US20030003201A1 - Purified cochineal and method for its production - Google Patents

Purified cochineal and method for its production Download PDF

Info

Publication number
US20030003201A1
US20030003201A1 US09/831,379 US83137901A US2003003201A1 US 20030003201 A1 US20030003201 A1 US 20030003201A1 US 83137901 A US83137901 A US 83137901A US 2003003201 A1 US2003003201 A1 US 2003003201A1
Authority
US
United States
Prior art keywords
treatment
cochineal
color
membrane
producing
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.)
Abandoned
Application number
US09/831,379
Other languages
English (en)
Inventor
Takahito Ichi
Takatoshi Koda
Chiyoki Yukawa
Makoto Sakata
Hiroyuki Sato
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.)
San Ei Gen FFI Inc
Original Assignee
Individual
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 Individual filed Critical Individual
Assigned to SAN-EI GEN F.F.I., INC. reassignment SAN-EI GEN F.F.I., INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: ICHI, TAKAHITO, KODA, TAKATOSHI, SAKATA, MAKOTO, SATO, HIROYUKI, YUKAWA, CHIYOKI
Publication of US20030003201A1 publication Critical patent/US20030003201A1/en
Abandoned legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources

Definitions

  • This invention relates to the cochineal color characterized by its being so pure as to be substantially allergen-free and to a coloring composition comprising the color. Furthermore, this invention relates to a method of producing said cochineal color of high purity and free of allergens.
  • Cochineal in broad use as a coloring agent is derived from the red coloring matter occurring in the female insect bodies of Coccus cacti L. which grows on Nopalea coccinellifera and other plants of the family Cactaceae cultivated in the desert areas of Mexico and Central and South America. As such, cochineal is harvested from said insect by extracting its dried bodies with water or alcohol.
  • This invention is directed to the following purified cochineal colors (1) and (2).
  • a purified cochineal color characterized by its being substantially free of the C. cacti L. insect-derived allergens.
  • a purified cochineal color as defined in paragraph (1) further characterized by its being substantially free of proteins of molecular weight not less than 6000.
  • This invention is further directed to the following color compositions and associated colorant product (3) ⁇ (5).
  • a color composition comprising the purified cochineal color defined in paragraph (1) and a food sanitation-wise or pharmaceutically acceptable carrier or additive.
  • a color composition as defined in paragraph (3) wherein the cochineal color is at least one member selected from the group consisting of carminic acid, carminic acid aluminum lake, carminic acid calcium lake, and a polymer of carminic acid aluminum lake or carminic acid calcium lake.
  • a colorant product for application to foods, pharmaceutical preparations, quasi-drug preparations or cosmetic products which comprises the color composition defined in paragraph (3).
  • the invention is further directed to the following processes (6) ⁇ (16) for producing a cochineal color.
  • a process for producing a cochineal color which comprises subjecting a cochineal extract solution to proteolysis and removing a fraction of molecular weight not less than 6000.
  • a process for producing a cochineal color which comprises subjecting the cochineal extract solution to proteolysis and then to at least one treatment selected from the group consisting of adsorption treatment, ion exchange treatment, acid treatment and membrane treatment.
  • a process for producing a cochineal color which comprises subjecting the cochineal extract solution to proteolysis and adsorption treatment and then to at least one treatment selected from the group consisting of adsorption treatment, ion exchange treatment, acid treatment and membrane treatment.
  • a process for producing a cochineal color as defined in paragraph (7) or (8) wherein the adsorption treatment comprises adsorbing cochineal color on an adsorbent under an acidic condition and desorbing it with an aqueous alcohol under a condition of pH 7 ⁇ 9.
  • RO reverse osmosis
  • MF membrane filter
  • UF ultrafiltration
  • NF nanofiltration
  • FIG. 1 is an SDS-polyacrylamide gel electrophoretogram (SDS-PAGE) of the liquors in various production stages.
  • the lanes represent ⁇ circle over (1) ⁇ molecular weight markers (16950 Da, 14410 Da, 10704 Da, 8167 Da, 6217 Da, 2512 Da), ⁇ circle over (2) ⁇ cochineal extract solution, ⁇ circle over (3) ⁇ protein hydrolysate, ⁇ circle over (4) ⁇ adsorption-treated solution, ⁇ circle over (5) ⁇ MF filtrate, and ⁇ circle over (6) ⁇ NF filtrate.
  • SDS-PAGE SDS-polyacrylamide gel electrophoretogram
  • This invention relates to a cochineal color derived from Coccus cacti L. and characterized by its being substantially allergen-free.
  • Cochineal is generally a red coloring matter composed predominantly of carminic acid which is an anthraquinone color and, as mentioned above, is produced by a process starting with Coccus cacti L.
  • the cochineal color of the invention has been purified, for implementing the above feature, to a degree substantially not containing proteins of molecular weight not less than 6000.
  • the cochineal color of the invention as such can be produced by a technology which comprises using a cochineal extract solution obtained by extracting C. cacti insect bodies with a suitable solvent, subjecting said cochineal extract solution to proteolysis and, then, to a suitable purification treatment such as ion exchange treatment and/or membrane treatment to remove a fraction of molecular weight not less than 6000 from the cochineal extract.
  • a suitable purification treatment such as ion exchange treatment and/or membrane treatment to remove a fraction of molecular weight not less than 6000 from the cochineal extract.
  • a highly purified cochineal color according to the invention can be produced and acquired by subjecting the liquor after proteolysis of a cochineal extract solution to any one of adsorption treatment, ion exchange treatment, acid treatment or membrane treatment or an arbitrary combination of any two or more of said treatments.
  • the cochineal extract solution for use in the present invention can be obtained, by advantageously comminuting the dried C. cactis L. insect bodies and extracting the powder with water, an alcohol or an aqueous alcohol.
  • the alcohol includes lower alcohols containing 1 ⁇ 4 carbon atoms, such as methanol, ethanol, propanol, isopropyl alcohol and butanol. The preferred is ethanol.
  • the method of extraction may be one in routine use for extraction.
  • the extraction method includes but is not restricted to a method which comprises soaking the dry powder of C. cactis L. bodies in said solvent by a cold extraction technique or a warm extraction technique, a method comprising extracting said powder under warming and stirring and filtering the same, and a percolation method.
  • the preferred technique comprises immersing the dry powder of C. cacti L. insect bodies in a solvent, preferably prewarmed, for several minutes through a few hours, preferably for tens of minutes.
  • the pH of the extractant solvent is not particularly restricted but is preferably neutral ⁇ alkaline, specifically pH 6 ⁇ 8, preferably pH 7 ⁇ 8, more preferably about pH 7.5.
  • the basic compound to be used for alkalinizing the extractant solvent can be selected from a broad range of compounds which can be used in foods and is not particularly restricted otherwise. As typical examples, sodium hydroxide, sodium carbonate, sodium hydrogencarbonate and sodium citrate can be mentioned.
  • the cochineal extract solution obtained in the above manner is filtered, coprecipitated or centrifuged to remove a solid fraction where necessary and, then, subjected to proteolysis either as it is or after concentration.
  • the proteolysis can be generally effected by means of an enzyme.
  • the enzyme for use in the proteolysis is not particularly restricted insofar as it is capable of digesting protein or peptides. Expediently, enzyme preparations commercially available as proteases or peptidases can be employed.
  • the enzymatic proteolysis can be carried out under specific conditions suited to the respective enzymes. For the enzymatic treatment under acidic conditions, for instance, said cochineal extract solution is preferably adjusted to pH 3 ⁇ 5, preferably pH 3.5 ⁇ 4.5, using an inorganic acid such as hydrochloric acid, sulfuric acid or phosphoric acid or an organic acid such as citric acid, malic acid, tartaric acid, lactic acid, acetic acid or fumaric acid.
  • the temperature for this proteolysis is not particularly restricted but may generally be within the range of 30 ⁇ 60° C.
  • the protein hydrolysate thus obtained is subjected to filtration, coprecipitation or centrifugation for removal of the precipitate formed where necessary and, either directly or after concentration, is further subjected to adsorption treatment, ion exchange treatment, acid treatment or membrane treatment.
  • adsorption treatment ion exchange treatment, acid treatment or membrane treatment.
  • ion exchange treatment ion exchange treatment
  • acid treatment or membrane treatment ion exchange treatment
  • the filtration procedure for removal of the precipitates formed in the various stages in the process according to the invention, inclusive of the precipitate mentioned just above, can be carried out in the presence of a filter aid, such as diatomaceous earth or celite, the use of which enables removal of fine particles which are not easy to filter off.
  • a filter aid such as diatomaceous earth or celite
  • the adsorption treatment can be carried out in the routine manner.
  • it may be an adsorption treatment using such an adsorbent as activated carbon, silica gel or a porous ceramic material or an adsorption treatment using an adsorbent resin as follows: a stirenic adsorbent resin such as Duolite S-861 (TM, Diamond Shamrock, U.S.A.; the same applies below), Duolite S-862, Duolite S863 and Duolite S-866; an aromatic adsorbent resin such as Sepabeads SSP700 (TM, Mitsubishi Chemical; the same applies below), Sepabeads SP825, Diaion HP10 (TM, Mitsubishi Chemical; the same applies below), Diaion HP20, Diaion HP21, Diaion HP40 and Diaion HP50, etc.; and Amberlite XAD-4 (TM, Organo; the same applies below), Amberlite XAD-7 and Amberlite XAD-2000, etc., for instance.
  • the adsorption treatment is carried out preferably, but not essentially, under acidic conditions.
  • the sample to be adsorbed is preferably adjusted to pH above 2 ⁇ 4, more preferably pH about 3, with said inorganic or organic acid.
  • the cochineal color adsorbed on the adsorbent can be recovered by desorbing (eluting) it with a suitable solvent such as an aqueous alcohol.
  • a suitable solvent such as an aqueous alcohol.
  • the adsorbent is washed with a suitable solvent, such as water, which does not cause desorption of the cochineal color.
  • the preferred aqueous alcohol generally contains 10 ⁇ 60% by volume, more preferably 20 ⁇ 80% by volume, of an alcohol.
  • the alcohol includes lower alcohols of 1 ⁇ 4 carbon atoms, such as methanol, ethanol, propanol, isopropyl alcohol and butanol.
  • the preferred alcohol is ethanol.
  • the desorbing solvent or eluent is preferably neutral ⁇ alkaline, namely pH 7 ⁇ 9, preferably pH 8 ⁇ 9, and the adjustment to such a pH level can be made using sodium citrate, sodium hydroxide, sodium carbonate, sodium hydrogencarbonate or the like.
  • the liquor available on adsorption treatment of the cochineal extract solution can be subjected to a further adsorption treatment or to any of various other treatments such as ion exchange treatment, membrane treatment and acid treatment.
  • This adsorption treatment may be the same treatment as described above.
  • the membrane treatment in the context of the present invention means a variety of filtration treatments using membranes, thus including a treatment with a membrane filter (MF), a functional high polymer membrane such as an ultrafiler (UF), a nanofilter (NF), a reverse osmosis (RO) filter or an electrodialysis membrane.
  • MF membrane filter
  • UF ultrafiler
  • NF nanofilter
  • RO reverse osmosis
  • the known membrane treatment technology includes not only the UF and RO membrane methods but also the dialysis treatment utilizing the concentration gradient across an ion-selective membrane and the electrodialysis treatment using an ion exchange membrane with application of a voltage, among others.
  • the NF membrane filtration method is preferred.
  • the membrane material for use in the membrane treatment method may be natural, synthetic or semisynthetic and includes cellulose, cellulose diacetate or triacetate, polyamides, polysulfones, polystirenes, polyimides and polyacrylonitrile, among others.
  • the membrane treatment according to the invention includes a treatment by which high molecular compounds are removed with a membrane having a cut-off molecular weight of, for example, 10000 ⁇ 1000000 and a treatment by which low molecular compounds are removed with a membrane having a cut-off molecular weight of about 2000 ⁇ 8000, preferably about 6000, more preferably about 3000.
  • carbon dioxide gas, ethylene, propane or the like may be contacted with the protein hydrolysate of a cochineal extract solution or said liquor after said adsorption treatment under supercritical temperature and pressure conditions in a hermetically closed system.
  • the preferred treatment method comprises subjecting the cochineal extract after proteolytic treatment to an adsorption treatment and subjecting the liquor obtained by desorption from the adsorbent to a membrane treatment. Furthermore, where necessary, an ion exchange treatment may be carried out after said adsorption treatment.
  • the membrane treatment mentioned above is preferably an MF, UF or NF membrane treatment, more preferably an MF or NF membrane treatment. Furthermore, this membrane treatment is preferably carried out using a membrane having a cut-off molecular weight of 2000 ⁇ 8000, preferably about 6000, more preferably about 3000, to thereby remove high molecular compounds, preferably those having molecular weights over 6000, more preferably over 3000.
  • the cochineal color of the present invention has been effectively deprived of various contaminants inclusive of the C. cacti L. insect-derived proteins which are allergenic or potentially allergenic.
  • a cochineal color which, when formulated in foods, pharmaceuticals, quasi drugs or cosmetic products which are, or are liable to be, taken by mouth, does not induce allergic responses.
  • the cochineal color obtained by the above method of the invention scarcely forms a precipitate with time, thus enjoying a good shelf-life.
  • the term “cochineal color” means carminic acid in the main but the cochineal color in the context of the invention includes not only carminic acid but also carmine which is the pigment (inclusive of its complexes and their polymers) formed as a metal ion, such as aluminum or calcium ion, is complexed with carminic acid.
  • carmine there can be mentioned such species as the complex of carminic acid with aluminum ion, inclusive of its polymer (aluminum lake), and the complex of carminic acid with calcium ion, inclusive of its polymer (calcium lake).
  • the cochineal color of the invention can be formulated with a carrier and/or additive which is acceptable from food sanitation points of view or pharmaceutically acceptable and be provided in the form of a color composition.
  • This color composition can be used with advantage for the colorant product to be added for the purpose of coloring foods inclusive of drinks, pharmaceutical products, quasi drugs or cosmetic products, particularly those products which are intended, or are liable, to be taken by mouth.
  • the cochineal color significantly deodorized can be prepared by the process of the invention.
  • the process for producing a cochineal color of the invention may be understood as a process for deodorizing a cochineal color.
  • the invention includes the following modes.
  • a process for deodorizing a cochineal color which comprises subjecting a cochineal extract solution to proteolysis and removing a fraction of molecular weight not less than 6000.
  • a process for deodorizing a cochineal color which comprises subjecting the cochineal extract solution to proteolysis and adsorption and then to at least one treatment selected from the group consisting of adsorption treatment, ion exchange treatment, acid treatment and membrane treatment.
  • This cochineal protein hydrolysate was run onto a column packed with the adsorbent resin Amberlite XAD-7 (150 L) to adsorb cochineal color. After the resin column was washed with 8 volumes of water, the cochineal color was eluted out with 130 L of 50% aqueous solution of ethanol (pH 7.5) to collect 82 L of eluate. Then, this adsorption-treated fluid was treated with an MF membrane (a ceramic filter, 0.2 ⁇ m; NGK Insulators) at 2 kg/cm 2 and 20° C. to recover 82 L of MF filtrate.
  • Amberlite XAD-7 150 L
  • a treatment using an NF membrane was carried out at 3 kg/cm 2 and 20° C. to give 80 L of NF filtrate.
  • the color value (E 10% 1 cm ) mentioned above is a value found by measuring the absorbance of a solution of the objective cochineal color (0.1 N HCl) at the maximum absorption wavelength (ca 410 nm) in the visible region of the spectrum and converting the absorbance value to the absorbance of a 10 w/v % solution.
  • the electrophoresis was performed according to the Laemmli method (Nature, 227, 680 (1970)) and the gel was silver-stained in the routine manner.
  • the sample for electrophoresis was prepared by mixing 105 ⁇ l of the above sample with 10 ⁇ l of 2-mercaptoethanol, 25 ⁇ l of 0.5 M Tris-HCl (pH 6.8), 40 ⁇ l of 10 wt. % SDS and 20 ⁇ l of 70 wt. % glycerin and boiling the mixture for 3 minutes.
  • Buffer Tris-glycine (pH 6.8), 0.1% SDS
  • FIG. 1 The results of electrophoresis are shown in FIG. 1.
  • the lanes from left to right represent ⁇ circle over (1) ⁇ Molecular weight markers (16950 Da, 14410 Da, 10704 Da, 8167 Da, 6217 Da, 2512 Da), ⁇ circle over (2) ⁇ cochineal extract solution , ⁇ circle over (3) ⁇ protein hydrolysate, ⁇ circle over (4) ⁇ adsorption-treated solution, ⁇ circle over (5) ⁇ MF filtrate, and ⁇ circle over (6) ⁇ NF filtrate.
  • the cochineal color of the invention is odorless or odorous in a degree hardly perceivable, and the cochineal color significantly deodorized can be prepared by the process of the invention.
  • the cochineal color according to this invention is a substantially allergen-free, safe color which has been highly purified to remove the protein and other contaminants derived from the raw material Coccus cacti L. insect. Therefore, this color and the colorant product containing the color according to the invention can be used without fear of risks for allergic responses as the coloring matter for products which are, or are liable to be, taken by mouth, such as beverages and other foods, pharmaceutical products, quasi drugs and cosmetic products.
  • the cochineal color of the invention is significantly deodorized to a degree hardly perceivable, so that the color can be used for coloring products such as foods, cosmetics, etc. of which commercial values are influenced by their odor.
  • the cochineal color according to the invention is least liable to form a precipitate with time so that it can evenly color various products, such as drinks, foods including confectionery, etc. without the need for filtration in advance of use.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
US09/831,379 2000-09-11 2001-03-23 Purified cochineal and method for its production Abandoned US20030003201A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2000-274596 2000-09-11
JP2000274596 2000-09-11

Publications (1)

Publication Number Publication Date
US20030003201A1 true US20030003201A1 (en) 2003-01-02

Family

ID=18760333

Family Applications (3)

Application Number Title Priority Date Filing Date
US09/831,379 Abandoned US20030003201A1 (en) 2000-09-11 2001-03-23 Purified cochineal and method for its production
US09/953,826 Abandoned US20020058016A1 (en) 2000-09-11 2001-09-19 Purified cochineal and method for its production
US10/428,995 Expired - Lifetime US7261904B2 (en) 2000-09-11 2003-05-05 Purified cochineal and method for its production

Family Applications After (2)

Application Number Title Priority Date Filing Date
US09/953,826 Abandoned US20020058016A1 (en) 2000-09-11 2001-09-19 Purified cochineal and method for its production
US10/428,995 Expired - Lifetime US7261904B2 (en) 2000-09-11 2003-05-05 Purified cochineal and method for its production

Country Status (13)

Country Link
US (3) US20030003201A1 (de)
EP (1) EP1318178B1 (de)
JP (1) JP4129577B2 (de)
KR (1) KR100737340B1 (de)
CN (1) CN1329453C (de)
AT (1) ATE283316T1 (de)
AU (1) AU2001239553A1 (de)
CA (1) CA2389814C (de)
DE (1) DE60107446T2 (de)
ES (1) ES2232604T3 (de)
HK (1) HK1052716A1 (de)
PE (1) PE20020618A1 (de)
WO (1) WO2002022743A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111100477A (zh) * 2019-12-18 2020-05-05 上海工程技术大学 一种高含量的胭脂虫红色素纯化的方法

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004210708A (ja) * 2002-12-27 2004-07-29 Sanei Gen Ffi Inc カルミンで着色された化粧品とその着色方法
JP4443134B2 (ja) * 2003-03-27 2010-03-31 株式会社林原生物化学研究所 発色料
JP4184148B2 (ja) * 2003-05-15 2008-11-19 三栄源エフ・エフ・アイ株式会社 コチニール色素の精製方法
RU2243981C1 (ru) * 2003-09-03 2005-01-10 Открытое акционерное общество "Лианозовский молочный комбинат" Комплексное соединение карминовой кислоты, способ его получения, пищевой продукт и напиток, содержащие комплексное соединение карминовой кислоты
GB0424891D0 (en) * 2004-11-11 2004-12-15 Boots Co Plc Topical compositions
DE602004027396D1 (de) * 2004-11-25 2010-07-08 Chr Hansen As Verfahren zur Herstellung eines Karminsaürelackes
WO2009032085A1 (en) 2007-08-31 2009-03-12 Badderloch Woad, Inc. Means to culture cochineal insects in an artificial medium
US9497946B2 (en) 2007-08-31 2016-11-22 Badderloch Woad, Inc. System and methodology for culturing cochineal insects on an artificial medium
EA022851B1 (ru) * 2011-03-30 2016-03-31 Кр. Хансен Нэйчурал Колорс А/С Высокостабильная композиция карминового пищевого красителя
CN102585540B (zh) * 2011-12-30 2013-11-27 上海染料研究所有限公司 一种食用色素新红的制备方法
CN103540158B (zh) * 2012-07-11 2015-08-05 上海工程技术大学 一种胭脂虫红色素树脂纯化的方法
JP6411034B2 (ja) * 2013-06-06 2018-10-24 三栄源エフ・エフ・アイ株式会社 天然酸性色素中のタンパク質の分析方法
JP6338928B2 (ja) * 2014-05-21 2018-06-06 三栄源エフ・エフ・アイ株式会社 コチニール色素中のタンパク質の定量分析方法
KR101636519B1 (ko) * 2014-10-07 2016-07-04 한국원자력연구원 코치닐추출색소의 알레르기원성 저감화 방법
CN108047758A (zh) * 2017-12-27 2018-05-18 张永成 一种用矿物盐络合天然色素的方法
JP6912669B2 (ja) * 2018-09-27 2021-08-04 Dic株式会社 顔料及びその製造方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4611115B1 (de) * 1968-04-08 1971-03-20
JPS5360934A (en) * 1976-11-15 1978-05-31 Takasago Corp Production of cochineal pigment
JPS6045231B2 (ja) 1976-12-06 1985-10-08 武田薬品工業株式会社 安全な着色料
JPS5950264B2 (ja) 1980-04-02 1984-12-07 三栄化学工業株式会社 アントラキノン系、カロチノイド系色素の安定化法
US5147673A (en) 1989-08-16 1992-09-15 Jose Schul Colorant based on carminic acid, method of preparation, and method of coloring a foodstuff
US5164212A (en) 1991-08-23 1992-11-17 Del Monte Corporation Method for coloring fruits and vegetables with anthraquinones and product
US5403362A (en) 1993-05-10 1995-04-04 Allegro Natural Dyes Inc. Mordant and method of dyeing fibers
JP3398463B2 (ja) 1994-03-04 2003-04-21 江崎グリコ株式会社 着色料及び／又はビタミンを含む食品等の安定化法
JP3577358B2 (ja) * 1995-04-06 2004-10-13 長谷川香料株式会社 脱臭カルミン色素の製造方法
DE69714069T2 (de) * 1996-09-16 2003-04-03 Novozymes As Enzymatischer kohlenhydratabbau bei verfahren der proteinisolierung
DK1178738T4 (da) 1999-05-21 2010-11-22 Chr Hansen As Farvestofblanding og fremgangsmåde til fremstilling af samme

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111100477A (zh) * 2019-12-18 2020-05-05 上海工程技术大学 一种高含量的胭脂虫红色素纯化的方法

Also Published As

Publication number Publication date
US20020058016A1 (en) 2002-05-16
DE60107446T2 (de) 2005-11-10
WO2002022743A1 (fr) 2002-03-21
EP1318178A4 (de) 2003-06-11
US20030199019A1 (en) 2003-10-23
ATE283316T1 (de) 2004-12-15
PE20020618A1 (es) 2002-07-11
US7261904B2 (en) 2007-08-28
CN1388821A (zh) 2003-01-01
JPWO2002022743A1 (ja) 2004-01-22
KR100737340B1 (ko) 2007-07-09
CA2389814C (en) 2009-07-28
HK1052716A1 (en) 2003-09-26
CA2389814A1 (en) 2002-03-21
CN1329453C (zh) 2007-08-01
JP4129577B2 (ja) 2008-08-06
AU2001239553A1 (en) 2002-03-26
EP1318178B1 (de) 2004-11-24
ES2232604T3 (es) 2005-06-01
DE60107446D1 (de) 2004-12-30
KR20020070433A (ko) 2002-09-09
EP1318178A1 (de) 2003-06-11

Similar Documents

Publication Publication Date Title
US7261904B2 (en) Purified cochineal and method for its production
AU2006278912B2 (en) Grape seeds extracts obtainable by fractioning on a resin
DE69821428T2 (de) Verfahren zur herstellung einer alpha-monoglucosylhesperidin-reichen substanz
JP2821946B2 (ja) アントシアニン系色素の精製方法
JP4134906B2 (ja) 精製紫トウモロコシ色素及びその調製方法
EP1134288A2 (de) Verfahren zur Herstellung von Wasserlöslichen Polysacchariden und zur Aufklärung von wässerigen lösungen die sie enthalten
JP4184148B2 (ja) コチニール色素の精製方法
US3394120A (en) Process of extracting protein from mistletoe and resultant product
JP2001335716A (ja) 脱臭ベニバナ黄色素
JPH09296124A (ja) ベニバナ抽出液からのベニバナ黄色素と糖類の分離方法
JP5355906B2 (ja) 脱臭Ｃｏｎｖｏｌｖｕｌａｃｅａｅ科Ｉｐｏｍｏｅａ属植物色素
JP3978570B2 (ja) 脱臭クチナシ黄色素
JPH1036701A (ja) 水溶性天然色素の精製法
JP3978564B2 (ja) 精製紫トウモロコシ色素
AU2021104833A4 (en) Simple and rapid commercial method for the production of anthocyanin pigment from the black carrot (daucus carota) juice by resin column chromatography
JPH05302038A (ja) カルタミン類色素の精製法
JP2004075911A (ja) 脱臭アブラナ科植物色素の製造方法
CN117545373A (zh) 罗汉果提取物及其制造方法
JP2003105337A (ja) 抗酸化剤の製造方法
CN111454253A (zh) 一种中药单体牡荆素的纯化脱色方法
JPH02248465A (ja) 赤米色素の製造方法
JPH0699636B2 (ja) クチナシ青色系色素組成物の製法
JP2009201448A (ja) チューインガム類の着色方法
JP2009201447A (ja) キャンディー類の着色方法

Legal Events

Date Code Title Description
AS Assignment

Owner name: SAN-EI GEN F.F.I., INC., JAPAN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:ICHI, TAKAHITO;KODA, TAKATOSHI;YUKAWA, CHIYOKI;AND OTHERS;REEL/FRAME:012299/0670

Effective date: 20010507

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION