CA1117047A - Preparation of high fructose syrups from sucrose - Google Patents
Preparation of high fructose syrups from sucroseInfo
- Publication number
- CA1117047A CA1117047A CA000305458A CA305458A CA1117047A CA 1117047 A CA1117047 A CA 1117047A CA 000305458 A CA000305458 A CA 000305458A CA 305458 A CA305458 A CA 305458A CA 1117047 A CA1117047 A CA 1117047A
- Authority
- CA
- Canada
- Prior art keywords
- sucrose
- fructose
- enzyme
- dextrose
- polysaccharide
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 239000005720 sucrose Substances 0.000 title claims abstract description 51
- 229930006000 Sucrose Natural products 0.000 title claims abstract description 50
- 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 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims description 25
- 235000021433 fructose syrup Nutrition 0.000 title abstract description 10
- 239000000758 substrate Substances 0.000 claims abstract description 50
- 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 abstract description 39
- 238000000034 method Methods 0.000 claims abstract description 37
- 229930091371 Fructose Natural products 0.000 claims abstract description 34
- 239000005715 Fructose Substances 0.000 claims abstract description 34
- 108010042889 Inulosucrase Proteins 0.000 claims abstract description 26
- 238000004519 manufacturing process Methods 0.000 claims abstract description 13
- 230000002255 enzymatic effect Effects 0.000 claims abstract description 11
- 241000223678 Aureobasidium pullulans Species 0.000 claims abstract description 6
- 102000004190 Enzymes Human genes 0.000 claims description 42
- 108090000790 Enzymes Proteins 0.000 claims description 42
- 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 35
- 239000008121 dextrose Substances 0.000 claims description 22
- 239000005017 polysaccharide Substances 0.000 claims description 20
- 229920001282 polysaccharide Polymers 0.000 claims description 19
- 239000000047 product Substances 0.000 claims description 19
- 108090000769 Isomerases Proteins 0.000 claims description 15
- 102000004195 Isomerases Human genes 0.000 claims description 15
- 238000006317 isomerization reaction Methods 0.000 claims description 13
- 150000004676 glycans Chemical class 0.000 claims description 10
- 239000006188 syrup Substances 0.000 claims description 9
- 235000020357 syrup Nutrition 0.000 claims description 9
- 230000007062 hydrolysis Effects 0.000 claims description 8
- 238000006460 hydrolysis reaction Methods 0.000 claims description 8
- 150000002772 monosaccharides Chemical class 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 238000000926 separation method Methods 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 108700040099 Xylose isomerases Proteins 0.000 claims description 4
- 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 4
- 238000000108 ultra-filtration Methods 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 14
- 238000000855 fermentation Methods 0.000 abstract description 12
- 230000004151 fermentation Effects 0.000 abstract description 12
- 230000006099 transfructosylation Effects 0.000 abstract description 6
- 238000002955 isolation Methods 0.000 abstract 1
- 229940088598 enzyme Drugs 0.000 description 43
- 229960002737 fructose Drugs 0.000 description 33
- 239000000243 solution Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000008103 glucose Substances 0.000 description 14
- 235000010633 broth Nutrition 0.000 description 13
- 150000004804 polysaccharides Chemical class 0.000 description 11
- 229920001218 Pullulan Polymers 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 235000019423 pullulan Nutrition 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 150000002500 ions Chemical class 0.000 description 9
- 239000004373 Pullulan Substances 0.000 description 8
- 108090000637 alpha-Amylases Proteins 0.000 description 7
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 235000013305 food Nutrition 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 235000000346 sugar Nutrition 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000007792 addition Methods 0.000 description 4
- 238000003556 assay Methods 0.000 description 4
- 150000001720 carbohydrates Chemical class 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000006228 supernatant Substances 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 108090000992 Transferases Proteins 0.000 description 3
- 102000004357 Transferases Human genes 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- 239000007979 citrate buffer Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 241001480003 Chaetothyriales Species 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- 101001091385 Homo sapiens Kallikrein-6 Proteins 0.000 description 2
- 108010093096 Immobilized Enzymes Proteins 0.000 description 2
- 102100034866 Kallikrein-6 Human genes 0.000 description 2
- 208000007976 Ketosis Diseases 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 241000187747 Streptomyces Species 0.000 description 2
- 229920001284 acidic polysaccharide Polymers 0.000 description 2
- 150000004805 acidic polysaccharides Chemical class 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 108010051210 beta-Fructofuranosidase Proteins 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 229940079919 digestives enzyme preparation Drugs 0.000 description 2
- -1 e.g~ Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 239000002054 inoculum Substances 0.000 description 2
- 229960004903 invert sugar Drugs 0.000 description 2
- 239000001573 invertase Substances 0.000 description 2
- 235000011073 invertase Nutrition 0.000 description 2
- 150000002584 ketoses Chemical class 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000001509 sodium citrate Substances 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 238000010977 unit operation Methods 0.000 description 2
- NFGXHKASABOEEW-UHFFFAOYSA-N 1-methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Chemical compound COC(C)(C)CCCC(C)CC=CC(C)=CC(=O)OC(C)C NFGXHKASABOEEW-UHFFFAOYSA-N 0.000 description 1
- 241000187844 Actinoplanes Species 0.000 description 1
- FBEHFRAORPEGFH-UHFFFAOYSA-N Allyxycarb Chemical compound CNC(=O)OC1=CC(C)=C(N(CC=C)CC=C)C(C)=C1 FBEHFRAORPEGFH-UHFFFAOYSA-N 0.000 description 1
- 241000186063 Arthrobacter Species 0.000 description 1
- 241000223651 Aureobasidium Species 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 101150000595 CLMP gene Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- 241000203813 Curtobacterium Species 0.000 description 1
- 241000350139 Erythrophleum suaveolens Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 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
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 241000428533 Rhis Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 101150007148 THI5 gene Proteins 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 238000012511 carbohydrate analysis Methods 0.000 description 1
- 229940077731 carbohydrate nutrients Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- VJECBOKJABCYMF-UHFFFAOYSA-N doxazosin mesylate Chemical compound [H+].CS([O-])(=O)=O.C1OC2=CC=CC=C2OC1C(=O)N(CC1)CCN1C1=NC(N)=C(C=C(C(OC)=C2)OC)C2=N1 VJECBOKJABCYMF-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- YAGKRVSRTSUGEY-UHFFFAOYSA-N ferricyanide Chemical compound [Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] YAGKRVSRTSUGEY-UHFFFAOYSA-N 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000011086 glassine Substances 0.000 description 1
- 230000009229 glucose formation Effects 0.000 description 1
- 235000012907 honey Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 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
- 239000007787 solid Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 210000005253 yeast cell Anatomy 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0051—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Fructofuranans, e.g. beta-2,6-D-fructofuranan, i.e. levan; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1048—Glycosyltransferases (2.4)
- C12N9/1051—Hexosyltransferases (2.4.1)
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- Zoology (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Biotechnology (AREA)
- Materials Engineering (AREA)
- Microbiology (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Engineering & Computer Science (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Jellies, Jams, And Syrups (AREA)
- Storage Of Fruits Or Vegetables (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80728977A | 1977-06-16 | 1977-06-16 | |
| US807,289 | 1977-06-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1117047A true CA1117047A (en) | 1982-01-26 |
Family
ID=25196025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000305458A Expired CA1117047A (en) | 1977-06-16 | 1978-06-14 | Preparation of high fructose syrups from sucrose |
Country Status (36)
| Country | Link |
|---|---|
| JP (1) | JPS6013677B2 (cs) |
| AR (1) | AR223648A1 (cs) |
| AT (1) | AT364657B (cs) |
| AU (1) | AU3669278A (cs) |
| BE (1) | BE868122A (cs) |
| BR (1) | BR7803835A (cs) |
| CA (1) | CA1117047A (cs) |
| CH (1) | CH648059A5 (cs) |
| CS (1) | CS241460B2 (cs) |
| CU (1) | CU34936A (cs) |
| DD (1) | DD140415A5 (cs) |
| DE (1) | DE2826111A1 (cs) |
| DK (1) | DK269778A (cs) |
| ES (1) | ES470766A1 (cs) |
| FI (1) | FI64642C (cs) |
| FR (1) | FR2394253A1 (cs) |
| GB (1) | GB2000144B (cs) |
| GR (1) | GR73593B (cs) |
| HU (1) | HU181413B (cs) |
| IE (1) | IE46985B1 (cs) |
| IL (1) | IL54857A (cs) |
| IT (1) | IT1098335B (cs) |
| LU (1) | LU79816A1 (cs) |
| NL (1) | NL7806475A (cs) |
| NO (1) | NO145641C (cs) |
| NZ (1) | NZ187436A (cs) |
| OA (1) | OA05986A (cs) |
| PH (1) | PH14418A (cs) |
| PL (1) | PL121700B1 (cs) |
| PT (1) | PT68167A (cs) |
| RO (1) | RO78764B (cs) |
| SE (1) | SE439928B (cs) |
| SU (1) | SU1230469A3 (cs) |
| TR (1) | TR20267A (cs) |
| YU (1) | YU40830B (cs) |
| ZA (1) | ZA783102B (cs) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4613377A (en) * | 1984-07-24 | 1986-09-23 | Hiroshi Yamazaki | Production of fructose syrup |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56154967A (en) * | 1980-03-31 | 1981-11-30 | Meiji Seika Kaisha Ltd | Sweetening agent and its preparation |
| GB2072679B (en) * | 1980-03-31 | 1983-11-09 | Meiji Seika Kaisha | Sweetener |
| US4309505A (en) * | 1980-05-19 | 1982-01-05 | Cpc International Inc. | Process for the production of fructose transferase enzyme |
| US4317880A (en) * | 1980-06-03 | 1982-03-02 | Cpc International Inc. | Process for the production of fructose polymers and high fructose syrups |
| US4356262A (en) | 1980-06-03 | 1982-10-26 | Cpc International Inc. | Process for the production of high fructose syrups and ethanol |
| US4335207A (en) | 1980-06-03 | 1982-06-15 | Cpc International Inc. | Process for the production of high fructose syrups and ethanol |
| JPS5840065A (ja) * | 1981-09-01 | 1983-03-08 | Meiji Seika Kaisha Ltd | 低カロリ−甘味料およびそれを用いた低カロリ−飲食物の製造法 |
| JPS6034134A (ja) * | 1983-08-05 | 1985-02-21 | Meiji Seika Kaisha Ltd | フラクトオリゴ糖含有飼料ならびにこれを用いて家畜を飼育する方法 |
| JPS6214792A (ja) * | 1985-07-10 | 1987-01-23 | Meiji Seika Kaisha Ltd | フラクトオリゴ糖高含有物の製造法 |
| JPS63313128A (ja) * | 1987-06-17 | 1988-12-21 | Hitachi Ltd | 液晶表示装置 |
| US5215905A (en) * | 1989-12-29 | 1993-06-01 | Miwon Co., Ltd. | Immobilization of fructosyltransferase on a basic, porous anion-exchange resin |
| FR2766333B1 (fr) * | 1997-07-25 | 1999-10-01 | Roquette Freres | Nouvelle composition edulcorante, son procede de fabrication et ses utilisations |
| CN108077882A (zh) * | 2017-12-18 | 2018-05-29 | 南宁纵联科技有限公司 | 一种利用生物发酵法制备功能型调味糖浆的方法 |
-
1978
- 1978-05-30 ZA ZA783102A patent/ZA783102B/xx unknown
- 1978-05-31 NZ NZ187436A patent/NZ187436A/xx unknown
- 1978-05-31 AU AU36692/78A patent/AU3669278A/en active Pending
- 1978-06-01 GR GR56418A patent/GR73593B/el unknown
- 1978-06-02 IE IE1120/78A patent/IE46985B1/en unknown
- 1978-06-05 IL IL54857A patent/IL54857A/xx unknown
- 1978-06-06 TR TR20267A patent/TR20267A/xx unknown
- 1978-06-14 CA CA000305458A patent/CA1117047A/en not_active Expired
- 1978-06-14 RO RO94360A patent/RO78764B/ro unknown
- 1978-06-14 SE SE7806844A patent/SE439928B/sv not_active IP Right Cessation
- 1978-06-14 ES ES470766A patent/ES470766A1/es not_active Expired
- 1978-06-14 DE DE19782826111 patent/DE2826111A1/de not_active Ceased
- 1978-06-14 PT PT68167A patent/PT68167A/pt unknown
- 1978-06-14 LU LU79816A patent/LU79816A1/xx unknown
- 1978-06-15 DK DK269778A patent/DK269778A/da not_active Application Discontinuation
- 1978-06-15 CS CS783948A patent/CS241460B2/cs unknown
- 1978-06-15 AR AR272619A patent/AR223648A1/es active
- 1978-06-15 GB GB7827046A patent/GB2000144B/en not_active Expired
- 1978-06-15 HU HU78CE1168A patent/HU181413B/hu unknown
- 1978-06-15 PH PH21263A patent/PH14418A/en unknown
- 1978-06-15 JP JP53071561A patent/JPS6013677B2/ja not_active Expired
- 1978-06-15 AT AT0435878A patent/AT364657B/de not_active IP Right Cessation
- 1978-06-15 NL NL7806475A patent/NL7806475A/xx not_active Application Discontinuation
- 1978-06-15 NO NO782083A patent/NO145641C/no unknown
- 1978-06-15 PL PL1978207653A patent/PL121700B1/pl unknown
- 1978-06-15 FI FI781911A patent/FI64642C/fi not_active IP Right Cessation
- 1978-06-15 SU SU782626705A patent/SU1230469A3/ru active
- 1978-06-15 BR BR7803835A patent/BR7803835A/pt unknown
- 1978-06-15 DD DD78206028A patent/DD140415A5/de unknown
- 1978-06-15 IT IT24618/78A patent/IT1098335B/it active
- 1978-06-15 CH CH6544/78A patent/CH648059A5/de not_active IP Right Cessation
- 1978-06-15 BE BE2057061A patent/BE868122A/xx unknown
- 1978-06-15 YU YU1424/78A patent/YU40830B/xx unknown
- 1978-06-16 OA OA56530A patent/OA05986A/xx unknown
- 1978-06-16 CU CU7834936A patent/CU34936A/es unknown
- 1978-06-16 FR FR7818074A patent/FR2394253A1/fr active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4613377A (en) * | 1984-07-24 | 1986-09-23 | Hiroshi Yamazaki | Production of fructose syrup |
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