) 2004-05-20 2020-05-05 Eden Research Plc Compositions containing a hollow glucan particle or a cell wall particle encapsulating a terpene component, methods of making and using them
US10258033B2 (en) 2005-11-30 2019-04-16 Eden Research Plc Compositions and methods comprising terpenes or terpene mixtures selected from thymol, eugenol, geraniol, citral and L-carvone
US10667512B2 (en) 2005-11-30 2020-06-02 Eden Research Plc Terpene-containing compositions and methods of making and using them
US8329617B2 (en) 2007-11-06 2012-12-11 Plant Bioscience Limited Compositions and methods for synergistic manipulation of plant and insect defenses
WO2010136754A1 (fr) 2009-05-26 2010-12-02 Plant Bioscience Limited Nouveaux polypeptides ayant une activité endolysine et utilisations de ceux-ci
DE102009040624B3 (de) * 2009-09-08 2011-02-03 Bruno Gruber Verwendung von getrockneten Wasserkefirkörnern
US10383329B2 (en) 2012-11-21 2019-08-20 Eden Research Plc Preservatives
CN104759242A (zh) * 2015-03-31 2015-07-08 浙江工业大学 一种利用酵母菌合成金属有机骨架中空结构胶囊的方法
WO2017093148A1 (fr) * 2015-12-01 2017-06-08 Ingwermat Limited Composition molluscicide contenant un aldéhyde aliphatique encapsulé

Also Published As

Publication number Publication date
WO2006100308A3 (fr) 2007-02-22
GB2424408A (en) 2006-09-27
GB0506044D0 (en) 2005-04-27

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