JPS62248469A - Novel sweetener - Google Patents
Novel sweetenerInfo
- Publication number
- JPS62248469A JPS62248469A JP61095071A JP9507186A JPS62248469A JP S62248469 A JPS62248469 A JP S62248469A JP 61095071 A JP61095071 A JP 61095071A JP 9507186 A JP9507186 A JP 9507186A JP S62248469 A JPS62248469 A JP S62248469A
- Authority
- JP
- Japan
- Prior art keywords
- sweetener
- deoxynojirimycin
- sweeteners
- novel
- people
- 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.)
- Pending
Links
- 235000003599 food sweetener Nutrition 0.000 title claims abstract description 21
- 239000003765 sweetening agent Substances 0.000 title claims abstract description 21
- LXBIFEVIBLOUGU-JGWLITMVSA-N duvoglustat Chemical compound OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O LXBIFEVIBLOUGU-JGWLITMVSA-N 0.000 claims abstract description 17
- LXBIFEVIBLOUGU-UHFFFAOYSA-N Deoxymannojirimycin Natural products OCC1NCC(O)C(O)C1O LXBIFEVIBLOUGU-UHFFFAOYSA-N 0.000 claims abstract description 11
- 206010012601 diabetes mellitus Diseases 0.000 abstract description 4
- 239000003814 drug Substances 0.000 abstract description 4
- 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 abstract description 3
- 238000000605 extraction Methods 0.000 abstract description 3
- 239000008103 glucose Substances 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 229940079593 drug Drugs 0.000 abstract 2
- 235000008708 Morus alba Nutrition 0.000 description 7
- 240000000249 Morus alba Species 0.000 description 7
- 150000001720 carbohydrates Chemical class 0.000 description 5
- 235000014633 carbohydrates Nutrition 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 241000411851 herbal medicine Species 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000004378 Glycyrrhizin Substances 0.000 description 3
- 241000544066 Stevia Species 0.000 description 3
- 229920001429 chelating resin Polymers 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 description 3
- 229960004949 glycyrrhizic acid Drugs 0.000 description 3
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 description 3
- 235000019410 glycyrrhizin Nutrition 0.000 description 3
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[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 HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 235000019605 sweet taste sensations Nutrition 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 108010011485 Aspartame Proteins 0.000 description 2
- 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 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
- 206010013911 Dysgeusia Diseases 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BGMYHTUCJVZIRP-UHFFFAOYSA-N Nojirimycin Natural products OCC1NC(O)C(O)C(O)C1O BGMYHTUCJVZIRP-UHFFFAOYSA-N 0.000 description 2
- 208000008589 Obesity Diseases 0.000 description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000000605 aspartame Substances 0.000 description 2
- 235000010357 aspartame Nutrition 0.000 description 2
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 2
- 229960003438 aspartame Drugs 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
- BGMYHTUCJVZIRP-GASJEMHNSA-N nojirimycin Chemical compound OC[C@H]1NC(O)[C@H](O)[C@@H](O)[C@@H]1O BGMYHTUCJVZIRP-GASJEMHNSA-N 0.000 description 2
- 235000013615 non-nutritive sweetener Nutrition 0.000 description 2
- 235000020824 obesity Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 235000019204 saccharin Nutrition 0.000 description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
- 229940081974 saccharin Drugs 0.000 description 2
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 235000010356 sorbitol Nutrition 0.000 description 2
- 239000000811 xylitol Substances 0.000 description 2
- 235000010447 xylitol Nutrition 0.000 description 2
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 2
- 229960002675 xylitol Drugs 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 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 206010007269 Carcinogenicity Diseases 0.000 description 1
- 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 1
- 229930091371 Fructose Natural products 0.000 description 1
- 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 1
- 239000005715 Fructose Substances 0.000 description 1
- 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 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 201000011252 Phenylketonuria Diseases 0.000 description 1
- 241000187747 Streptomyces Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000000954 anitussive effect Effects 0.000 description 1
- 230000002280 anti-androgenic effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000000051 antiandrogen Substances 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
- 230000002567 autonomic effect Effects 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 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 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000007670 carcinogenicity Effects 0.000 description 1
- 231100000260 carcinogenicity Toxicity 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 208000002925 dental caries Diseases 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 230000001882 diuretic effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000011194 food seasoning agent 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
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 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 1
- 229960000511 lactulose Drugs 0.000 description 1
- 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 1
- 230000002475 laxative effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 235000021096 natural sweeteners Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000005195 poor health Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000021067 refined food Nutrition 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 150000004043 trisaccharides Chemical class 0.000 description 1
- 235000001459 whitebark Nutrition 0.000 description 1
Landscapes
- Seasonings (AREA)
Abstract
Description
【発明の詳細な説明】 ［産業上の利用分野］ 本発明は新規かつ有用な甘味料に関する。[Detailed description of the invention] [Industrial application field] FIELD OF THE INVENTION This invention relates to new and useful sweeteners.
［従来の技術］ 甘味料としては、主に砂糖が使用されている。[Conventional technology] Sugar is mainly used as a sweetener.
砂糖に代わる甘味料として、ブドウ糖、果糖などの単糖
類、マルトース、ラクチュロースなどの三糖類、フラク
トオリゴ糖などの少糖類、キシリトール、ソルビトール
、マンニド−°ルなどの糖アルコールが低カロリー甘味
料として利用されている。Monosaccharides such as glucose and fructose, trisaccharides such as maltose and lactulose, oligosaccharides such as fructooligosaccharide, and sugar alcohols such as xylitol, sorbitol, and mannidol are used as low-calorie sweeteners to replace sugar. ing.
又、非糖質甘味料に、天然甘味料としてステビア、グリ
チルリチン、合成甘味料としてサッカリン、アスパルテ
ームがあり、それぞれの目的、特性に応１＋ア柿」ｎ六
ｈ−７″いス−
・二発明が解決しようとする問題点］
砂糖の大量摂取は肥満、虫歯、自律神経失調症、糖尿な
どの多くの病因となり、不健康を招いている。 従って
加工食品、医薬品においては、砂糖に代わるｉ［味料が
使用され、また開発されてきた。In addition, non-carbohydrate sweeteners include natural sweeteners such as stevia and glycyrrhizin, and synthetic sweeteners such as saccharin and aspartame. The problems that sugar is trying to solve] Large amounts of sugar intake are the cause of many diseases such as obesity, tooth decay, autonomic nervous disorder, and diabetes, leading to poor health. materials have been used and developed.
砂糖に代わる甘味料は化学的組成の違いで糖質甘味料と
非糖質甘味料に大別される。 各甘味料はそれぞれ異な
る特性ならびに利用目的の違いがある。 糖質は味料、
例えばキシリトール、ソルビトール、マンニトールは吸
収速度が遅く、多少ともカロリーＦＡとなり、大量摂取
すると緩下作用をあられす。 従って、現在のところ他
の人工甘味料との配合用、糖尿病患者用などに使用され
ている。 非糖質甘味料の天然物に、ステビア、グリチ
ルリチンがあるが、ステビアは弱い抗男性ホルモン作用
を有し、グリチルリチンは長期使用により偽アルドステ
ロン症の症例が報告されている。Sweeteners that replace sugar are broadly classified into carbohydrate sweeteners and non-carbohydrate sweeteners, depending on their chemical composition. Each sweetener has different properties and uses. Carbohydrates are flavorings,
For example, xylitol, sorbitol, and mannitol have a slow absorption rate, become more or less caloric FA, and have a laxative effect when ingested in large quantities. Therefore, it is currently used in combination with other artificial sweeteners and for diabetic patients. Stevia and glycyrrhizin are natural non-carbohydrate sweeteners, but stevia has a weak anti-androgen effect, and cases of pseudohyperaldosteronism have been reported with long-term use of glycyrrhizin.
従って配合する場合も一日最大配合量または使用上の注
意記載義務が課せられている。合成甘味料のサッカリン
は不快な後味や発ガン性に関してもしばしば問題とされ
ている。 アスパルテームは熱や酸に比較的弱く、フェ
ニールケトン尿症の人々には注章する必要がある。Therefore, even when compounded, the maximum daily amount or precautions for use are required. The synthetic sweetener saccharin is often questioned for its unpleasant aftertaste and carcinogenicity. Aspartame is relatively sensitive to heat and acid and should be used with caution in people with phenylketonuria.
従って、現在も複合甘味料とともに、新「味料の研究開
発が盛んにおこなわれている。 この発明は従来全く知
られていなかすた新しい甘味料を提供する乙のである。Therefore, in addition to complex sweeteners, research and development of new flavoring agents is currently being actively conducted.This invention provides a completely new sweetener that has not been previously known.
［発明か解決しようとする問題点］
本発明者は上記現状に鑑み、安全で安定な新しい甘味料
について種々研究を重ねてきた結果、ｌ−デオキシノジ
リマイシンが優れた甘味料となり得ることを発見するに
至った。[Problem to be solved by the invention] In view of the above-mentioned current situation, the present inventor has conducted various studies on new safe and stable sweeteners, and as a result, discovered that l-deoxynojirimycin can be an excellent sweetener. I ended up doing it.
：問題を解決しようとするための手段］本発明のけ味成
分１−デオキシノジリマイシンは生票桑根皮より抽出、
単離された化合物であり、究の結果、１−デオキシノジ
リマイシン（３，４，５−トリヒドロキシ−２−ピペリ
ジンメタノール）であり、次の構造式を有する。: Means for solving the problem] The seasoning ingredient 1-deoxynojirimycin of the present invention is extracted from the root bark of fresh mulberry,
The isolated compound was found to be 1-deoxynojirimycin (3,4,5-trihydroxy-2-piperidinemethanol) and has the following structural formula.
本物質は公知の化合物で、ストレプトミセス属菌から分
離されたノジリマイシンを化学的に還元して得られてい
る。（（Ｓ、Ｉｎｏｕｅ他： ’ｒ ｅ ｔｒａｈｅｄ
ｒｏｎ、 ２３巻、 ２１２５−２１４４ （１９
Ｇ ７ ） ； Ｉ■、 Ｓ ａ ｅ ｋ ｉ他：Ｃｈ
ｅｍ、。This substance is a known compound and is obtained by chemically reducing nojirimycin isolated from Streptomyces bacteria. ((S, Inoue et al.: 're trahed
ron, vol. 23, 2125-2144 (19
G7); I■, S aek i et al.: Ch
Em,.
Ｐｈａｒｍ、ｌ３ｕ１１．１６巻、９６２−９６４＜
１９６８ ）］。 しかしながら、本発明者によって
本物質が植物から単離され、強い甘味を有することが見
い出されたのである。ノジリマイシンは抗菌性を有して
いるが、１−デオキシノジリマイシンは全く抗菌性をも
っていない。Pharm, l3u11.16 volume, 962-964<
1968)]. However, the present inventor isolated this substance from a plant and discovered that it has a strong sweet taste. Nojirimycin has antibacterial properties, but 1-deoxynojirimycin does not have any antibacterial properties.
本発明者は！−デオキシノジリマイシンを桑根皮から単
離したが、桑根皮はクワの根皮で、生薬として、桑白皮
、桑根白皮とも呼ばれ、神農本草経の中品として、又、
第！０改正日本薬局方に収載されている重要な生薬の一
つである。 この効用としては、利尿、消炎、鎮咳去た
んで、多くの漢方方剤に繁用されている。The inventor! - Deoxynojirimycin was isolated from mulberry root bark. Mulberry root bark is the root bark of mulberry, and as a herbal medicine, it is also called mulberry white bark or mulberry root bark, and as a part of the herbal medicine of Shin-Nong.
No.! It is one of the important herbal medicines listed in the Japanese Pharmacopoeia (revised Japanese Pharmacopoeia). It has diuretic, anti-inflammatory, and antitussive effects, and is frequently used in many Chinese herbal medicines.
１−デオキシノジリマイシンは水溶性であり、穏やかな
甘味を有し、構造的にも簡単な化合物で、植物からの抽
出、またはグルコースからの合成によっても容易に得ら
れる。 また、繁用生薬中の成分であり、安全性も高い
ため、天然由来の甘味料として充分利用され得るという
全く新しい知見から本発明を完成したものである。1-Deoxynojirimycin is a water-soluble, mildly sweet, and structurally simple compound that can be easily obtained by extraction from plants or synthesis from glucose. Furthermore, since it is a component of commonly used herbal medicines and is highly safe, the present invention was completed based on the completely new knowledge that it can be fully utilized as a naturally derived sweetener.
即ち、本発明は！−デオキシノジリマイシンを含有する
ことを特徴とする甘味料で、医薬品の矯味用として、飲
食物としてはノンカロリーのグイエットフーズに、飲料
、加工食品、調理食品の製造に通常の加工、調理と何ら
変わることなく使用することができる。In other words, the present invention! - A sweetener characterized by containing deoxynojirimycin, used as flavor correction for pharmaceuticals, used in non-caloric gouette foods as food and drinks, and used in the production of beverages, processed foods, and prepared foods for normal processing and cooking. It can be used without any changes.
［実施例コ
細切した桑根皮２０ｋｇに水２ＯＬを加えて室温で抽出
する。 水浸液をアンバーライトＩＲ−１２０（）（型
）カラムに通し、吸着物をＩＮアンモニア水で溶出し、
初めの中性液を捨て、塩基性液７０■７を採取、減圧濃
縮する。 残留物を水５Ｌに溶解し、アンバーライトＩ
ＲＣ−５０（）Ｉ型）カラムに通し、通過液をさらにア
ンバーライト！ＲＡ−４１０（ＯＩＩ型）カラムに通し
、通過液を減圧濃縮する。 得られた残留物を水・エタ
ノールからｉｌ結晶して、ｌ−デオキシノジリマイシン
５．４ｇを得る。 無色針状結晶、無臭、水に易、２５
溶。融点１９５Ｇ、［べＪ ＋５４．１’元索分析値
二 ０６夏１□３０４Ｎ
計算値 Ｃ４４，１６，１１８，０３，Ｎ８．５８実験
値 Ｃ４４，３２，Ｈ７，９３，Ｎ８．７９官能試験
本品の１％水溶液を試験液とし、１０人による味覚試験
をおこなった。[Example: Add 2 OL of water to 20 kg of shredded mulberry root bark and extract at room temperature. The water immersion liquid was passed through an Amberlite IR-120 (type) column, and the adsorbed matter was eluted with IN ammonia water.
Discard the initial neutral solution, collect the basic solution 70cm7, and concentrate under reduced pressure. Dissolve the residue in 5L of water and add Amberlite I
Pass through the RC-50 (Type I) column, and the passing liquid is further converted to Amberlite! Pass through an RA-410 (OII type) column, and concentrate the filtrate under reduced pressure. The obtained residue was subjected to IL crystallization from water and ethanol to obtain 5.4 g of l-deoxynojirimycin. Colorless needle-like crystals, odorless, easily soluble in water, 25%. Melting point 195G, [Be J +54.1' Original analysis value 2 06 Summer 1 □ 304N Calculated value C44, 16, 118, 03, N 8.58 Experimental value C 44, 32, H 7, 93, N 8.79 Sensory test This product A taste test was conducted by 10 people using a 1% aqueous solution of the same as the test liquid.
判定基準
甘味を感する １０人
甘味を感じない。 ０人
即ち、本品は強い甘味を有し、かつ甘味の質も苦、渋味
もなく、後味の不快感も無かった。Judgment Criteria: Sensing sweetness: 10 people: Not feeling sweetness. 0 people, that is, the product had a strong sweet taste, and the quality of the sweet taste was neither bitter nor astringent, and there was no unpleasant aftertaste.
［発明の効果］
以上に説明したように、この発明の甘味料はノンカロリ
ーに属する甘味料として、糖尿、肥満などの病的素因を
有する人に対して、特に有用である。 又、優れたｔｒ
味のため食品、医薬産業上、その利用範囲は広く、本発
明にかかろ１−デオキシノジリマイシンを含有する食品
、医薬品に対して６優れた効果を与える。[Effects of the Invention] As explained above, the sweetener of the present invention is particularly useful as a non-caloric sweetener for people with pathological predispositions such as diabetes and obesity. Also, excellent tr
Due to its taste, it is widely used in the food and pharmaceutical industries, and the present invention provides excellent effects on foods and pharmaceuticals containing 1-deoxynojirimycin.
Claims (1)
る甘味料。A sweetener characterized by containing 1-deoxynojirimycin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61095071A JPS62248469A (en) | 1986-04-23 | 1986-04-23 | Novel sweetener |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61095071A JPS62248469A (en) | 1986-04-23 | 1986-04-23 | Novel sweetener |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62248469A true JPS62248469A (en) | 1987-10-29 |
Family
ID=14127756
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61095071A Pending JPS62248469A (en) | 1986-04-23 | 1986-04-23 | Novel sweetener |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62248469A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001333728A (en) * | 2000-05-25 | 2001-12-04 | Nisshin Sugar Mfg Co Ltd | Sweetener including mulberry leaf extract and method of producing the same |
| WO2020240887A1 (en) * | 2019-05-29 | 2020-12-03 | サントリーホールディングス株式会社 | Beverage containing 1-deoxynojirimycin |
-
1986
- 1986-04-23 JP JP61095071A patent/JPS62248469A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001333728A (en) * | 2000-05-25 | 2001-12-04 | Nisshin Sugar Mfg Co Ltd | Sweetener including mulberry leaf extract and method of producing the same |
| WO2020240887A1 (en) * | 2019-05-29 | 2020-12-03 | サントリーホールディングス株式会社 | Beverage containing 1-deoxynojirimycin |
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