JPS6362184B2 - - Google Patents
Info
- Publication number
- JPS6362184B2 JPS6362184B2 JP55040193A JP4019380A JPS6362184B2 JP S6362184 B2 JPS6362184 B2 JP S6362184B2 JP 55040193 A JP55040193 A JP 55040193A JP 4019380 A JP4019380 A JP 4019380A JP S6362184 B2 JPS6362184 B2 JP S6362184B2
- Authority
- JP
- Japan
- Prior art keywords
- sucrose
- composition
- enzyme
- fructose
- sweetener
- 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
- 229930006000 Sucrose Natural products 0.000 claims description 68
- 239000005720 sucrose Substances 0.000 claims description 68
- 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 55
- 239000000203 mixture Substances 0.000 claims description 40
- 235000003599 food sweetener Nutrition 0.000 claims description 23
- 239000003765 sweetening agent Substances 0.000 claims description 23
- 229930091371 Fructose Natural products 0.000 claims description 20
- 239000005715 Fructose Substances 0.000 claims description 20
- 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 19
- 150000002482 oligosaccharides Chemical class 0.000 claims description 19
- 229920001542 oligosaccharide Polymers 0.000 claims description 18
- 125000000185 sucrose group Chemical group 0.000 claims description 13
- 108010042889 Inulosucrase Proteins 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 230000001013 cariogenic effect Effects 0.000 claims description 8
- 208000002925 dental caries Diseases 0.000 claims description 8
- 244000005700 microbiome Species 0.000 claims description 8
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 claims description 4
- 241000228212 Aspergillus Species 0.000 claims description 4
- 241000223218 Fusarium Species 0.000 claims description 4
- 230000001568 sexual effect Effects 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 description 35
- 102000004190 Enzymes Human genes 0.000 description 35
- 229940088598 enzyme Drugs 0.000 description 35
- 229920002307 Dextran Polymers 0.000 description 30
- 239000000243 solution Substances 0.000 description 23
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 18
- 235000000346 sugar Nutrition 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 16
- 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 description 12
- 230000001580 bacterial effect Effects 0.000 description 12
- 239000008103 glucose Substances 0.000 description 12
- 230000000694 effects Effects 0.000 description 10
- VAWYEUIPHLMNNF-OESPXIITSA-N 1-kestose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 VAWYEUIPHLMNNF-OESPXIITSA-N 0.000 description 9
- 238000006276 transfer reaction Methods 0.000 description 9
- 229920001429 chelating resin Polymers 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000003456 ion exchange resin Substances 0.000 description 6
- 229920003303 ion-exchange polymer Polymers 0.000 description 6
- 230000009471 action Effects 0.000 description 5
- 239000008280 blood Substances 0.000 description 5
- 210000004369 blood Anatomy 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000008363 phosphate buffer Substances 0.000 description 5
- 238000000108 ultra-filtration Methods 0.000 description 5
- GIUOHBJZYJAZNP-DVZCMHTBSA-N 1-kestose Natural products OC[C@@H]1O[C@](CO)(OC[C@]2(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O GIUOHBJZYJAZNP-DVZCMHTBSA-N 0.000 description 4
- 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 4
- 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 4
- 229930195725 Mannitol Natural products 0.000 description 4
- FLDFNEBHEXLZRX-DLQNOBSRSA-N Nystose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(O[C@@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 FLDFNEBHEXLZRX-DLQNOBSRSA-N 0.000 description 4
- VAWYEUIPHLMNNF-UHFFFAOYSA-N kestotriose Natural products OC1C(O)C(CO)OC1(CO)OCC1(OC2C(C(O)C(O)C(CO)O2)O)C(O)C(O)C(CO)O1 VAWYEUIPHLMNNF-UHFFFAOYSA-N 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000000594 mannitol Substances 0.000 description 4
- 235000010355 mannitol Nutrition 0.000 description 4
- FLDFNEBHEXLZRX-UHFFFAOYSA-N nystose Natural products OC1C(O)C(CO)OC1(CO)OCC1(OCC2(OC3C(C(O)C(O)C(CO)O3)O)C(C(O)C(CO)O2)O)C(O)C(O)C(CO)O1 FLDFNEBHEXLZRX-UHFFFAOYSA-N 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- 235000010356 sorbitol Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- QNTKVQQLMHZOKP-NEJDVEAASA-N (2r,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-2-[[(2r,3s,4s,5r)-2-[[(2r,3s,4s,5r)-2-[[(2r,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]- Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(O[C@@H]4[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 QNTKVQQLMHZOKP-NEJDVEAASA-N 0.000 description 3
- 241000228245 Aspergillus niger Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 241000223221 Fusarium oxysporum Species 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 241000283973 Oryctolagus cuniculus Species 0.000 description 3
- 239000001888 Peptone Substances 0.000 description 3
- 108010080698 Peptones Proteins 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 238000012258 culturing Methods 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000000593 degrading effect Effects 0.000 description 3
- 150000002016 disaccharides Chemical class 0.000 description 3
- 235000013372 meat Nutrition 0.000 description 3
- 235000019319 peptone Nutrition 0.000 description 3
- 238000006462 rearrangement reaction Methods 0.000 description 3
- 210000000813 small intestine Anatomy 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 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 2
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 241001149563 Streptococcus mutans ATCC 25175 Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- VLSOAXRVHARBEQ-UHFFFAOYSA-N [4-fluoro-2-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(F)C=C1CO VLSOAXRVHARBEQ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000004255 ion exchange chromatography Methods 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000005846 sugar alcohols Chemical class 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 101710095468 Cyclase Proteins 0.000 description 1
- 208000002064 Dental Plaque Diseases 0.000 description 1
- -1 GF 2 Chemical class 0.000 description 1
- 108010015776 Glucose oxidase Proteins 0.000 description 1
- 239000004366 Glucose oxidase Substances 0.000 description 1
- 108010036940 Levansucrase Proteins 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 241000700157 Rattus norvegicus Species 0.000 description 1
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 description 1
- 241000194019 Streptococcus mutans Species 0.000 description 1
- 241000122143 Streptococcus mutans serotype C Species 0.000 description 1
- 102100029677 Trehalase Human genes 0.000 description 1
- 108010087472 Trehalase Proteins 0.000 description 1
- 102000016679 alpha-Glucosidases Human genes 0.000 description 1
- 108010028144 alpha-Glucosidases Proteins 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
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000008122 artificial sweetener Substances 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000012531 culture fluid Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- FTSSQIKWUOOEGC-RULYVFMPSA-N fructooligosaccharide Chemical compound OC[C@H]1O[C@@](CO)(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%12O)O[C@H](CO)[C@@H](O)[C@@H]%11O)O[C@H](CO)[C@@H](O)[C@@H]%10O)O[C@H](CO)[C@@H](O)[C@@H]9O)O[C@H](CO)[C@@H](O)[C@@H]8O)O[C@H](CO)[C@@H](O)[C@@H]7O)O[C@H](CO)[C@@H](O)[C@@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O FTSSQIKWUOOEGC-RULYVFMPSA-N 0.000 description 1
- 229940107187 fructooligosaccharide Drugs 0.000 description 1
- 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 1
- 238000001641 gel filtration chromatography Methods 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000845 maltitol Substances 0.000 description 1
- 235000010449 maltitol Nutrition 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 229940035436 maltitol Drugs 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 229910000357 manganese(II) sulfate Inorganic materials 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229940013618 stevioside Drugs 0.000 description 1
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 1
- 235000019202 steviosides Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
- Seasonings (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4019380A JPS56154967A (en) | 1980-03-31 | 1980-03-31 | Sweetening agent and its preparation |
| GB8108915A GB2072679B (en) | 1980-03-31 | 1981-03-23 | Sweetener |
| CA000373986A CA1169797A (en) | 1980-03-31 | 1981-03-27 | Sweetener |
| FR8106308A FR2484207B1 (fr) | 1980-03-31 | 1981-03-30 | Edulcorant peu cariogene, procede pour sa preparation et son utilisation pour la fabrication de produits alimentaires |
| DE3112842A DE3112842C2 (de) | 1980-03-31 | 1981-03-31 | Niedrigkariogenes Süssungsmittel und Verfahren zu dessen Herstellung |
| DK145881A DK160792C (da) | 1980-03-31 | 1981-03-31 | Soedemiddel samt fremgangsmaade til fremstilling deraf |
| NL8101587A NL8101587A (nl) | 1980-03-31 | 1981-03-31 | Zoetstof. |
| AU68944/81A AU545947B2 (en) | 1980-03-31 | 1981-03-31 | Fructose-sucrose sweetener |
| FR8115868A FR2484791B1 (fr) | 1980-03-31 | 1981-08-18 | Procede de preparation d'un edulcorant contenant du sorbitol et du mannitol |
| US06/787,026 US4681771A (en) | 1980-03-31 | 1985-10-15 | Sweetener |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4019380A JPS56154967A (en) | 1980-03-31 | 1980-03-31 | Sweetening agent and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56154967A JPS56154967A (en) | 1981-11-30 |
| JPS6362184B2 true JPS6362184B2 (ko) | 1988-12-01 |
Family
ID=12573935
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4019380A Granted JPS56154967A (en) | 1980-03-31 | 1980-03-31 | Sweetening agent and its preparation |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS56154967A (ko) |
| AU (1) | AU545947B2 (ko) |
Families Citing this family (17)
| 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 |
| JPS6196942A (ja) * | 1984-10-19 | 1986-05-15 | 明治製菓株式会社 | フラクトオリゴ糖を含む発酵食品の製造法 |
| JPS61268190A (ja) * | 1985-05-23 | 1986-11-27 | Meiji Seika Kaisha Ltd | 糖の製造法 |
| JPH01137974A (ja) * | 1987-11-25 | 1989-05-30 | Meiji Seika Kaisha Ltd | 固定化酵素，その製法ならびにフラクトオリゴ糖の製造法 |
| JPH0670075B2 (ja) * | 1990-08-28 | 1994-09-07 | ホクレン農業協同組合連合会 | １―ケストース結晶およびその製造方法 |
| WO1992008368A1 (en) * | 1991-09-30 | 1992-05-29 | Wm. Wrigley Jr. Company | Chewing gum containing fructooligosaccharides |
| NL1000064C1 (nl) * | 1994-07-08 | 1996-01-08 | Stichting Scheikundig Onderzoe | Produktie van oligosacchariden in transgene planten. |
| JP3155889B2 (ja) | 1994-07-13 | 2001-04-16 | 明治製菓株式会社 | 繁殖雌豚飼育用飼料を用いて初生家畜の育成率を向上させる方法 |
| JP3174470B2 (ja) | 1995-02-03 | 2001-06-11 | 明治製菓株式会社 | 種豚用飼料を用いて雄豚の繁殖能力を向上させる方法 |
| US6087345A (en) * | 1995-05-31 | 2000-07-11 | Meiji Seika Kaisha, Ltd. | Material inhibiting lipid peroxide-increase |
| JP3579128B2 (ja) * | 1995-05-31 | 2004-10-20 | 明治製菓株式会社 | 過酸化脂質上昇抑制材 |
| JP2005247752A (ja) * | 2004-03-04 | 2005-09-15 | Hokuren Federation Of Agricult Coop:The | 血中コレステロール上昇抑制剤 |
| CN102056947B (zh) * | 2008-06-12 | 2014-05-28 | 蒂西苏克拉菲纳德里有限公司 | 低聚果糖组合物、其生产方法和应用 |
| CN104903340B (zh) | 2012-11-12 | 2017-05-17 | 株式会社明治 | 含有蔗果四糖结晶的粉末 |
| BE1022946A1 (fr) | 2014-08-29 | 2016-10-20 | Beghin Meiji Sa | Procédé d'amélioration ou d'augmentation de la croissance à l'âge adulte d'une progéniture par l'administration de FOS |
| FR3064483B1 (fr) | 2017-03-31 | 2022-06-03 | Inra | Administration perinatale de fructooligosaccharides a chaine courte afin d'empecher des troubles metaboliques lies a un regime alimentaire desequilibre a l'age adulte |
| EP4094769A1 (en) | 2021-05-27 | 2022-11-30 | Beghin, Meiji | Composition and method for balancing gut microbiota, immune system and metabolic function of elderly subjects |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4319839B1 (ko) * | 1965-08-08 | 1968-08-27 | ||
| GB2000144A (en) * | 1977-06-16 | 1979-01-04 | Cpc International Inc | Preparation of high fructose syrups by enzymatic transfructosylation of sucrose |
| JPS56154967A (en) * | 1980-03-31 | 1981-11-30 | Meiji Seika Kaisha Ltd | Sweetening agent and its preparation |
-
1980
- 1980-03-31 JP JP4019380A patent/JPS56154967A/ja active Granted
-
1981
- 1981-03-31 AU AU68944/81A patent/AU545947B2/en not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4319839B1 (ko) * | 1965-08-08 | 1968-08-27 | ||
| GB2000144A (en) * | 1977-06-16 | 1979-01-04 | Cpc International Inc | Preparation of high fructose syrups by enzymatic transfructosylation of sucrose |
| JPS548737A (en) * | 1977-06-16 | 1979-01-23 | Cpc International Inc | Production of syrup with high maltose content from sucrose |
| JPS56154967A (en) * | 1980-03-31 | 1981-11-30 | Meiji Seika Kaisha Ltd | Sweetening agent and its preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| AU545947B2 (en) | 1985-08-08 |
| AU6894481A (en) | 1981-10-08 |
| JPS56154967A (en) | 1981-11-30 |
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