CS254162B1 - Method of soluble chromolytic substrate preparation for beta(1-3)gluconase determination - Google Patents
Method of soluble chromolytic substrate preparation for beta(1-3)gluconase determination Download PDFInfo
- Publication number
- CS254162B1 CS254162B1 CS855619A CS561985A CS254162B1 CS 254162 B1 CS254162 B1 CS 254162B1 CS 855619 A CS855619 A CS 855619A CS 561985 A CS561985 A CS 561985A CS 254162 B1 CS254162 B1 CS 254162B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- soluble
- polysaccharide
- determination
- glucan
- chromolytic
- Prior art date
Links
- 239000000758 substrate Substances 0.000 title claims description 15
- 238000000034 method Methods 0.000 title description 5
- 238000002360 preparation method Methods 0.000 title description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 229920001282 polysaccharide Polymers 0.000 claims description 16
- 239000005017 polysaccharide Substances 0.000 claims description 16
- 150000004676 glycans Chemical class 0.000 claims description 14
- 229920001503 Glucan Polymers 0.000 claims description 13
- -1 sulfoethylsulfonyl Chemical group 0.000 claims description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 3
- FXKMTSIKHBYZSZ-UHFFFAOYSA-N 2-chloroethanesulfonic acid Chemical compound OS(=O)(=O)CCCl FXKMTSIKHBYZSZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 description 10
- 108090000790 Enzymes Proteins 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 6
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 210000005253 yeast cell Anatomy 0.000 description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical class C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- 102000004157 Hydrolases Human genes 0.000 description 2
- 108090000604 Hydrolases Proteins 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- MMNWSHJJPDXKCH-UHFFFAOYSA-N 9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 MMNWSHJJPDXKCH-UHFFFAOYSA-N 0.000 description 1
- BJZLNMXZKIZLAW-UHFFFAOYSA-N C1CO1.[Na] Chemical compound C1CO1.[Na] BJZLNMXZKIZLAW-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 125000002057 carboxymethyl group Chemical class [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000009585 enzyme analysis Methods 0.000 description 1
- WQZGKKKJIJFFOK-UHFFFAOYSA-N hexopyranose Chemical compound OCC1OC(O)C(O)C(O)C1O WQZGKKKJIJFFOK-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- KUIXZSYWBHSYCN-UHFFFAOYSA-L remazol brilliant blue r Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=C2C(=O)C3=CC=CC=C3C(=O)C2=C1NC1=CC=CC(S(=O)(=O)CCOS([O-])(=O)=O)=C1 KUIXZSYWBHSYCN-UHFFFAOYSA-L 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Description
Vynález sa týká sposobu přípravy rozpustného chromoíytického substrátu na stanovenie /3(1-3) glukanázy, EC 3.2.1.6.The invention relates to a process for preparing a soluble chromolytic substrate for the determination of β (1-3) glucanase, EC 3.2.1.6.
K osvědčeným a velmi efektívnym spfisobom stanovenia pólysacharid-hydrolázových enzymových aktivit patria sposoby fotokolorimetrické. Spočivajú v tom, že enzým sa nechá reagovat s nerozpustným chromolytickým substrátem, pričom účinkom enzýmu sa tento stává rozpustným a zafarbuje reakčný roztok. Intenzita zafarbenia roztoku je potom úměrná aktivitě meraného enzýmu [J. Kennedyc Advances in carbohydrate chemistry and biochemistry 29, 350 (1974)]. Známe sú sposoby i s použitím vodorozpustných chromolytických substrátov, u kterých sa rozpustný enzymatický neatakovaný podiel chromoíytického polysacharidu vyzráža organickým rozpúšťadlom a hydrolyzovaný podiel ostává rozpustný a tým aj zafarbuje reakčný roztok úměrně aktivitě přítomného enzýmu [Κ. K. Mákinen,Photocolourimetric methods have been proven and very effective methods for the determination of polysaccharide hydrolase enzyme activities. They consist in reacting the enzyme with an insoluble chromolytic substrate, whereby the enzyme becomes soluble and stains the reaction solution. The color intensity of the solution is then proportional to the activity of the enzyme being measured [J. Kennedyc Advances in Carbohydrate Chemistry and Biochemistry 29, 350 (1974)]. Methods are also known using water-soluble chromolytic substrates, in which a soluble enzymatic unattracted fraction of a chromolytic polysaccharide is precipitated with an organic solvent and the hydrolyzed fraction remains soluble, thereby coloring the reaction solution proportionally to the activity of the enzyme present [Κ. K. Mákinen,
I. K. Paunio: Anal. Biochem. 39, 202 (1971)]. V súčasnej době nemožno jednoznačné doporučovat nerozpustné alebo rozpustné chromolytické polysacharidové substráty, pretože oba majú svoje výhody i nevýhody. Záleží na konkrétných podmienkach analýzy, ktorému typu substrátu dáme přednost. Příprava mnohých vodorozpustných polysacharidových chromolytických substrátov je predmetom Čs. AO 237 101 a US patentu 4 321 364. Nezahrňuje však menej známe polysacharidy, akým je /3(1-3) glukán, izolovaný z buněčných stien pekárenských kvasiniek (Saccharomyces cerevisiae), ktorý sa vyznačuje velmi nízkou reaktivitou pri následných alkylačných modifikačných reakciách, ktorými sa tento nerozpustný polysacharid prevádza na rozpustný.I.K. Paunio: Anal. Biochem. 39, 202 (1971)]. At the present time, insoluble or soluble chromolytic polysaccharide substrates cannot be unambiguously recommended since both have their advantages and disadvantages. It depends on the specific analysis conditions, which type of substrate we prefer. The preparation of many water-soluble polysaccharide chromolytic substrates is the subject of Cs. AO 237 101 and U.S. Pat. No. 4,321,364. However, it does not include less known polysaccharides such as β (1-3) glucan isolated from the cell walls of baker's yeast (Saccharomyces cerevisiae), which is characterized by very low reactivity in subsequent alkylation modification reactions, by which the insoluble polysaccharide is converted to soluble.
Podstata vynálezu spočívá v tom, že v prvom stupni sa /3(1-3) glukán alkylu je etylénoxidom alebo /3-chloretyl sulfonátom sodným alebo kyselinou monochlóroctovou v· alkalickom prostředí na stupeň substitúcle 0,35 až 0,8 a v druhom stupni sa na alkyl-polysacharid naviaže farblvo; dvojsodná so! kyseliny 8-amino-5-[3-(sulfoetylsulfonyl janilíno ] 6-antrachinón-sulf onove j (Remazol briliant blue R) v množstve 6 až 10 percent hmot. na hmotnosť polysacharidu pri teplote 15 až 25 °C a koncentrácii hydroxidu sodného 1,0 až 3,0 % hmot. po dobu 2 až 4 hodin a vyfarbený polysacharid sa z roztoku izoluje známým spĎsobom.SUMMARY OF THE INVENTION In the first step, the β (1-3) glucan of alkyl is sodium ethylene oxide or β-chloroethyl sulfonate or monochloroacetic acid in an alkaline environment to a degree of substitution of 0.35 to 0.8, and the alkyl polysaccharide binds color; dvojsodná so! 8-amino-5- [3- (sulfoethylsulfonyl janilino) 6-anthraquinone-sulfonic acid (Remazol brilliant blue R) in an amount of 6 to 10 percent by weight of the polysaccharide at a temperature of 15 to 25 ° C and a sodium hydroxide concentration of 1 0 to 3.0% by weight for 2 to 4 hours and the colored polysaccharide is isolated from the solution in a known manner.
Připravený chromolytický /3(1-3) glukán je vo vodě dobré rozpustný a je vhodným substrátem pre meranie β (1-3) glukanázovej enzýmovej aktivity, EC 3.2.1.6. Hydroxyetyl-derivát je vhodnější pre viazanie farbiva, nakolko neblokuje hydroxylové skupiny polysacharidu. Karboxymetyl a sulfoetyl deriváty /3(1-3) glukánu sa horšie vyfarbujú, ale je jednoduchšia ich příprava oproti hydroxyetylderivátu.The prepared chromolytic / 3 (1-3) glucan is well soluble in water and is a suitable substrate for measuring β (1-3) glucanase enzyme activity, EC 3.2.1.6. The hydroxyethyl derivative is more suitable for dye binding since it does not block the hydroxyl groups of the polysaccharide. Carboxymethyl and sulfoethyl derivatives of β (1-3) glucan are poorly colored, but they are easier to prepare than the hydroxyethyl derivative.
Výhodou nového postupu přípravy vodorozpustného chromoíytického gelu /3(1-3) glukánu je, že umožňuje připravit z tohto málo reaktívneho polysacharidu dostatečné citlivý vodorozpustný enzýmový substrát vhodný pre fotokolorimetrické stanovenie /3(1-3] glukanázovej aktivity, EC 3.2.1.6, čím sa rozšiřuje paleta vodorozpustných polysacharid-hydrolázových enzýmových substrátov.An advantage of the novel process for the preparation of a water-soluble chromolytic gel / 3 (1-3) glucan is that it makes it possible to prepare from this low reactive polysaccharide a sufficiently sensitive water-soluble enzyme substrate suitable for photocolourimetric determination of the β (1-3) glucanase activity, EC 3.2.1.6. is expanding the range of water-soluble polysaccharide hydrolase enzyme substrates.
PřikladlEXAMPLE
K 200 g vzduchosuchého práškového /3(1—3) glukánu izolovaného z buněčných stien pekárskych kvasiniek (Saccharomyces cerevisiae] sa alkalizuje, s 200 ml 20 °/o hmot· vodného roztoku hydroxidu sodného a nechá sa aktivovat po dobu 1 hodiny pri teplote 20 °C. Potom sa alkalyzovaný glukán v reaktore, z ktorého sa odsaje vzduch alkyluje postupné přidáváním 35 g etylénoxidu pri teplote 45 °C sa nechá reagovat ešte 2 hodiny po přidaní posledného podielu etylénoxidu. Po ukončení reakcie sa produkt rozpustí v 3 litroch vody, ochladí sa na teplotu 20 °C a postupné sa za miešania přidává 25 g farbiva (Remazol briliant blue Rj. Reakčná zmes sa nechá reagovat celkove 2 hodiny od pridanía posledného podielu farbiva. Po naviazaní farbiva na polysacharid sa reakčný roztok zneutralizuje kyselinou octovou. Potom s neutrálny roztok naleje do přebytku alkoholu za miešania, čím sa chromolytický /3(1-3) glukán vyzráža, odfiltruje sa na filtri a premýva metanolom, až premývací roztok je bezfarebný. Hotový produkt obsahuje 8 až 10 % hmot. vlaženého farbiva, je dobré rozpustný vo vodě a je teda vhodným vodorozpustným substrátem na stanovenie /3(1-3) glukanázovej enzýmovej aktivity.To 200 g of air-dry powder / 3 (1-3) glucan isolated from baker's yeast cell walls (Saccharomyces cerevisiae) is alkalinized with 200 ml of a 20% w / w aqueous solution of sodium hydroxide and allowed to activate for 1 hour at 20 ° C. The alkali-glucan is then alkylated in a reactor from which the air is aspirated by sequentially adding 35 g of ethylene oxide at 45 DEG C. and allowed to react for 2 hours after the addition of the last portion of ethylene oxide. The reaction mixture was allowed to react for a total of 2 hours after the addition of the last portion of the dye. After binding of the dye to the polysaccharide, the reaction solution was neutralized with acetic acid and then neutral. the solution is poured into an excess of alcohol with stirring to precipitate the chromolytic / 3 (1-3) glucan, filter on a filter and The product contains 8 to 10% by weight of methanol until the wash solution is colorless. is a good water-soluble substrate and is therefore a suitable water-soluble substrate for determining the β (1-3) glucanase enzyme activity.
Příklad 2Example 2
200 g vzduchosuchého práškového /3(1—3) glukánu izolovaného z buněčných stien pekárskych kvasiniek sa alkyluje v suspenzii 2 litrov izopropanolu a 200 ml vodného roztoku hydroxidu sodného o koncentrácii 20 percent hmot. Reakčná zmes sa postupné vyhrieva na teplotu 55 °C, kedy sa v prlebehu 30 minút po častiach přidává 70 g pevného /3-chlóretylsulfonátu sodného. Reakčná zmes sa pri teplote 55 °C za miešania udržuje 3 hodiny, potom sa pevný sulfoetyl-glukán odfiltruje, premyje 96 % hmot. etanolom, dobré odsaje a pevný produkt sa rozpúšťa v 3 litroch vody, upraví sa koncentrácia hydroxidu sodného na hodnotu 3 percenta hmot. a vyfarbí sa farbivom (Remazol briliant bleu R) pri teplote 25 °C po dobu 4 hodin. Hotový produkt je dobré rozpustný vo vodě a je vhodným substrátom na stanovenie /3(1-3) glukanázovej enzýmovej aktivity. Obsahuje 6 % hmot. viazaného farbiva.200 g of air-dry powdered β (1-3) glucan isolated from baker's yeast cell walls are alkylated in a suspension of 2 liters of isopropanol and 200 ml of an aqueous solution of 20% by weight sodium hydroxide. The reaction mixture was gradually heated to 55 ° C, when 70 g of solid sodium 3-chloroethylsulfonate was added portionwise over 30 minutes. The reaction mixture is maintained at 55 ° C with stirring for 3 hours, then the solid sulfoethyl glucan is filtered off, washed with 96% by weight. The solid product is dissolved in 3 liters of water, the sodium hydroxide concentration is adjusted to 3% by weight. and stained with Remazol briliant bleu R at 25 ° C for 4 hours. The finished product is well soluble in water and is a suitable substrate for the determination of β (1-3) glucanase enzyme activity. Contains 6 wt. bound dye.
Příklad 3Example 3
200 g vzduchosuchého práškového /3(.1-3) glukánu izolovaného z buněčných stien pekárskych kvasiniek sa suspenduje v 2 litroch 96 % hmot. etanolu, do ktorého sa predtým přidalo 100 ml vodného roztoku hydroxidu sodného o koncentrácii 600 g. . I-1. Reakčná zmes sa mieša 1 hodinu pri teplote 20 °C, potom sa přidá 100 g kyseliny chlóroctovej a vyhřeje sa na teplotu 55 stupňov Celsia počas 30 až 45 minút a pri tejto teplote sa reakčná zmes udržuje celkom 3 hodiny. Potom sa pevný produkt karboxymetyl-glukán odfiltruje, dobré odsaje etanol a pevný produkt sa rozpustí v 2 litroch vody, upraví sa koncentrácia hydroxidu sodného, na hodnotu 3 % hmot. a vyfarbí sa barvivom (Remazol briliant blue R) ako v příklade 2. Hotový produkt je dobré rozpustný vo vodě, a je vhodným substrátom na stanovenie /3(1-3) glukanázovej enzýmovej aktivity.200 g of air-dry powdered (3- (1-3) -glucan isolated from baker's yeast cell walls are suspended in 2 liters of 96% by weight. ethanol, to which 100 ml of 600 g aqueous sodium hydroxide solution had previously been added. . I -1 . The reaction mixture is stirred at 20 ° C for 1 hour, then 100 g of chloroacetic acid are added and heated to 55 degrees Celsius for 30 to 45 minutes, and the reaction mixture is maintained at this temperature for a total of 3 hours. Then the solid carboxymethyl-glucan product is filtered off, the ethanol is filtered off well and the solid product is dissolved in 2 liters of water, the sodium hydroxide concentration is adjusted to 3% by weight. and stained with dye (Remazol briliant blue R) as in Example 2. The finished product is well soluble in water, and is a suitable substrate for determining β (1-3) glucanase enzyme activity.
Vynález má použitie v analytike enzýmov, biotechnologii a všade kde třeba pohotovo merat /3(1-3] glukanázovú enzýmovú aktivitu.The invention has applications in enzyme analysis, biotechnology and wherever β (1-3) glucanase enzyme activity is readily measured.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS855619A CS254162B1 (en) | 1985-08-01 | 1985-08-01 | Method of soluble chromolytic substrate preparation for beta(1-3)gluconase determination |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS855619A CS254162B1 (en) | 1985-08-01 | 1985-08-01 | Method of soluble chromolytic substrate preparation for beta(1-3)gluconase determination |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS561985A1 CS561985A1 (en) | 1987-05-14 |
| CS254162B1 true CS254162B1 (en) | 1988-01-15 |
Family
ID=5401390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS855619A CS254162B1 (en) | 1985-08-01 | 1985-08-01 | Method of soluble chromolytic substrate preparation for beta(1-3)gluconase determination |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS254162B1 (en) |
-
1985
- 1985-08-01 CS CS855619A patent/CS254162B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS561985A1 (en) | 1987-05-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Biely et al. | Remazol brilliant blue-xylan: a soluble chromogenic substrate for xylanases | |
| Wirth et al. | Dye-labelled substrates for the assay and detection of chitinase and lysozyme activity | |
| US3956273A (en) | Modified agarose and agar and method of making same | |
| US3619371A (en) | Production of a polymeric matrix having a biologically active substance bound thereto | |
| Okuda et al. | β-Glucan synthesis in the cotton fiber (I. Identification of β-1, 4-and β-1, 3-glucans synthesized in vitro) | |
| US4992538A (en) | Silated polysaccharides | |
| CA1240990A (en) | Heptaose compounds | |
| US4097667A (en) | Hydroxyalkyl cellulose ethers | |
| US4321364A (en) | Preparation of soluble chromogenic substrates | |
| US3513156A (en) | Esters of starch and anthranilic acid and derivatives thereof | |
| US4268628A (en) | Method for the determination of α-amylase | |
| CS254162B1 (en) | Method of soluble chromolytic substrate preparation for beta(1-3)gluconase determination | |
| KR19990077979A (en) | Method for preparation of amphoteric guar gum derivatives | |
| US4563421A (en) | Method for determining the presence of endohydrolase in a liquid and composition therefor | |
| US4337310A (en) | Method for the determination of α-amylase | |
| US3694318A (en) | Substrate and method for alpha-amylase assay | |
| CS254163B1 (en) | A method of preparing an ohromolytic substrate for determining ((1-3) glucanase) | |
| US4167621A (en) | Method for preparing starch ether derivatives | |
| CS237101B1 (en) | A method of preparing water-soluble chromolytic polysaccharide enzyme substrates | |
| CZ476389A3 (en) | process for preparing chromolytic substrate for the determination of xylanase enzymatic activity | |
| CS261080B1 (en) | O- (4- (N-Ethyl-N-phenylamino) -6- (4-methyl-2-sulfobenzene-1-azo-2- (1-hydroxy-3,6-bisulfonate-1-yl) trisodium salt) ) amino] -l, 3,5-triazin-2-yl} starch | |
| CS240463B1 (en) | Trisodium salt of 4-/n-ethyl-n-phenylamino/-6-/4-methyl-2-sulphobenzene-1-azo-2-/1-hydroxy-3,6-bissulphonate-1-yl/amino/-1,3,5-triazine-2-yl-hydroxyethylcellulose and method of its preparation | |
| DE1953189A1 (en) | Amylases chemically coupled to cellulose derivatives and processes for their preparation | |
| CS233088B1 (en) | Trisododium salt of 6-(2-sulpho-4-(4-amino-3-sulpho-1-anthraquinone-amino)-aniline-4-(x-sulphoaniline)-1,3,5-triazine-2-yl-hydroxyet-hylcellulose and its preparation method | |
| JPH025400B2 (en) |