JPH0427823B2 - - Google Patents
Info
- Publication number
- JPH0427823B2 JPH0427823B2 JP58064183A JP6418383A JPH0427823B2 JP H0427823 B2 JPH0427823 B2 JP H0427823B2 JP 58064183 A JP58064183 A JP 58064183A JP 6418383 A JP6418383 A JP 6418383A JP H0427823 B2 JPH0427823 B2 JP H0427823B2
- Authority
- JP
- Japan
- Prior art keywords
- isoflavonoid
- glycosyl
- isoflavonoids
- solution
- food
- 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 - Lifetime
Links
- 229930013032 isoflavonoid Natural products 0.000 claims description 140
- 235000012891 isoflavonoids Nutrition 0.000 claims description 140
- 150000003817 isoflavonoid derivatives Chemical class 0.000 claims description 64
- 235000013305 food Nutrition 0.000 claims description 38
- 235000000346 sugar Nutrition 0.000 claims description 28
- -1 α-glucosyl Chemical group 0.000 claims description 26
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 16
- 239000003463 adsorbent Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 14
- 235000010469 Glycine max Nutrition 0.000 claims description 13
- 244000068988 Glycine max Species 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000000395 magnesium oxide Substances 0.000 claims description 7
- 239000003456 ion exchange resin Substances 0.000 claims description 6
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 6
- 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 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 48
- 239000000243 solution Substances 0.000 description 38
- 239000000047 product Substances 0.000 description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 239000000843 powder Substances 0.000 description 34
- 238000000034 method Methods 0.000 description 28
- 235000019606 astringent taste Nutrition 0.000 description 26
- 235000020357 syrup Nutrition 0.000 description 22
- 239000006188 syrup Substances 0.000 description 22
- 229920002472 Starch Polymers 0.000 description 19
- 235000019698 starch Nutrition 0.000 description 19
- 239000000126 substance Substances 0.000 description 19
- 235000019658 bitter taste Nutrition 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 16
- 239000008107 starch Substances 0.000 description 16
- 235000019640 taste Nutrition 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 238000002474 experimental method Methods 0.000 description 14
- 239000000203 mixture Substances 0.000 description 14
- 102000004190 Enzymes Human genes 0.000 description 13
- 108090000790 Enzymes Proteins 0.000 description 13
- 229940088598 enzyme Drugs 0.000 description 13
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 230000007721 medicinal effect Effects 0.000 description 12
- 108010025880 Cyclomaltodextrin glucanotransferase Proteins 0.000 description 11
- 235000009508 confectionery Nutrition 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 102100033448 Lysosomal alpha-glucosidase Human genes 0.000 description 8
- 235000003599 food sweetener Nutrition 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000003765 sweetening agent Substances 0.000 description 8
- 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 7
- 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 7
- 241001465754 Metazoa Species 0.000 description 7
- 108090000637 alpha-Amylases Proteins 0.000 description 7
- 108010028144 alpha-Glucosidases Proteins 0.000 description 7
- 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 7
- 239000008280 blood Substances 0.000 description 7
- 210000004369 blood Anatomy 0.000 description 7
- 239000012535 impurity Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 235000013322 soy milk Nutrition 0.000 description 7
- 239000006228 supernatant Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000007796 conventional method Methods 0.000 description 6
- 239000000796 flavoring agent Substances 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 5
- 239000005913 Maltodextrin Substances 0.000 description 5
- 229920002774 Maltodextrin Polymers 0.000 description 5
- 239000000284 extract Substances 0.000 description 5
- 235000019634 flavors Nutrition 0.000 description 5
- 235000015110 jellies Nutrition 0.000 description 5
- 239000008274 jelly Substances 0.000 description 5
- 229940035034 maltodextrin Drugs 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000003826 tablet Substances 0.000 description 5
- 239000000606 toothpaste Substances 0.000 description 5
- 229940034610 toothpaste Drugs 0.000 description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 4
- 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 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229920000858 Cyclodextrin Polymers 0.000 description 4
- 206010013911 Dysgeusia Diseases 0.000 description 4
- 102100022624 Glucoamylase Human genes 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 229930187719 Soyasaponin Natural products 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000008351 acetate buffer Substances 0.000 description 4
- 102000004139 alpha-Amylases Human genes 0.000 description 4
- 229940024171 alpha-amylase Drugs 0.000 description 4
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 4
- 229920001429 chelating resin Polymers 0.000 description 4
- 229940112822 chewing gum Drugs 0.000 description 4
- 235000015218 chewing gum Nutrition 0.000 description 4
- 235000008504 concentrate Nutrition 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 239000000787 lecithin Substances 0.000 description 4
- 235000010445 lecithin Nutrition 0.000 description 4
- 229940067606 lecithin Drugs 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 150000008163 sugars Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000512259 Ascophyllum nodosum Species 0.000 description 3
- 101100127285 Drosophila melanogaster unc-104 gene Proteins 0.000 description 3
- 108010073178 Glucan 1,4-alpha-Glucosidase Proteins 0.000 description 3
- 102100026367 Pancreatic alpha-amylase Human genes 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000005273 aeration Methods 0.000 description 3
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 3
- 235000011130 ammonium sulphate Nutrition 0.000 description 3
- 230000002587 anti-hemolytic effect Effects 0.000 description 3
- 230000002402 anti-lipaemic effect Effects 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 235000013527 bean curd Nutrition 0.000 description 3
- 235000013361 beverage Nutrition 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 235000011194 food seasoning agent Nutrition 0.000 description 3
- 235000013402 health food Nutrition 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 229940013618 stevioside Drugs 0.000 description 3
- 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 3
- 235000019202 steviosides Nutrition 0.000 description 3
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 101710095468 Cyclase Proteins 0.000 description 2
- 229920002307 Dextran Polymers 0.000 description 2
- 108010012023 Dextrin dextranase Proteins 0.000 description 2
- 239000004278 EU approved seasoning Substances 0.000 description 2
- 239000001116 FEMA 4028 Substances 0.000 description 2
- 108010055629 Glucosyltransferases Proteins 0.000 description 2
- 102000000340 Glucosyltransferases Human genes 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 239000004373 Pullulan Substances 0.000 description 2
- 229920001218 Pullulan Polymers 0.000 description 2
- 244000299461 Theobroma cacao Species 0.000 description 2
- 235000005764 Theobroma cacao ssp. cacao Nutrition 0.000 description 2
- 235000005767 Theobroma cacao ssp. sphaerocarpum Nutrition 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229930003427 Vitamin E Natural products 0.000 description 2
- 235000010724 Wisteria floribunda Nutrition 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
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- 238000010521 absorption reaction Methods 0.000 description 2
- 235000013334 alcoholic beverage Nutrition 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- WMGSQTMJHBYJMQ-UHFFFAOYSA-N aluminum;magnesium;silicate Chemical compound [Mg+2].[Al+3].[O-][Si]([O-])([O-])[O-] WMGSQTMJHBYJMQ-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 230000003796 beauty Effects 0.000 description 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 2
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- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
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- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 2
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- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 2
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- PYMYPHUHKUWMLA-UHFFFAOYSA-N 2,3,4,5-tetrahydroxypentanal Chemical compound OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Non-Alcoholic Beverages (AREA)
- Cosmetics (AREA)
- Medicines Containing Plant Substances (AREA)
- Fodder In General (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- General Preparation And Processing Of Foods (AREA)
Description
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Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ Î±âã°ãªã³ã·ã«ã€ãœãã©ããã€ããå«æãã
飲é£ç©ã ïŒ Î±âã°ãªã³ã·ã«ã€ãœãã©ããã€ããå«æãã
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Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58064183A JPS59187746A (ja) | 1983-04-11 | 1983-04-11 | 飲é£ç©ãšãã®è£œé æ¹æ³ |
| US06/582,475 US4557927A (en) | 1983-03-10 | 1984-02-22 | Food products and process for producing same |
| FR8403627A FR2542318B1 (fr) | 1983-03-10 | 1984-03-09 | Produits alimentaires a base de glycoside de soja et leur procede de preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58064183A JPS59187746A (ja) | 1983-04-11 | 1983-04-11 | 飲é£ç©ãšãã®è£œé æ¹æ³ |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59187746A JPS59187746A (ja) | 1984-10-24 |
| JPH0427823B2 true JPH0427823B2 (ja) | 1992-05-12 |
Family
ID=13250684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58064183A Granted JPS59187746A (ja) | 1983-03-10 | 1983-04-11 | 飲é£ç©ãšãã®è£œé æ¹æ³ |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59187746A (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008126752A1 (ja) * | 2007-04-09 | 2008-10-23 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | ãšã¯ãªãŒã«é¡ãæå¹æåãšããçŸçœå€ |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62126186A (ja) * | 1985-11-28 | 1987-06-08 | Tsumura Juntendo Inc | ã€ãœãã©ãã³èªå°äœå«æ溶液ã®è£œé æ¹æ³ |
| JPS62126185A (ja) * | 1985-11-28 | 1987-06-08 | Tsumura Juntendo Inc | ã€ãœãã©ãã³èªå°äœå«æ溶液ã®è£œé æ¹æ³ |
| JPH04283518A (ja) * | 1991-03-12 | 1992-10-08 | Kikkoman Corp | ææ¯åšçå€ |
| JP4982656B2 (ja) * | 2003-05-20 | 2012-07-25 | æ±æŽç²Ÿç³æ ªåŒäŒç€Ÿ | æ°Žå¯æº¶æ§ã€ãœãã©ãã³çµæç©ããã³ãã®è£œé æ¹æ³äžŠã³ã«ãã®çšé |
-
1983
- 1983-04-11 JP JP58064183A patent/JPS59187746A/ja active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008126752A1 (ja) * | 2007-04-09 | 2008-10-23 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | ãšã¯ãªãŒã«é¡ãæå¹æåãšããçŸçœå€ |
| JPWO2008126752A1 (ja) * | 2007-04-09 | 2010-07-22 | æ ªåŒäŒç€Ÿæåçç©ååŠç 究æ | ãšã¯ãªãŒã«é¡ãæå¹æåãšããçŸçœå€ |
| JP2014043472A (ja) * | 2007-04-09 | 2014-03-13 | Hayashibara Co Ltd | ãšã¯ãªãŒã«é¡ãæå¹æåãšããçŸçœå€ |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59187746A (ja) | 1984-10-24 |
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