CS233233B1 - A method for preparing (U-4C) mannose-6-phosphate - Google Patents

A method for preparing (U-4C) mannose-6-phosphate Download PDF

Info

Publication number
CS233233B1
CS233233B1 CS525583A CS525583A CS233233B1 CS 233233 B1 CS233233 B1 CS 233233B1 CS 525583 A CS525583 A CS 525583A CS 525583 A CS525583 A CS 525583A CS 233233 B1 CS233233 B1 CS 233233B1
Authority
CS
Czechoslovakia
Prior art keywords
phosphate
mannose
glucose
glucan
green
Prior art date
Application number
CS525583A
Other languages
Czech (cs)
Slovak (sk)
Inventor
Juraj Zemek
Stefan Kucar
Josef Kolina
Original Assignee
Juraj Zemek
Stefan Kucar
Josef Kolina
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 Juraj Zemek, Stefan Kucar, Josef Kolina filed Critical Juraj Zemek
Priority to CS525583A priority Critical patent/CS233233B1/en
Publication of CS233233B1 publication Critical patent/CS233233B1/en

Links

Landscapes

  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Vynález sa týká oboru biochémie, chámie sacharidov, ako aj lekárskej a potravinářskéj chemie. Vynález rleSi přípravu (U-C) manozofosfátu pre Stádium metabolizmu sacharidov, ako aj pre teoretická Štúdie v oblasti chéale a biochémie sacharidov. Uvedeného účelu sa dosiahne tým, Se na roztok (U-,4C)glukázo-6-fosfátu, připraveného z vodorozpustného alfa (1-> 4,6) glukánu so zelených alebo modrozelených rias, připraveného podía čs. AO 211 785 sa pósobí pufrovaným rostokom fosfomanozo izomerázy pri pH 7,2a vzniknutý produkt sa izoluje chromatografion na papieri.The invention relates to the field of biochemistry, carbohydrate chemistry, as well as medical and food chemistry. Invention rleSi preparation of (U-C) mannose phosphate for the Stage of Carbohydrate Metabolism, as well as for theoretical Studies in the field of cheale and biochemistry of carbohydrates. The stated purpose is achieved by using a solution of (U-,4C)glucose-6-phosphate, prepared from water-soluble alpha (1-> 4,6) glucan from green or blue-green algae, prepared according to MS. AO 211 785 is treated with buffered phosphomannose isomerase growth at pH 7.2 and the resulting product is isolated by paper chromatography.

Description

233233 2233233 2

Vynález sa týká spísobu přípravy (U-’^C) mano'zo-6-fosfátu následným účinkom enzýmumanóza fosfát izomerázy (D-manóza-6-fosfát ketol izomeráza, EC 5.3.1.8) na (U-'^C) fruktó-zo-6-fosfát, připravený podl’a čs. AO 211 785 o vysekej mólovej aktivitě. Příprava (U-’^C) manózo-6-fosfátu nie je v literatúre popisovaná. Vhodným zdrojomcukrov značených rádionuklidom je alfa (1-*4,6) glukán, izolovaný z rádioaktívnehobiologického materiálu, s výhodou z rias, v procese komplexného spracovania rádioaktívnejbiomasy (čs. pat. 121 808), Následným účinkom enzýmov fosforylázy (alfa-1,4-glukan : orto-fosfát alfa-glukozyltransferéza, EC 2.4.1.1.), fosfoglukomutázy (alfa-D-glukózo-1,6--difosfát : alfa-D-glukózo-1-fosfát fosfotransferáza, EC 2.7.5.1.) glukózofosfát izomerázy(D-glukSizo-6-fosfát ketol izomeráza, EC 5.3.1.9) na (1—*4,6) glukán značený rádionuklidom14C možno pripraviť po chromatografickej separácii (U-'^C) fruktózo-6-fosfát, ako východziulátku k přípravě JalSích fosforyltfvaných derivátov cukrov. (U-1*C) D-manózo-6-fosfát možno připravit účinkom monokinázy (ATP : D-manózo 6-fosfo-transferáza, EC 2.7.1.7) na (U-’^C) D-manózu a ATP. Aj kej výtažok v tejto reakcii jevysoký, nevýhodou je, že sa spracováva vzácný cukor (U-'^C) D-manóza a nie východzí zdrojpre přípravu cukrov, vodorozpustný glukán. Táto nevýhoda je riežená postupom podTa vy-nálezu, kedy východzou látkou je priamo vodorozpustný polysacharid, připravený v rámcikomplexného spracovania rádioaktívnej biomasy (čs. pat. č. 121 808).BACKGROUND OF THE INVENTION The present invention relates to a process for the preparation of (U - ' C) mannose-6-phosphate by the subsequent action of enzyme humanose phosphate isomerase (D-mannose-6-phosphate ketol isomerase, EC 5.3.1.8) on z-6-phosphate, prepared by MS. AO 211 785 on high molar activity. The preparation of (U -? - C) mannose-6-phosphate is not described in the literature. A suitable radionuclide-labeled sugar source is alpha (1- * 4,6) glucan, isolated from radioactive biology material, preferably algae, in the process of complex radioactive biomass processing (No. 121 808), followed by the action of phosphorylase enzymes (alpha-1,4 -glucan: ortho-phosphate alpha-glucosyltransferesis, EC 2.4.1.1.), phosphoglucomutase (alpha-D-glucose-1,6-diphosphate: alpha-D-glucose-1-phosphate phosphotransferase, EC 2.7.5.1.) glucose phosphate isomerase (D-glucose-6-phosphate ketol isomerase, EC 5.3.1.9) on radionuclide labeled 14C (1 → 4,6) glucan after the chromatographic separation of (U -? - C) fructose-6-phosphate as starting point the preparation of Jalsi phosphorylated sugar derivatives. (U-1 * C) D-mannose-6-phosphate can be prepared by monokinase (ATP: D-mannose 6-phospho-transferase, EC 2.7.1.7) to (U -? - C) D-mannose and ATP. Although the yield in this reaction is high, the disadvantage is that the noble sugar (U -? - C) D-mannose is treated and not the water source of the sugar, water-soluble glucan. This disadvantage is solved by the process according to the invention, wherein the starting substance is a water-soluble polysaccharide, prepared in the framework of complex radioactive biomass processing (No. 121 808).

Podstata vynálezu spočívá v tom, že na vetvený polysacharid typu alfa (1—>4) glukánus větvením 1-^6 vazbami, izolovaný z rádi okatí vneho biologického materiálu, s výhodou sozelených, resp. modrozelených rias, v procese komplexného spracovania rádioaktívnej biomasysa písobí enzýmom fosforylázou (alfa-1,4-glukán ortofosfát glukozyltransferáza, EC 2.4.1.1)v přítomnosti pufrovaného roztoku fosfátu o pH 6 až 7 (čs. AO 194 587), pričom na získanýalfa-D-glukopyranozylfosfát (U-'^C) sa písobí pufrovaným roztokom fosfoglukomutázy v pří-tomnosti cysteinu, síranu horečnatého a glukózo-1,6-difosfátu (pH 7,5 až 8,0) a na získanýglukózo-6-fosfát (U-’^C) sa písobí pufrovaným roztokom glukozo-6-fosfát izomerázy pripH 9,0 a na vytvořený fruktózo-6-fosfát (U-'^C) (čs. AO 211 785) sa písobí enzýmom mano-zofosfát izomerázou v pufrovenom prostředí o pH 7,2 a vytvořený manózo-6-fosfát (U-'^C)sa oddělí chromatografiou na papieri. Vzhl’adom na D-alfa-glukopyranozylfosfát je výťažokmanózo-6-fosfátu (U-'^C) až 38 %. Výhodou navrhovaného postupu přípravy (U-’^C) značených fosforylovaných derivátovD-manózy je, že celý postup přípravy je velmi jednoduchý a vžetky enzýmy potřebné k pre>-vedeniu prísluSných realizácií sú komerčně dostupné, připadne pripraviteTné v laboratór-nych podmienkach. Příklad K 0,1 ml 1 % roztoku vodorozpustného polysacharidu (U-'Λ)) zo zelených rias o celkovejaktivitě 20 kBq sa přidal 1 ml 0,2 mol/1 fosfátového pufru o pH 6,0 a 1 ml fosforylázyzo zemiakov (AO 194 588) a reakčná zmes sa inkubovala pri 35 °C po dobu 4 hodin. Po pře-běhnutí reakcie sa nastavilo pH reakčnej zmesi na hodnotu 7,5 pomocou 0,5 mol/1 fosfátovéhopufru (pH 8,0) a přidal sa cystein na výsledná koncentréciu 50 mmol/1, síran horečnatý6 mmol/1 a glukózo-1-,6-difosfát na 0,1 mmol/1 a 10 ^/ul fosfoglukomutázy (z pekárenskýchkvasinlek/5 nkat) a reakčná zmes sa Inkubovala Jalžie 2 hodiny pri 35 °C.SUMMARY OF THE INVENTION The present invention is based on the fact that the branched polysaccharide of the alpha (1 → 4) glucan type is branched with 1-6 linkages, isolated from the boundary biological material, preferably green, respectively. blue-green algae, in the process of complex processing of radioactive biomasysa by the enzyme phosphorylase (alpha-1,4-glucan orthophosphate glucosyltransferase, EC 2.4.1.1) in the presence of a buffered phosphate solution of pH 6 to 7 (MS-AO 194 587), D-glucopyranosyl phosphate (U-C-C) is written in a buffered phosphoglucomutase solution in the presence of cysteine, magnesium sulfate and glucose-1,6-diphosphate (pH 7.5 to 8.0) and the obtained glucose-6-phosphate (U). C) is written with a buffered solution of glucoso-6-phosphate isomerase and 9,0, respectively, and the fructose-6-phosphate (U-CC) (MS AO 211 785) formed by the enzyme mannophosphate isomerase in buffered the pH 7.2 and the mannose-6-phosphate (U-CC) formed is separated by chromatography on paper. With respect to D-alpha-glucopyranosyl phosphate, the yield of mannose-6-phosphate (U -? C) is up to 38%. An advantage of the proposed process for the preparation of (U - (-) C) labeled phosphorylated D-mannose derivatives is that the whole process of preparation is very simple and all the enzymes needed to carry out the relevant embodiments are commercially available, optionally preparable under laboratory conditions. Example To 1 ml of a 1% solution of water-soluble polysaccharide (U-Λ)) from green algae with a total activity of 20 kBq was added 1 ml of 0.2 mol / l phosphate buffer pH 6.0 and 1 ml of phosphorous acid (AO 194) 588) and the reaction mixture was incubated at 35 ° C for 4 hours. After the reaction was over, the pH of the reaction mixture was adjusted to 7.5 with 0.5 mol / l phosphate buffer (pH 8.0) and cysteine was added to a final concentration of 50 mmol / l, magnesium sulphate 6 mmol / l and glucose-1. - 6-diphosphate to 0.1 mmol / l and 10 µl of phosphoglucomutase (from bakery yeasts / 5 ml) and incubate for one hour at 35 ° C.

Po ukončení reakcie s fosfoglukomutázou pH hodnota reakčnej zmesi sa nastavila napň 9,0 pomocou 0 5 mol/1 glycínhydroxid sodný tlmivého roztoku (pH ,0) a přidala sakvasničná glukozo-6-fosfét izomeráza (lOjul; 25 nkat) a inkubácia prebiehala Jalžiu ho-dinu pri 35 °C (čs. AO 211 785). Po ukončení reakcie s glukózo-6-fosfát izomerázou sareakčná zmes odpařila do sucha na vákuovej odparke pri 70 °C a přidal sa zriedený roztokkyseliny chlorovodíkovéj 0,1 mol/1 (cca 3 ml) až pokial’ výsledné pH roztoku bolo 7,2.Potom sa přidal enzým fosfomanóza izomeráza (10yul; 8 nkat) a reakcia prebiehala po dobuAfter the phosphoglucomutase reaction was complete, the pH of the reaction mixture was adjusted to 9.0 with 0.5 M glycine sodium hydroxide buffer (pH 0) and the saccharide glucose-6-phosphate isomerase (10 µl; 25 nkat) was added and incubation was carried out with Yale. -Dine at 35 ° C (MS AO 211 785). After completion of the reaction with glucose-6-phosphate isomerase, the reaction mixture was evaporated to dryness in a vacuum evaporator at 70 ° C and diluted with 0.1M hydrochloric acid (ca. 3 mL) until the pH of the solution was 7.2. Phosphomannose isomerase (10yul; 8 nkat) was then added and the reaction was run for

Claims (1)

PREDMET VYNA^LEZUOBJECT OF THE INVENTION Spdsob přípravy (U-'^C) manozo-6-fosfátu z rádioaktívneho biologického materiálu, s výhodou větveného vodorozpustného alfa (1->4,6) glukánu zo zelených alebo modrozelených rias, vyznačujúci sa tým, že na roztok získaného (U-'^C) glukózo-6-fosfátu, sa pdsobí pufrovaným roztokom fosfomanózo izomerázy pri pH 7,2 a vzniknutý produkt sa izoluje chromatografiou na papieri.Process for the preparation of (U-C) mannoso-6-phosphate from radioactive biological material, preferably branched water-soluble alpha (1-> 4.6) glucan from green or blue-green algae, characterized in that the solution obtained (U- (C) glucose-6-phosphate is treated with a buffered solution of phosphomannose isomerase at pH 7.2 and the resulting product isolated by paper chromatography.
CS525583A 1983-07-11 1983-07-11 A method for preparing (U-4C) mannose-6-phosphate CS233233B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS525583A CS233233B1 (en) 1983-07-11 1983-07-11 A method for preparing (U-4C) mannose-6-phosphate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS525583A CS233233B1 (en) 1983-07-11 1983-07-11 A method for preparing (U-4C) mannose-6-phosphate

Publications (1)

Publication Number Publication Date
CS233233B1 true CS233233B1 (en) 1985-02-14

Family

ID=5397093

Family Applications (1)

Application Number Title Priority Date Filing Date
CS525583A CS233233B1 (en) 1983-07-11 1983-07-11 A method for preparing (U-4C) mannose-6-phosphate

Country Status (1)

Country Link
CS (1) CS233233B1 (en)

Similar Documents

Publication Publication Date Title
HOPP et al. Synthesis of Cellulose Precursors: The Involvement of Lipid‐Linked Sugars
Neufeld et al. Formation and interconversion of sugar nucleotides by plant extracts
GarcÍA et al. Polysaccharide Biosynthesis in Acetobacter xylinum Enzymatic Synthesis of Lipid Diphosphate and Monophospate Sugars
Manners The molecular structure of glycogens
Recondo et al. Isolation of adenosine diphosphate D-glucose from corn grains
Moore et al. Biosynthesis of extracellular polysaccharides by the blue-green alga Anabaena flos-aquae
Stowell et al. Preparation of some new neoglycoproteins by amidination of bovine serum albumin using 2-imino-2-methoxyethyl 1-thioglycosides
Hehre [21] Polysaccharide synthesis from disaccharides
Bessell et al. The deoxyfluoro-D-glucopyranose 6-phosphates and their effect on yeast glucose phosphate isomerase
Biely et al. Lysis of Saccharomyces cerevisiae with 2-deoxy-2-fluoro-D-glucose, an inhibitor of the cell wall glucan synthesis
Delmer et al. Utilization of nucleoside diphosphate glucoses in developing cotton fibers
FEINGOLD et al. Nucleotide sugars
Nomura et al. Biosynthesis of starch in chloroplasts
Pontis et al. Measurement of UDP‐Enzyme Systems
Ogata et al. A novel analytical procedure for assaying lysozyme activity using an end-blocked chitotetraose derivative as substrate
US4304854A (en) Alpha-amylase assay and substrates for use therein
CS233233B1 (en) A method for preparing (U-4C) mannose-6-phosphate
Pubols et al. Partial Purification & Properties of Xylose & Ribose Isomerase in Higher Plants
US5750389A (en) Purified saccharose-synthase, process for its production and its use
Turner Synthesis of sucrose by a partially purified plant tissue extract
Zevenhuizen Function, structure and metabolism of the intracellular polysaccharide of Arthrobacter
Barker et al. Immunopolysaccharides. Part II. Structure of a Betacoccus arabinosaceous dextran
Leloir et al. [17] Isolation of glucose-1, 6-diphosphate
JP3105306B2 (en) Method for producing carbohydrate or complex carbohydrate
EP0005867B2 (en) An alpha-amylase assay, a reagent composition and a reagent system therefor