SE449156B - SET TO REDUCE THE PHENYLALANAN CONTENT IN PROTEIN HYDROLYCATES AND IN ITS COTTON SPACE CONCENTRATED WHICH CHROMATOGRAPHY HAPPENS - Google Patents
SET TO REDUCE THE PHENYLALANAN CONTENT IN PROTEIN HYDROLYCATES AND IN ITS COTTON SPACE CONCENTRATED WHICH CHROMATOGRAPHY HAPPENSInfo
- Publication number
- SE449156B SE449156B SE8009070A SE8009070A SE449156B SE 449156 B SE449156 B SE 449156B SE 8009070 A SE8009070 A SE 8009070A SE 8009070 A SE8009070 A SE 8009070A SE 449156 B SE449156 B SE 449156B
- Authority
- SE
- Sweden
- Prior art keywords
- content
- weight
- protein
- chromatography
- phenylalanine
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23J—PROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
- A23J3/00—Working-up of proteins for foodstuffs
- A23J3/30—Working-up of proteins for foodstuffs by hydrolysis
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/21—Synthetic spices, flavouring agents or condiments containing amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/01—Hydrolysed proteins; Derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Peptides Or Proteins (AREA)
- Polyamides (AREA)
- Meat, Egg Or Seafood Products (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Description
15 20 25 30 55 40 2 cyéäodextrinpolymerer. 15 20 25 30 55 40 2 cyclodextrin polymers.
Det är vidare känt att B -oyklodextrinpolymerer bildar komplex med lämpliga föreningar, exempelvis aromatiska amino- syror. ' Wiedenhof (Stärke, 21, 165 (1969)) anger att cyklodex- trinpolymerernas komplexbildande egenskaper är grundval för ett nytt förfarande för analytisk kromatografering, nämligen gelinklusionskromatografering. zsadon o.a. (stärka, 51 Nr 1, sia 11-12 (1979)) beskriver en analytisk metod enligt vilken fenylalanin, tryptofan och tyro- sin samtidigt kan avskiljas från alifatiska aminosyror.It is further known that B -oyclodextrin polymers form complexes with suitable compounds, for example aromatic amino acids. 'Wiedenhof (Stärke, 21, 165 (1969)) states that the complexing properties of cyclodextrin polymers are the basis for a new method of analytical chromatography, namely gel inclusion chromatography. zsadon et al. (strength, 51 No. 1, pp. 11-12 (1979)) describes an analytical method according to which phenylalanine, tryptophan and tyrosine can be simultaneously separated from aliphatic amino acids.
Förfarandena som är kända för separation av alifatiska och aromatiska aminosyror har hittills icke tillämpats för preparativa ändamål.The methods known for the separation of aliphatic and aromatic amino acids have not hitherto been used for preparative purposes.
De ovan nämnda kända förfarandena hänför sig alla till analytisk separation av aromatiska aminosyror från aminosyra- blandningar med hjälp av cyklodextrínpolymerer. Inget av för- farandena tillämpas för framställning av proteinhydrolysat med låg halt fenylalanin. Å andra sidan hänför sig förevaran- de uppfinning till ett förfarande för minskning av fenylala- ninhalten i proteinhydrolysat och i reaktionsprodukter där- av, vilket förfarande kan tillämpas i industriell skala.The above-mentioned known methods all relate to the analytical separation of aromatic amino acids from amino acid mixtures by means of cyclodextrin polymers. None of the processes are applied for the production of low-phenylalanine protein hydrolyzate. On the other hand, the present invention relates to a process for reducing the content of phenylalanine in protein hydrolysates and in reaction products thereof, which process can be applied on an industrial scale.
Det föreligger sedan lång tid tillbaka behov av en me- tod enligt vilken fenylalanin kan elimineras ur hydrolysat innehållande 10-30 % aminosyror och 10-30 viktprocent nat- riumklorid och uppfinningen grundar sig pà den överraskande upptäckten att fenylalanin under vissa speciella betingel- ser kan avskiljas även preparativt ur sådana koncentrerade lösningar. Närmare bestämt måste separation genomföras under betingelser som tillförsäkrar attß-cyklödektrinpolyme- ren uppvisar hög, specifik komplexbildande aktivitet gente- mot fenylalanin.There has long been a need for a method by which phenylalanine can be eliminated from hydrolysates containing 10-30% amino acids and 10-30% by weight sodium chloride and the invention is based on the surprising discovery that phenylalanine can, under certain special conditions, also preparatively separated from such concentrated solutions. More specifically, separation must be carried out under conditions which ensure that the β-cyclodextrin polymer exhibits high, specific complexing activity against phenylalanine.
Att ß-cyklodextrinpolymerens absorbtion av fenylala- nin och tyrosin beror på de båda aminosyrornas i protein- hydrolysatet koncentration understödes av ett flertal expe- rimentella bevis.That the ß-cyclodextrin polymer's absorption of phenylalanine and tyrosine is due to the concentration of the two amino acids in the protein hydrolyzate is supported by a number of experimental evidence.
Natriumkloridkoncentrationen i de använda proteinhydre- lysaten kan minskas genom tillämpning av det förfarande som beskrivas i DD-PS 127 693 eller genom elektrodialys.The sodium chloride concentration in the protein hydrolysates used can be reduced by applying the procedure described in DD-PS 127 693 or by electrodialysis.
Mängden fenylalanin som absorberas av l g ß-cyklo- QTJ 10 15 20 25 30 35 40 3 449 156 dextrin beror på diametern hos den separationakolonn som är_ fylld med polymerm, på kolonnens höjd, på fenylalaninkon- centrationen i den för behandling avsedda lösningen, på elueringshastigheten, pH och temperaturen. En intressant observation är att mängden fenylalanin absorberad av l g polymer ökar vid stigande fenylalaninkoncentration.The amount of phenylalanine absorbed by 1g ß-cyclo-dextrin depends on the diameter of the separation column filled with polymer, on the height of the column, on the concentration of phenylalanine in the solution to be treated, on elution rate, pH and temperature. An interesting observation is that the amount of phenylalanine absorbed by 1 g of polymer increases with increasing phenylalanine concentration.
Det är ett väsentligt kännetecken på förfarandet en- ligt förevarande uppfinning att det för behandling avsedda proteinhydrolysatets sammansättning bör injusteras till 0,5-5 g/liter fenylalanin, 10-50,företrädesvis 20 % amino- syra, 20-50, företrädesvis 40 % fast material. Ty 100 vikt- delar av ett proteinhydrolysat sättes 10-100 viktdelar av en cyklodextrinpolymer.It is an essential feature of the process of the present invention that the composition of the protein hydrolyzate to be treated should be adjusted to 0.5-5 g / liter of phenylalanine, 10-50, preferably 20% amino acid, 20-50, preferably 40% solid material. For 100 parts by weight of a protein hydrolyzate, 10-100 parts by weight of a cyclodextrin polymer are added.
Man har utvalt lämpliga värden för de vid avskiljandet av fenylalanin erforderliga parametrarna, exempelvis pH, temperatur, kolonndimensioner etc. och dessa är sammanställ- aa 1 tabell 1. ' Uppfinningen skall ytterligare belysas i följande exem- pel, men den är givetvis icke begränsad till de speciella detaljer och åtgärder som angives i exemplet. _ Exempel 45 viktdelar av en B-cyklodextrinpolymer (framställd enligt DE-OS 29 27 733) Bvälldes i vatten och infördes i en kromatograferingskolonn 70 x 2,5 cm. Genom kolonnen leddes 100 viktdelar kaseinhydrolysat innehållande 40 viktprocent fasta substanser, 20 viktprocent aminosyra, 20 viktprocent natriumklorid och 0,15 viktprocent fenylalanin (pH 6). Den första vätskefraktionen, som väsenligen bestod av vatten och som icke innehöll hydrolysatkomponenterna, fick passera genom kolonnen. Med användning av tryck och vakuum kunde hela hydro- lysatmängden pumpas eller sugas genom kolonnen. Sammansätt- ningen hos den lösning som avgick från kolonnen var följande: Halt fasta beståndsdelar 55 % aminosyrahalt 17 % natriumkloridhalt 18 $ fenylalaninhalt 0,02 % Genom att utspäda detta hydrolysat till en natriumklo- ridkoncentration av 1,5 % erhölls ett välsmakande preparat med köttsmak.Appropriate values have been selected for the parameters required for the separation of phenylalanine, for example pH, temperature, column dimensions, etc., and these are summarized in Table 1. The invention will be further elucidated in the following examples, but it is of course not limited to the special details and actions given in the example. Example 45 parts by weight of a β-cyclodextrin polymer (prepared according to DE-OS 29 27 733) were boiled in water and introduced into a 70 x 2.5 cm chromatography column. 100 parts by weight of casein hydrolyzate containing 40% by weight of solids, 20% by weight of amino acid, 20% by weight of sodium chloride and 0.15% by weight of phenylalanine (pH 6) were passed through the column. The first liquid fraction, which consisted essentially of water and which did not contain the hydrolyzate components, was allowed to pass through the column. Using pressure and vacuum, the entire amount of hydrolyzate could be pumped or sucked through the column. The composition of the solution leaving the column was as follows: Solids content 55% amino acid content 17% sodium chloride content 18% phenylalanine content 0.02% By diluting this hydrolyzate to a sodium chloride concentration of 1.5%, a tasty meat-flavored preparation was obtained .
Av cyklodextrin eller en cyklodextrinhaltig kolhydrat- blandning framställdes B-cyklodextrinpolymeren genom tvär- 4 449 156 bindning i närvara av polyvinylalkohol, polyvinylacetat eller en polyvinylalkohol-acetatsampolymer med hjälp av en polyfunktionell reaktionskomponent som reagerar både med cyklodextrin och polymeren ( jämför här till IDE-OS 29 27 755). 449 156 m.m w.om mo.ß ^Hs om mo usmww omm ...N ïmfi om... S... om Ü m... om oofi må oåm m~.m S... om 3 m... mm om so ß .owwn mcwnsoflox w o.w .=fi~»x@ooHxmo|Q.ow=m: o... oo oo... S... om .C m... m.. omm o.m w.o mo.w ^He om mo ms om oofl ß.H ß.HH mß.~ Ads om wo we mfi om .su S flwnmc ncmcsoflox w o.H .oflnpxwoofixmonn owomz o.: :.: oo.~ AHE om mo me mf omm . m.m ß.m oß.H AHE om mv we om oofi mi. mä mo... S... om 3 o... mm om Hushflom w H >æ umnwßhonnæ & ms as -Uwsmscficwfiø .HE OOH\wE Awsv cwcøfiwfihcmm nwcmfimflhcmw væhwnnomßw .Ass wa Hwvwsmwø ccofiox .m anv sflfloms uæmuHm:cmvuw> a lflhcow wflfimcznmwnb .cmnøwvæhuflwocoxcwcwmmflæcwä .so N .onon mnmccoflom w m.w .=fln»xwooHxmo|m ooomz :ocofiv lmnvcwocoxcwnmfimfiæcøw >m cowuxcsw cm som xmflmëoxnwcmflmHæcøwlnmshfioßlcwhßwoøoHxßo >ø æcflcwflfim H Hawßca 449 156 3 å .T r w.m o.m~ mmåfi S... om ä ms m: omm m-w MÄN OO-m. Ad: Om .Û m... Om OOH m H onwm owš SE om 3 w... m." om so OH "Uwws wcwccoaom w O.m "cfiHuxm©oHxæo|n øwcmz w .noshfiofl H >m umsonnownø & ms ms .øwcmscwnæfiæ HE ooH\ws fimev ßwcafimfihcmm cficøaæflæsmw ßænwnnownæ |Hh:wH wflflwcsnmmnb .cmcofløøhvsoocoznflcmfimflncoqFrom the cyclodextrin or a cyclodextrin-containing carbohydrate mixture, the β-cyclodextrin polymer was prepared by crosslinking in the presence of polyvinyl alcohol, polyvinyl acetate or a polyvinyl alcohol acetate copolymer using a polyfunctional reactant with the polymer which reacts both 29 27 755). 449 156 mm w.om mo.ß ^ Hs om mo usmww omm ... N ïm fi om ... S ... om Ü m ... om oo fi må oåm m ~ .m S ... om 3 m. .. mm om so ß .owwn mcwnso fl ox w ow. = fi ~ »x@ooHxmo|Q.ow=m: o ... oo oo ... S ... om .C m ... m .. omm om wo mo.w ^ He om mo ms om oo fl ß.H ß.HH mß. ~ Ads om wo we m fi om .su S fl wnmc ncmcso fl ox w oH .o fl npxwoo fi xmonn owomz o .::.: oo. ~ AHE om mo me mf omm. m.m ß.m oß.H AHE om mv we om oo fi mi. mä mo ... S ... om 3 o ... mm om Hush fl om w H> æ umnwßhonnæ & ms as -Uwsmsc fi cw fi ø .HE OOH \ wE Awsv cwcø fi w fi hcmm nwcm fi m fl hcmw væhwnnomßw .Ass wa Hwvwsmwø um cu flflm:. a l fl hcow w flfi mcznmwnb .cmnøwvæhu al wocoxcwcwmm al æcwä .so N .onon mnmcco al if w MW. = f n »xwooHxmo | m ooomz: OCO f v lmnvcwocoxcwnm f m f æcøw> m cowuxcsw cm microns al mëoxnwcm al mHæcøwlnmsh fi oßlcwhßwoøoHxßo> O AEC al cw flfi m H Hawßca 449156 3 on .T r wm if ~ MMA f S ... om ä ms m: omm mw MEN OO-m. Ad: Om .Û m ... Om OOH m H onwm owš SE om 3 w ... m. "Om so OH" Uwws wcwccoaom w Om "c fi Huxm © oHxæo | n øwcmz w .nosh fi o fl H> m umsonnownø & ms ms .øwcmscwnæ fi æ HE ooH \ ws fi mev ßwca fi m fi hcmm c fi cøaæ fl æsmw ßænwnnownæ | Hh: wH w flfl wcsnmmnb .cmco fl øøhvsoocozn fl cm fi m fl ncoq
Claims (3)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU79CI2001A HU194487B (en) | 1979-12-28 | 1979-12-28 | Process for producing food-preparation suitable for feeding sicks of phenylketoneurea from protein hydrolysates |
Publications (2)
Publication Number | Publication Date |
---|---|
SE8009070L SE8009070L (en) | 1981-06-29 |
SE449156B true SE449156B (en) | 1987-04-13 |
Family
ID=10994784
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE8009070A SE449156B (en) | 1979-12-28 | 1980-12-22 | SET TO REDUCE THE PHENYLALANAN CONTENT IN PROTEIN HYDROLYCATES AND IN ITS COTTON SPACE CONCENTRATED WHICH CHROMATOGRAPHY HAPPENS |
Country Status (13)
Country | Link |
---|---|
CA (1) | CA1146167A (en) |
CH (1) | CH646684A5 (en) |
CS (1) | CS221284B2 (en) |
DE (1) | DE3049328A1 (en) |
DK (1) | DK551180A (en) |
ES (1) | ES8200701A1 (en) |
FR (1) | FR2472348A1 (en) |
GB (1) | GB2066265B (en) |
HU (1) | HU194487B (en) |
IT (1) | IT1143905B (en) |
NO (1) | NO154153C (en) |
SE (1) | SE449156B (en) |
YU (1) | YU42713B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU192642B (en) * | 1984-12-19 | 1987-06-29 | Forte Fotokemiai Ipar | Process for the extraction of nucleinic acids and purine bases from gelatine |
GR861162B (en) * | 1985-05-06 | 1986-09-01 | Unilever Nv | Improved protein hydrolysate |
FI94088C (en) * | 1992-03-13 | 1995-07-25 | Valio Oy | Process for removing phenylalanine from proteinaceous compositions |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1096208B (en) * | 1978-05-12 | 1985-08-26 | Snam Progetti | COMPOSITION SUITABLE FOR REDUCING THE FENYLALANINE CONTENT AND METHOD USING THE SAME |
-
1979
- 1979-12-28 HU HU79CI2001A patent/HU194487B/en not_active IP Right Cessation
-
1980
- 1980-12-18 CS CS809020A patent/CS221284B2/en unknown
- 1980-12-22 GB GB8041089A patent/GB2066265B/en not_active Expired
- 1980-12-22 SE SE8009070A patent/SE449156B/en not_active IP Right Cessation
- 1980-12-22 CH CH948480A patent/CH646684A5/en not_active IP Right Cessation
- 1980-12-23 NO NO803934A patent/NO154153C/en unknown
- 1980-12-23 DK DK551180A patent/DK551180A/en not_active Application Discontinuation
- 1980-12-23 ES ES498105A patent/ES8200701A1/en not_active Expired
- 1980-12-23 CA CA000367507A patent/CA1146167A/en not_active Expired
- 1980-12-24 YU YU3260/80A patent/YU42713B/en unknown
- 1980-12-24 IT IT50465/80A patent/IT1143905B/en active
- 1980-12-28 FR FR8027608A patent/FR2472348A1/en active Granted
- 1980-12-29 DE DE19803049328 patent/DE3049328A1/en not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
NO154153C (en) | 1986-07-30 |
HU194487B (en) | 1988-02-29 |
GB2066265A (en) | 1981-07-08 |
FR2472348B1 (en) | 1984-09-07 |
ES498105A0 (en) | 1981-12-01 |
FR2472348A1 (en) | 1981-07-03 |
CA1146167A (en) | 1983-05-10 |
DE3049328A1 (en) | 1981-12-03 |
YU326080A (en) | 1984-02-29 |
ES8200701A1 (en) | 1981-12-01 |
IT8050465A0 (en) | 1980-12-24 |
DK551180A (en) | 1981-06-29 |
CH646684A5 (en) | 1984-12-14 |
NO803934L (en) | 1981-06-29 |
IT1143905B (en) | 1986-10-29 |
SE8009070L (en) | 1981-06-29 |
GB2066265B (en) | 1983-04-13 |
CS221284B2 (en) | 1983-04-29 |
YU42713B (en) | 1988-12-31 |
NO154153B (en) | 1986-04-21 |
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