CS211585B1 - Sposob chromatografipkého delenia alditolov - Google Patents
Sposob chromatografipkého delenia alditolov Download PDFInfo
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- CS211585B1 CS211585B1 CS805579A CS805579A CS211585B1 CS 211585 B1 CS211585 B1 CS 211585B1 CS 805579 A CS805579 A CS 805579A CS 805579 A CS805579 A CS 805579A CS 211585 B1 CS211585 B1 CS 211585B1
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- CS
- Czechoslovakia
- Prior art keywords
- alditols
- chromatographic separation
- mixture
- cycle
- alditoles
- Prior art date
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- 229920001223 polyethylene glycol Polymers 0.000 title claims description 19
- 238000013375 chromatographic separation Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 150000005846 sugar alcohols Chemical class 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 12
- 238000010828 elution Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003729 cation exchange resin Substances 0.000 claims description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 9
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 8
- UNXHWFMMPAWVPI-QWWZWVQMSA-N D-threitol Chemical compound OC[C@@H](O)[C@H](O)CO UNXHWFMMPAWVPI-QWWZWVQMSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 5
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 description 5
- 235000010355 mannitol Nutrition 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- JVWLUVNSQYXYBE-UHFFFAOYSA-N Ribitol Natural products OCC(C)C(O)C(O)CO JVWLUVNSQYXYBE-UHFFFAOYSA-N 0.000 description 4
- HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 4
- -1 Borate ions Chemical class 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
- 229930195725 Mannitol Natural products 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 3
- 238000005341 cation exchange Methods 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- HEBKCHPVOIAQTA-NGQZWQHPSA-N d-xylitol Chemical compound OC[C@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-NGQZWQHPSA-N 0.000 description 3
- 239000000594 mannitol Substances 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 235000010356 sorbitol Nutrition 0.000 description 3
- 229960002920 sorbitol Drugs 0.000 description 3
- OXQKEKGBFMQTML-KVTDHHQDSA-N volemitol Chemical compound OC[C@@H](O)[C@@H](O)C(O)[C@H](O)[C@H](O)CO OXQKEKGBFMQTML-KVTDHHQDSA-N 0.000 description 3
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 3
- 239000000811 xylitol Substances 0.000 description 3
- 235000010447 xylitol Nutrition 0.000 description 3
- 229960002675 xylitol Drugs 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RFSUNEUAIZKAJO-VRPWFDPXSA-N D-Fructose Natural products OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-VRPWFDPXSA-N 0.000 description 2
- FBPFZTCFMRRESA-KAZBKCHUSA-N D-altritol Chemical compound OC[C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KAZBKCHUSA-N 0.000 description 2
- OXQKEKGBFMQTML-UHFFFAOYSA-N D-glycero-D-gluco-heptitol Natural products OCC(O)C(O)C(O)C(O)C(O)CO OXQKEKGBFMQTML-UHFFFAOYSA-N 0.000 description 2
- 239000004386 Erythritol Substances 0.000 description 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 2
- HEBKCHPVOIAQTA-IMJSIDKUSA-N L-arabinitol Chemical compound OC[C@H](O)C(O)[C@@H](O)CO HEBKCHPVOIAQTA-IMJSIDKUSA-N 0.000 description 2
- FBPFZTCFMRRESA-UNTFVMJOSA-N L-iditol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO FBPFZTCFMRRESA-UNTFVMJOSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 235000019414 erythritol Nutrition 0.000 description 2
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 2
- 229940009714 erythritol Drugs 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- OXQKEKGBFMQTML-BIVRFLNRSA-N perseitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO OXQKEKGBFMQTML-BIVRFLNRSA-N 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- WXYXERHRDKEISL-ZXZARUISSA-N (2R,4S)-1,2,4,5-tetrahydroxypentan-3-one Chemical compound OC[C@H](O)C(=O)[C@H](O)CO WXYXERHRDKEISL-ZXZARUISSA-N 0.000 description 1
- FBPFZTCFMRRESA-FBXFSONDSA-N Allitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-FBXFSONDSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 238000005842 biochemical reaction Methods 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004816 paper chromatography Methods 0.000 description 1
- 230000036316 preload Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
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- Saccharide Compounds (AREA)
Description
Vynález sa tý'ka chromatograf i ckého' delenia alditolov na štipci katexu v lantanitom cykle za použitia vody ako elučného činidla.
Prakticky všetky delenia zmesi alditolov sú založené na chromatografických metódach. Boritanové ióny ako zložky chromatografického systému využívá papierova chromatografia /fe, R. Barker, D. C. C. Sraith, Chem. and Ind, 1954, 19; Stankovič, V. Bílik, M. Kedoroňko,
J. Kanigstein, Chem. Zvěstí 29, 685 /\9Ί5ί}> chromatografia elúciou boritanovými puframi na stlpcoch anexu v boritanovom cykle /A. B. Foster, Adv. Varbohyd. Chem.12, 1 14 /1 957 lj a aktívneho uhlia a celistu /S . A. Barker, E. J. Bouřné, 0. Theander, J. Chem. Soc. 195 5, 4276.7. Vzájorané rozdelenie níektorých alditolov bolo dosiahnuté na stípcoch Fullerovej zeminy a celulózy /V. W. Binkley, Adv. Carbohyd. Chem. 1 0 , 67 /1955/7, na anexe v síranovom cykle /0. Samuelson, H. Strb*mberg, Carbohyd. Res. 3_, .89 /1 966/ a na katexoch v lítnom, vápenatom a bárnatom cykle /J. Κ. N. Jones, R. A. Wall, Canad. J. Chem. 38 , 2290 / 1 960/: 0 . Samuelson, H. StrSmberg, Acta Chem. Scand . 2 2, 1 252 / 1 968/; S. J. Angyal, G. S. Bethell, R. J. Beveridge, Carnohyd. Res. 73 , 9 /1979/; A. J. Melája, L. Hamalaineh, Ger. 2 418 801 , C. A. 82., 73 397 / 1975/; A. J. Melaja,L. Hamalainen, L. Rantanen, U. S. 3 928 1 93 , C. A. 8 5 , 35 1 31 / 1 976/. Navrhovaný sposob delenia je v převedení velmi jednoduchý a umožňuje účinné vzájomné rozdelenie alditolov, i takých /napr. galaktitol - glucitol,. manitol - altritol/, ktoré nife je možné rozdělit na katexoch cyklízovaných katiónmi alkalických kovov a kovov alkalických zemin.
Podstata sposobu chromatografického delenia alditolov podlá vynálezu spočívá v tom, že zmes alditolov sa chromatografuje elúciou vodou na stípčí katexu v lantanitom cykle.
Výhodou navrhovaného sposobu chromatografického delenia alditolov je,xže umožňuje rýchle a účinné rozdelenie zmesi tetritolov, pentitolov, hexitolov, heptitolov, připadne zmesi alditolov s rSznym počtom atómov uhlíka v molekule, dovoluje až 5až 15 % váhové zafaženie chromatograf ickej náplně'zmesou aldi.toiov /počítané na vzduchosuchý ionomenič/, elúcia vodou odstraňuje technické fažkosti s používáním,resp. finálny-m odstráňovaním pufrovacích roztokov a organických rozpúštadiel ako elučných systémOv, ? .· získajú sa alditoly s vysokým stupňom čistoty, .
κ / chromatografickú náplň je možné opakované používať bez regenerácie a bez poklesu účinnosti deleniá prakticky na lubovolný počet delení.
Přiklad l
Zmes .A ’/alitol, D-manitol, D-altritol, galaktitol, D-glucítol, L-iditol/, resp. zmes B /ribitol, L-arabinitol, xylitol, pentaerytritol, galaktitol/, zmes, C /erytritol, D-treitol,· D-glucitol, D-glycero-D-taloheptitol, D-glycero-D-galaktoheptitol/, zmes D /glycerol,
D-treitol, D-xylitol, galaktitol, Ď-glycero-D-taloheptitol/ každý alditol á 0,1 g/ sa chromatografujú pri teplote miestnosti ná štipci /90 x 0,9 cm/iónomeniča Dowex 50 W, X-8,
200 - 400 mesh'v La-cykle elúciou vodou pri prietoku 15 ml.h . Relativné elučné objemy Vr jednotlivých alditolov vztahované na elučný objem pentaerytritolu V » 54 ml, Vr = 1,00 sú uvedené v tabulke 1.
Relátívne elučné objemy alditolov pri chromatografii na Dowexe 50 W v La-cykle elúciou vodou
| Alditol | V r |
| glycerol | • 0,99 |
| erytritol | 0,97 |
| D-treitol | 1,48 |
| ribitol /adonit/ | 0,89 |
| L-arabinitol. | 1 ,39 |
| D-xylitol | 2,52 |
| alitol | 0,91 |
| D-manitol | 1,20 |
| D-altritol | 1 ,35 |
| galaktitol /dulcit/ | 1,98 |
| D-glucitol' /eorbit/ | ‘2,50 |
| L-iditol | 3,15 |
| D-glycero-D-taloheptitol /volemit/ | 1,17 |
| D-glycero-D-galaktoheptitol /perzeit/ | 1,70 |
| pentaerytritol | 1 ,00 |
Příklad
Zmes /4 g/ D-[2-2h] manitolu a D-[2-^lJ glucitolu /získaná redukciou D-fruktózy deuteťídom bor ito sodným, po deionizácii katexom, zahuštění a trojnásobnom odpaření destilačného zvyšku s metanolom/ sa chromatografuje na.štipci katexu v La-cykle uvedenom v příklade 1 elúciou vodou pri prietoku 18 ml.h čím sanavzájom rozdělia nezreagovaná. východisková D-fruktóza /0,1 g, elučný objem 34 až 36 ml/^, D-[2-2H]manitol /1,9 g, 54 až 88 ml/ a1 D-[2-2H] glucitol /1,9 g, 100 až'16*5 ml/.
Příklad 3
Zmes /0,8 g/[3-^u] ribitolu a xylitolu /získaná redukciou erytro-3-pentulózy deuteridom boritosodným/ sa chromatografuje na stípci katexu v La-cykle uvedenom v příklade 1 elúciou vodou pri prietoku 40 ml.h \ čím sa získá C3-2Hj ribitol /0,4 g, elučný objem 40 až 60 ml/ a [3-h] xylitol /0,4 g 110 až 155 ml/.
Uvedený sposob chromatografického delenia alditolov na katexe v lantanitom cykle umožňuje jednoduché a vysokoúcinné delenie zložitých zmesi alditolov, ktoré sú zaujímavé pre potravinářsky priemysel a izotopicky značné pre sledovanie chemických a biochemických reakcii. Súčasné je možné tento sposob použiť pri preparatívnej príprave niektorých vzácných alditolov a v analytíckej chémii sacharidov.
Claims (1)
- Spdsob chromatografického delenia alditolov vyznačujúci sa tým, že zmes alditolov sa chromatografuje elúciou vodou na stípci katexu v lantanitom cykle.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS805579A CS211585B1 (sk) | 1979-11-29 | 1979-11-29 | Sposob chromatografipkého delenia alditolov |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS805579A CS211585B1 (sk) | 1979-11-29 | 1979-11-29 | Sposob chromatografipkého delenia alditolov |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS211585B1 true CS211585B1 (sk) | 1982-02-26 |
Family
ID=5430632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS805579A CS211585B1 (sk) | 1979-11-29 | 1979-11-29 | Sposob chromatografipkého delenia alditolov |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS211585B1 (sk) |
-
1979
- 1979-11-29 CS CS805579A patent/CS211585B1/sk unknown
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