[go: up one dir, main page]

WO2008032134A1 - Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie - Google Patents

Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie Download PDF

Info

Publication number
WO2008032134A1
WO2008032134A1 PCT/IB2006/002491 IB2006002491W WO2008032134A1 WO 2008032134 A1 WO2008032134 A1 WO 2008032134A1 IB 2006002491 W IB2006002491 W IB 2006002491W WO 2008032134 A1 WO2008032134 A1 WO 2008032134A1
Authority
WO
WIPO (PCT)
Prior art keywords
yeast
glucan
cell debris
treatment
autolysis
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.)
Ceased
Application number
PCT/IB2006/002491
Other languages
English (en)
Spanish (es)
Inventor
Gloria Mabel Zapata B
Hector Adolfo Meza Mendoza
Gloria Mabel Zapata
Mendoza Hector Adolfo Meza
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.)
COMPANA NACIONAL DE LEVADURAS LEVAPAN SA
Original Assignee
COMPANA NACIONAL DE LEVADURAS LEVAPAN SA
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 COMPANA NACIONAL DE LEVADURAS LEVAPAN SA filed Critical COMPANA NACIONAL DE LEVADURAS LEVAPAN SA
Priority to PCT/IB2006/002491 priority Critical patent/WO2008032134A1/fr
Publication of WO2008032134A1 publication Critical patent/WO2008032134A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/04Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds

Definitions

  • TITLE PROCESS FOR THE OBTAINING OF GLUCAN OF YEAST BY AUTOLISIS OF CELLS OF YEAST Saccharomyces cerevisiae OF BAKERY.
  • AWARDED COMPA ⁇ A NACIONAL DE LEVADURAS LEVAPAN S.A. TULU ⁇ , CAUCA VALLEY.
  • Beta Glucan yeast by autolysis of Saccharomyces cerevisia yeast cells, which comprises a stage of growth and recovery of yeast cells followed by an autolysis stage under strictly controlled process conditions and recovery of cell debris to be subjected to hot alkali extraction, being able to obtain Beta Glucan of yeast with color and characteristic functional properties with a content of ⁇ -glucan expressed as glucose in a concentration that is around 60.0 to 90.0% dry product base with a particle size of the material solid about 0.2-10 microns.
  • Yeast Extract which is obtained by a strictly controlled process of autolysis of yeast biomass;
  • the insoluble residual fraction called cell wall or yeast husks, is discarded as a waste product, which contains an approximate remainder of 40% carbohydrate-bound protein, with mann and glucan being the main and considered by many authors as of high molecular weight and complex nature.
  • mann and glucan being the main and considered by many authors as of high molecular weight and complex nature.
  • the glucan component of the yeast cell wall cannot be extracted from intact yeast cells by 3% w / v sodium hydroxide at 75 ° C, but less than one third of the glucan of The cell wall dissolves under these conditions and can dissolve further after an ultrasound treatment.
  • Polysaccharides are the biopolymers in quantity and variety mostly used and many have industrial, medicinal and food applications (WHEATCROFT, eta al, US Patent, 6,444,448, 2002.). The role they play in biological systems and in nature; evidence that polysaccharides possess unique physical-chemical properties that allow a wide variety of functions (SPIROS, J., et al., biotench. And Bioeng., 1986). The specific functional properties of the polysaccharides are the result of their physical properties, which are mainly controlled by the molecular structure, this structure being used to be used as a thickening agent in aqueous food systems producing a Tasty fatty sensation. (KOLLAR, R., et al., Food Biotech. 1992; MEYER, M., T., and PHAFF H., J., J. Of Food Sd., 1987).
  • ⁇ -glucans are a class of natural polysaccharides with important health and nutrition implications. These glucose polymers are considered to be fiber and are not digestible due to the absence in the human organism of the enzyme capable of hydrolyzing the ⁇ -glucosidic bonds. Insoluble fibers are not metabolized by the digestive tract. However, they do not contribute to giving property caloric value that can be exploited in low-calorie diets or in the control of obesity (JEZEQUEL, V., Cereal Foods World, 1998; ROBERTSEN, B., et al., J., of fish Diseases, 1990; DRITZ, S., S., et al., J. Anim., ScL, 1995; JAMAS et al., US Patent, 4,962,094, 1990; DONZIS, B., A., US Patent, 5,576,015, 1996).
  • Insoluble Glucan isolated from the yeast cell wall has been shown to have immunomodulatory properties, immunostimulatory activity has suggested that they are used as anti-cancer agents or the treatment of HIV infections (WHEATCROFT, eta al, U.S. Patent, 6,444,448, 2002.).
  • Glucan obtained from the yeast cell wall is recognized for its ability to activate the non-specific immune response, numerous studies have shown that the live administration of Glucan significantly modifies the host's resistance to a wide variety of infectious diseases induced by bacteria, fungi Viruses and parasitic organisms (JAMAS, et al., US Patent, 5,032,401 1991; DONZIS, BA, US Patent, 5,223,491, 1993; JAMAS, et al., US Patent, 5,322,841, 1994; JAMAS, et al., US Patent, 5,504,079, 1996; DONZIS, B., A., US Patent, 5,576,015, 1996; OSTROFF, G., R., US Paatent, 5,622,940, 1997; PATCHEN, et al., US Patent, 6,369,219, 2002; KLEIN, B ., K., US Pantent, 5,980,918, 1999).
  • Glucan can be added to skin creams, cosmetics and lotions, aftershave lotions, soaps, shampoos, conditioners, hair foams, lotions and oils for tanning, creams and medications for the treatment of Acne, deodorants and showers, toothpastes, mouthwashes and solutions that are in direct contact with the skin.
  • the alkaline treatment serves to extract the mannan from the wall, the acid treatment removes the stored glycogen and the highly insoluble residual material, known as yeast glucan (SENTANDREU, et al., J. of General Microbiology, 1975) retains the form of The original cell.
  • yeast glucan a highly insoluble residual material
  • the chemical analysis of these preparations by methylation, partial acid hydrolysis and oxidation with periodate established the predominance of ⁇ -1,3-D-glucose binding residues (MANNERS, D., j., Et al., Biochem.
  • ⁇ -1, 3-glucan insoluble alkali insoluble acetic acid plays a direct role in maintaining the stiffness and shape of the wall (FLEET, GH, The Yeast 1991; MCMURROUGH, J., and ROSE, A ..H., Biochem. J., 1967; KELLY, G., E., US Patent, 6,242,594, 2001; KAPTEYN 1 JC, et al., J. of Bacter. 1997).
  • the shape of the cells is retained after the wall wells and the alkali-soluble glucan has been extracted, in contrast the soluble alkali glucan has an amorphous appearance and can confer flexibility to the wall.
  • the glucose of the ⁇ -glucan polymer (JAMAS S., et al., Biotechn. And Bioeng. 1986), bound entirely by glucosidic bands ⁇ -1, 3 or ⁇ -1, 6, is the most abundant polysaccharide in the cell wall of yeast and comprises approximately 12-14% of the dry cell weight.
  • yeast species are also usually used as a source of ⁇ -glucan, including but not limited to other yeast strains of S. cerevisiae, K. fragilis and candida such as C. utilis. All of these yeast strains can be producing using food grade nutrient in batch or continuous fermentation. Many other species of microorganisms including bacteria, fungi and unicellular algae have been reported in the art as a source of ⁇ -glucan.
  • Vargas et al. Studied the effect of diets supplemented with D-glucan (Levapan), yeast extract (Levapan, Tulua, Colombia), Astaxanthin (Tesgofarm), Vitamins C and E (Tesgofarm, Holland), on the immune response of Litopenaeus Vannamei healthy.
  • the process for the production of BETA GLUCAN DE LEVADURA S. cerevis ⁇ ae de bakery includes:
  • PRECULTIVE STAGE Includes harvesting yeast cells S. Bakery cerevisiae, under controlled conditions of pH in the range of 2.5-5.0 and temperature in the range of 25-38 0 C for approximately 20 hours producing a dry yeast biomass equivalent to 5-15% of the source of carbon supplied .
  • GROWTH STAGE Includes the inoculation of the preculture stage to a fermenter that contains macro nutrients (nitrogen source, phosphorus, carbohydrates) and micro nutrients (salts and minerals), prepared at controlled pH conditions in the range of 2.5-5.0 and temperature in the range of 25-38 0 C for 20-30 hours, obtaining a biomass equivalent to 20-30% of the source of carbon fed.
  • FINAL GROWTH STAGE Consists of inoculating the production of the previous stage to a fermenter which has been previously prepared for this stage. The conditions at which the yeast biomass is obtained are carefully controlled by establishing pH ranges between 3.5 - 6.5, temperature between 28 - 38 0 C, adding to the fermentation medium micro nutrients that facilitate later the breakdown of yeast cells allowing to extract the protein content and leave the cell debris free for the treatment in the extraction of ⁇ -glucan.
  • BIOMASS TREATMENT AND AUTOLYSIS PROCESS The biomass finally harvested is collected by centrifugation and washed several times with water.
  • the clean biomass which we call "YEAST CREAM” is subjected to a process of autolysis of whole yeast cells under strictly controlled conditions of temperature, pH and sanitation in order to avoid contamination and loss of the product.
  • the process includes separation of the insoluble cell debris from the soluble fraction, which we call YEAST EXTRACT.
  • PROCESS OF OBTAINING BETA GLUCAN DE LEVADURA the recovered cellular remains are treated with hot alkali and with a bleach, to extract the insoluble glucan alkali. Once the extract is obtained, it is subjected to drying conditions in an NIRO dryer. The solids content, the temperature, the number of treatments, the pH and the time affect the increase in the extraction and the purity of the product finally obtained which we have called BETA GLUCAN DE LEADADURA DE PANADER ⁇ A DE S. cerevisiae.
  • the recovery of the protein material is carried out by centrifugation and washing. Cellular debris is recovered for further treatment.
  • the process flow chart is represented in the attached drawing No. 1 The process we have developed for the treatment of yeast husks or cell debris can be illustrated in the following examples.
  • the cellular remains obtained and recovered from the stage of the autolysis process with a solids content between 12-16% are subjected to heating at a temperature between 40-95 0 C, using a plate-type heat exchanger consisting of three bodies, feeding the product by the second body; if the equipment is not available, direct steam heating is done in the handling tank; the material already prepared is subjected to alkali treatment in a pH range between 5-14; that for our process the alkali used is SODIUM HYDROXIDE, in high purity scales, close to 98%, in a proportion in the range of 2.5-6% w / v, being added slowly and moderately and maintaining constant agitation between 30-85 RPM for 2-6 hours and the temperature between 40-95 ° C.
  • This example refers to the adjustment of the cellular debris obtained as in example 1.
  • the insoluble alkali material recovered after the last wash of the hot alkali treatment equivalent to twice the material initially treated and with a solids content between 5-11 % is added hot water at a temperature between 40-95 0 C and adjusted to pH between 1.0-5.0 with sulfuric acid with a concentration of 98% purity, adding the acid in a slow and gradual way while stirring constant between 30-85 RPM. After the adjustment, a separation stage is performed. Successive stages of washing with hot water which must be at 9O 0 C have been included.
  • the process flow diagram is represented in the attached drawing No. 2.
  • This example illustrates the sterilization and drying of the recovered material in obtaining GLUCAN DE LEVADURA DE S. cerevisiae DE PANADER ⁇ A.
  • the prepared material is pumped to through a gaulin bamba at a pressure of 75-80 psi and a temperature of 9O 0 C; to a NIRO dryer with a hot air inlet in the range of 190-225 0 C and a vacuum of 0.1-2.0 mm, a powder product is obtained that we have called BETA GLUCAN DE LEVADURA REFERENCE PCT 3111 whose protein content is in the range between 0.0-6.25 on the basis of dry matter, on ashes in the range between 0.0-5.0 on the basis of dry matter, on glucose in a range between 60-70% on the basis of dry matter and analyzed by HPLC under acid hydrolysis conditions strong by autoclave and fat in the range between 10-30% based on dry matter; and a powder product that we have called BETA GLUCAN DE LEVADURA REFERENCE GLUCAN PLUS whose protein content is in the range between 0.0-3.5% based on dry matter, in ashes in the range between 0.0-3.0% based on dry matter, in
  • a process of purification of the Treated Cell Wall is illustrated, an additional stage that may or may not be included in the manufacturing process of the GLUCAN DE LEVADURA BETA and developed according to the needs of the product.
  • the Treated Cell Wall product is subjected to an extraction of its lipid content, for which organic solvents have been used, the absolute ethanol of 95% purity being used in a 1: 1 ratio of treated cell wall product and / or a solvent mixture methanol: chloroform in a 2: 1: 1 mixture ratio of treated cell wall product.
  • the extraction stage is carried out under reflux conditions for a period of 4-16 hours, after this period the product is recovered by centrifugation which is subjected to a drying process in a vacuum oven in a period of time in the range from 4 to 10 hours and at a temperature in the range of 50-7O 0 C ,.
  • the finally purified product has a protein content of about 0.0 to 4.0% based on dry product, a glucose content of 85-90% determined on the basis of dry product, a fat content around 3 to 10% based of dry product and an ash content around 0.5-2.0% based on dry product.

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

L'invention concerne un procédé destiné à la production de bêta-glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae. Ce procédé consiste à faire croître et à récupérer des cellules de levure, à déclencher une autolyse dans des conditions de traitement strictement contrôlées, puis à récupérer les restes cellulaires pour les soumettre à une extraction alcaline chaude. Ce procédé permet d'obtenir du bêta-glucane de levure avec une couleur et des propriétés fonctionnelles caractéristiques et un contenu en bêta-glucane exprimé comme du glucose, selon une concentration comprise entre 60,0 et 90,0% environ du produit sec et une granulométrie de la matière solide de l'ordre de 0,2 à 10 microns.
PCT/IB2006/002491 2006-09-11 2006-09-11 Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie Ceased WO2008032134A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/IB2006/002491 WO2008032134A1 (fr) 2006-09-11 2006-09-11 Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IB2006/002491 WO2008032134A1 (fr) 2006-09-11 2006-09-11 Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie

Publications (1)

Publication Number Publication Date
WO2008032134A1 true WO2008032134A1 (fr) 2008-03-20

Family

ID=39183413

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2006/002491 Ceased WO2008032134A1 (fr) 2006-09-11 2006-09-11 Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie

Country Status (1)

Country Link
WO (1) WO2008032134A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7960715B2 (en) 2008-04-24 2011-06-14 University Of Iowa Research Foundation Semiconductor heterostructure nanowire devices
KR20150033642A (ko) * 2012-06-25 2015-04-01 에스.에이. 댐 맥주 생산에 기인한 바이오매스로부터 얻은 지방 결합제
MD4329C1 (ro) * 2013-10-30 2015-09-30 Институт Микробиологии И Биотехнологии Академии Наук Молдовы Procedeu de cultivare a tulpinii de levuri Saccharomyces cerevisiae CNMN-Y-20
CN110205255A (zh) * 2019-06-11 2019-09-06 江南大学 一株高温敏感型啤酒酵母及其应用
RU2731726C2 (ru) * 2016-04-18 2020-09-08 Геа Меканикал Эквипмент Гмбх Способ получения из дрожжевых клеток по меньшей мере одного или более бета-глюкановых соединений или суспензии твердых веществ, содержащей бета-глюкан
WO2021209959A2 (fr) 2020-04-17 2021-10-21 Compañia Nacional De Levaduras, Levapan S.A. Procédé d'obtention de beta-glucane à partir de levure de boulangerie
WO2022251123A1 (fr) * 2021-05-24 2022-12-01 Frank Jordan Extraction alcaline de composés de bêta-glucane destinés à être utilisés dans des thérapies anti-virales et immunitaires

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4992540A (en) * 1984-11-28 1991-02-12 Massachusetts Institute Of Technology Glucan composition and process for preparation thereof
WO1991007091A1 (fr) * 1989-11-09 1991-05-30 Donzis Byron A Extrait de levure insoluble
WO1992007064A1 (fr) * 1990-10-17 1992-04-30 Cpc International Inc. Traitement de dechets de levure et produit resultant dudit traitement
EP0566347A2 (fr) * 1992-04-16 1993-10-20 Cpc International Inc. Emploi de produits de débris cellulaires de levures
EP0811690A1 (fr) * 1996-06-06 1997-12-10 Ajinomoto Co., Inc. Méthode de purification des glucanes non hydrosolubles

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4992540A (en) * 1984-11-28 1991-02-12 Massachusetts Institute Of Technology Glucan composition and process for preparation thereof
WO1991007091A1 (fr) * 1989-11-09 1991-05-30 Donzis Byron A Extrait de levure insoluble
WO1992007064A1 (fr) * 1990-10-17 1992-04-30 Cpc International Inc. Traitement de dechets de levure et produit resultant dudit traitement
EP0566347A2 (fr) * 1992-04-16 1993-10-20 Cpc International Inc. Emploi de produits de débris cellulaires de levures
EP0811690A1 (fr) * 1996-06-06 1997-12-10 Ajinomoto Co., Inc. Méthode de purification des glucanes non hydrosolubles

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
WANG Y. ET AL.: "Combination of induced autolysis and sodium hypochlorite oxidation for the production of Saccharomyces cerevisiae (1-3)- beta-D-glucan", WORLD OF MICROBIOLOGY & BIOTECHNOLOGY, vol. 19, no. 9, 2003, pages 947 - 952 *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7960715B2 (en) 2008-04-24 2011-06-14 University Of Iowa Research Foundation Semiconductor heterostructure nanowire devices
US8124518B2 (en) 2008-04-24 2012-02-28 University Of Iowa Research Foundation Semiconductor heterostructure nanowire devices
KR20150033642A (ko) * 2012-06-25 2015-04-01 에스.에이. 댐 맥주 생산에 기인한 바이오매스로부터 얻은 지방 결합제
KR101952991B1 (ko) 2012-06-25 2019-02-27 에스.에이. 댐 맥주 생산으로부터 생성되는 바이오매스로부터 얻은 지방 결합제
MD4329C1 (ro) * 2013-10-30 2015-09-30 Институт Микробиологии И Биотехнологии Академии Наук Молдовы Procedeu de cultivare a tulpinii de levuri Saccharomyces cerevisiae CNMN-Y-20
RU2731726C2 (ru) * 2016-04-18 2020-09-08 Геа Меканикал Эквипмент Гмбх Способ получения из дрожжевых клеток по меньшей мере одного или более бета-глюкановых соединений или суспензии твердых веществ, содержащей бета-глюкан
CN110205255A (zh) * 2019-06-11 2019-09-06 江南大学 一株高温敏感型啤酒酵母及其应用
WO2021209959A2 (fr) 2020-04-17 2021-10-21 Compañia Nacional De Levaduras, Levapan S.A. Procédé d'obtention de beta-glucane à partir de levure de boulangerie
WO2022251123A1 (fr) * 2021-05-24 2022-12-01 Frank Jordan Extraction alcaline de composés de bêta-glucane destinés à être utilisés dans des thérapies anti-virales et immunitaires
US20240408196A1 (en) * 2021-05-24 2024-12-12 Frank Jordan Alkaline extraction of beta glucan compounds for use in anti-viral and immune therapies

Similar Documents

Publication Publication Date Title
US9320291B2 (en) Production of a saccharide composition comprising glucans and mannans by alkaline and acid hydrolysis of yeast cells
Synowiecki et al. Production, properties, and some new applications of chitin and its derivatives
JP5102435B2 (ja) キトサン含有多糖、その製造方法及び用途
CN101184780B (zh) β-葡聚糖和甘露聚糖的制备
CN1642986A (zh) 来自生物量的细胞壁衍生物和其制品
CA2870344C (fr) Polysaccharides provenant de prasinococcales
KR101467903B1 (ko) 흑미의 담자균류균사 발효 및 생물전환공정을 통해 생산된 면역증강제
JP2009051863A (ja) 免疫刺激組成物を製造するためのグルカンの使用及び薬剤としてのグルカンの使用
JP2014522240A (ja) 酸性媒質中での酵素加水分解を用いた単一工程でのキチン抽出
CA2650938A1 (fr) Polysaccharides de son de riz non amylaces
Pangestuti et al. Green seaweeds-derived polysaccharides ulvan: Occurrence, medicinal value and potential applications
KR101345729B1 (ko) 미강으로부터 아라비노자일란을 추출하는 방법
WO2008032134A1 (fr) Procédé d'obtention de glucane de levure par autolyse de cellules de levure saccharomyces cerevisiae de boulangerie
JP2004210895A (ja) 免疫機能を有する可能性β−グルカンの製造方法及び用途
RU2406516C1 (ru) Профилактический антибактериальный препарат и способ его получения
JPH06256208A (ja) 免疫賦活剤
JP2023550276A (ja) 免疫調節物質
CN1309667A (zh) 半纤维素类原料的提取
KR102099788B1 (ko) 왜주름불가사리 추출물을 유효성분으로 함유하는 항산화 및 항염증용 조성물 및 그 제조 방법
JP5131676B2 (ja) ジオトリカム属菌を用いたキチン・キトサンを含む多糖体含有物の製造方法
JP2988857B2 (ja) 免疫賦活剤
CN1245989C (zh) 免疫激活剂
JP2005075957A (ja) 水溶性キトサン
RU2504384C2 (ru) СПОСОБ ПОЛУЧЕНИЯ ВОДОРАСТВОРИМЫХ ФРАКЦИЙ МАННОПРОТЕИНОВ И β-ГЛЮКАНА
JP2003169690A (ja) リグニン含有物抽出方法およびリグニンを用いた抗酸化剤

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 06808836

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE