NO136371B - - Google Patents

Download PDF

Info

Publication number: NO136371B
Authority: NO; Norway
Prior art keywords: fructose; glucose; column; separation; sugars
Prior art date: 1971-05-15

Application number

NO730/72A

Other languages

English (en)

Norwegian (no)

Other versions

NO136371C (no

Inventor

Y Takasaki

Original Assignee

Agency Ind Science Techn

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.)

1971-05-15

Filing date

1972-03-08

Publication date

1977-05-16

1971-05-15 Priority claimed from JP3271871A external-priority patent/JPS4848650A/ja

1971-05-15 Priority claimed from JP3271771A external-priority patent/JPS522985B1/ja

1972-03-08 Application filed by Agency Ind Science Techn filed Critical Agency Ind Science Techn

1977-05-16 Publication of NO136371B publication Critical patent/NO136371B/no

1977-08-24 Publication of NO136371C publication Critical patent/NO136371C/no

Links

RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 97
235000000346 sugar Nutrition 0.000 claims description 90
229930091371 Fructose Natural products 0.000 claims description 89
239000005715 Fructose Substances 0.000 claims description 89
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 77
239000008103 glucose Substances 0.000 claims description 71
239000000243 solution Substances 0.000 claims description 57
238000000926 separation method Methods 0.000 claims description 53
150000008163 sugars Chemical class 0.000 claims description 47
238000000034 method Methods 0.000 claims description 46
239000000203 mixture Substances 0.000 claims description 44
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 43
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 35
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 32
150000001450 anions Chemical class 0.000 claims description 28
229920001542 oligosaccharide Polymers 0.000 claims description 21
150000002482 oligosaccharides Chemical class 0.000 claims description 21
239000006188 syrup Substances 0.000 claims description 15
235000020357 syrup Nutrition 0.000 claims description 15
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical group OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 13
238000006317 isomerization reaction Methods 0.000 claims description 12
229920002472 Starch Polymers 0.000 claims description 9
239000008107 starch Substances 0.000 claims description 9
235000019698 starch Nutrition 0.000 claims description 9
229930006000 Sucrose Natural products 0.000 claims description 5
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 5
239000005720 sucrose Substances 0.000 claims description 5
BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 3
230000007062 hydrolysis Effects 0.000 claims description 3
238000006460 hydrolysis reaction Methods 0.000 claims description 3
239000002253 acid Substances 0.000 claims description 2
239000007864 aqueous solution Substances 0.000 claims description 2
235000013379 molasses Nutrition 0.000 claims description 2
238000006386 neutralization reaction Methods 0.000 claims 1
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 17
229920001467 poly(styrenesulfonates) Polymers 0.000 description 16
229960004903 invert sugar Drugs 0.000 description 14
108700040099 Xylose isomerases Proteins 0.000 description 9
-1 anionic ion Chemical class 0.000 description 9
SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 9
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 8
239000011780 sodium chloride Substances 0.000 description 8
SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 7
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 7
239000003957 anion exchange resin Substances 0.000 description 7
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 description 6
PYMYPHUHKUWMLA-LMVFSUKVSA-N aldehydo-D-ribose Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 6
239000008101 lactose Substances 0.000 description 6
JCQLYHFGKNRPGE-FCVZTGTOSA-N lactulose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 JCQLYHFGKNRPGE-FCVZTGTOSA-N 0.000 description 6
229960000511 lactulose Drugs 0.000 description 6
PFCRQPBOOFTZGQ-UHFFFAOYSA-N lactulose keto form Natural products OCC(=O)C(O)C(C(O)CO)OC1OC(CO)C(O)C(O)C1O PFCRQPBOOFTZGQ-UHFFFAOYSA-N 0.000 description 6
150000003839 salts Chemical class 0.000 description 6
ZAQJHHRNXZUBTE-WUJLRWPWSA-N D-xylulose Chemical compound OC[C@@H](O)[C@H](O)C(=O)CO ZAQJHHRNXZUBTE-WUJLRWPWSA-N 0.000 description 5
239000003456 ion exchange resin Substances 0.000 description 5
229920003303 ion-exchange polymer Polymers 0.000 description 5
239000002245 particle Substances 0.000 description 5
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 4
ZAQJHHRNXZUBTE-NQXXGFSBSA-N D-ribulose Chemical compound OC[C@@H](O)[C@@H](O)C(=O)CO ZAQJHHRNXZUBTE-NQXXGFSBSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
238000005349 anion exchange Methods 0.000 description 4
PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
238000010828 elution Methods 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
239000002994 raw material Substances 0.000 description 4
239000011347 resin Substances 0.000 description 4
229920005989 resin Polymers 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
ZAQJHHRNXZUBTE-UHFFFAOYSA-N D-threo-2-Pentulose Natural products OCC(O)C(O)C(=O)CO ZAQJHHRNXZUBTE-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000001913 cellulose Substances 0.000 description 3
229920002678 cellulose Polymers 0.000 description 3
238000004587 chromatography analysis Methods 0.000 description 3
239000003480 eluent Substances 0.000 description 3
235000010259 potassium hydrogen sulphite Nutrition 0.000 description 3
230000009257 reactivity Effects 0.000 description 3
239000012266 salt solution Substances 0.000 description 3
108010073178 Glucan 1,4-alpha-Glucosidase Proteins 0.000 description 2
102100022624 Glucoamylase Human genes 0.000 description 2
239000002250 absorbent Substances 0.000 description 2
230000002745 absorbent Effects 0.000 description 2
239000003513 alkali Substances 0.000 description 2
108090000637 alpha-Amylases Proteins 0.000 description 2
102000004139 alpha-Amylases Human genes 0.000 description 2
229940024171 alpha-amylase Drugs 0.000 description 2
239000002585 base Substances 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000000470 constituent Substances 0.000 description 2
229940079593 drug Drugs 0.000 description 2
239000003814 drug Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
230000002255 enzymatic effect Effects 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
BJHIKXHVCXFQLS-UYFOZJQFSA-N fructose group Chemical group OCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 description 2
125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 2
DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 2
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
125000003603 D-ribosyl group Chemical group C1([C@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
125000000214 D-xylosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)CO1)* 0.000 description 1
102000004190 Enzymes Human genes 0.000 description 1
108090000790 Enzymes Proteins 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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
108090000769 Isomerases Proteins 0.000 description 1
102000004195 Isomerases Human genes 0.000 description 1
239000004285 Potassium sulphite Substances 0.000 description 1
229920005654 Sephadex Polymers 0.000 description 1
239000012507 Sephadex™ Substances 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
241000187747 Streptomyces Species 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000001642 boronic acid derivatives Chemical class 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000003729 cation exchange resin Substances 0.000 description 1
229920001429 chelating resin Polymers 0.000 description 1
238000013375 chromatographic separation Methods 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
235000008504 concentrate Nutrition 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000005115 demineralization Methods 0.000 description 1
230000002328 demineralizing effect Effects 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000000378 dietary effect Effects 0.000 description 1
150000002016 disaccharides Chemical class 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
229940088598 enzyme Drugs 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
229960002737 fructose Drugs 0.000 description 1
229930182830 galactose Natural products 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910017053 inorganic salt Inorganic materials 0.000 description 1
239000002198 insoluble material Substances 0.000 description 1
125000002099 lactulose group Chemical group 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
244000005700 microbiome Species 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
229940127557 pharmaceutical product Drugs 0.000 description 1
229940099427 potassium bisulfite Drugs 0.000 description 1
BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
235000019252 potassium sulphite Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000001172 regenerating effect Effects 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
230000007017 scission Effects 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000004289 sodium hydrogen sulphite Substances 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
239000000126 substance Substances 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13B—PRODUCTION OF SUCROSE; APPARATUS SPECIALLY ADAPTED THEREFOR
- C13B35/00—Extraction of sucrose from molasses
- C13B35/02—Extraction of sucrose from molasses by chemical means
- C13B35/06—Extraction of sucrose from molasses by chemical means using ion exchange
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K11/00—Fructose
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K13/00—Sugars not otherwise provided for in this class
- C13K13/007—Separation of sugars provided for in subclass C13K
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K3/00—Invert sugar; Separation of glucose or fructose from invert sugar

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
Organic Chemistry (AREA)
Analytical Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Saccharide Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

NO730/72A 1971-05-15 1972-03-08 Fremgangsm}te ved separasjon av en blanding av sukkerarter. NO136371C (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP3271871A JPS4848650A (fi)	1971-05-15	1971-05-15
JP3271771A JPS522985B1 (fi)	1971-05-15	1971-05-15

Publications (2)

Publication Number	Publication Date
NO136371B true NO136371B (fi)	1977-05-16
NO136371C NO136371C (no)	1977-08-24

Family

ID=26371299

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO730/72A NO136371C (no)	1971-05-15	1972-03-08	Fremgangsm}te ved separasjon av en blanding av sukkerarter.

Country Status (6)

Country	Link
CA (1)	CA969932A (fi)
ES (1)	ES400835A1 (fi)
FI (1)	FI55052C (fi)
IT (1)	IT972419B (fi)
NO (1)	NO136371C (fi)
SE (1)	SE382332B (fi)

1972
- 1972-02-16 CA CA134,814A patent/CA969932A/en not_active Expired
- 1972-03-08 FI FI615/72A patent/FI55052C/fi active
- 1972-03-08 NO NO730/72A patent/NO136371C/no unknown
- 1972-03-16 ES ES400835A patent/ES400835A1/es not_active Expired
- 1972-03-16 IT IT67829/72A patent/IT972419B/it active
- 1972-03-20 SE SE7203577A patent/SE382332B/xx unknown

Also Published As

Publication number	Publication date
CA969932A (en)	1975-06-24
IT972419B (it)	1974-05-20
FI55052C (fi)	1979-05-10
ES400835A1 (es)	1975-11-01
FI55052B (fi)	1979-01-31
SE382332B (sv)	1976-01-26
NO136371C (no)	1977-08-24

Publication	Publication Date	Title
US4521252A (en)	1985-06-04	Process for producing a high-purity isomaltose
US3806363A (en)	1974-04-23	Method for separating fructose
US4613377A (en)	1986-09-23	Production of fructose syrup
US8865948B2 (en)	2014-10-21	Method for manufacturing high-purity sorbitol syrups from sucrose and uses thereof
US3817787A (en)	1974-06-18	Method for separating monosaccharides from mixtures including di-, and higher saccharides
AU594316B2 (en)	1990-03-08	Process for the preparation of crystalline maltitol
JP4831420B2 (ja)	2011-12-07	糖の分離
US3305395A (en)	1967-02-21	High d. e. corn type starch conversion syrup and methods of making same
JP2000157300A (ja)	2000-06-13	アラビノキシラン含有材料からのポリオ―ルの製造方法
EP0553126B1 (en)	1995-08-23	Process for producing glucose and fructose from sucrose
JPH0569116B2 (fi)	1993-09-30
US3285776A (en)	1966-11-15	High d.e. syrup and method of making same
US4165240A (en)	1979-08-21	Starch hydrolysate having less than 5 ppm of heavy metals
US4843156A (en)	1989-06-27	Process for producing high-purity oligoglucosylfructosides
KR100508724B1 (ko)	2005-11-16	트레할로오스및당알코올의제조방법
EP1492892B1 (en)	2009-08-05	Purification of pure disaccharide solution
JP5184768B2 (ja)	2013-04-17	トレハロース高含有糖液の回収方法並びに結晶トレハロースの製造方法
NO136371B (fi)	1977-05-16
US3431253A (en)	1969-03-04	Fructose formation from glucose
US4040861A (en)	1977-08-09	Process of refining enzymatically produced levulose syrups
US5194094A (en)	1993-03-16	Fractionating starch hydrolysates
JP2834807B2 (ja)	1998-12-14	精製ラクチュロースの製造法
RU2302402C2 (ru)	2007-07-10	Способ получения устойчивых к щелочи и термостойких полиолов
KUSAKABE et al.	1985	Studies on the Mannanase of Streptomyces V. Preparation of Crystalline Mannobiose from Copra Mannan by a Mannanase System from Streptomyces sp.
NO140666B (no)	1979-07-09	Fremgangsmaate ved fremstilling av krystallinsk, i det vesentlige xylosefri, xylitol fra en vandig opploesning inneholdende xylitol og xylose