JPS5828247A - Purifying method of stevioside solution - Google Patents
Purifying method of stevioside solutionInfo
- Publication number
- JPS5828247A JPS5828247A JP56124083A JP12408381A JPS5828247A JP S5828247 A JPS5828247 A JP S5828247A JP 56124083 A JP56124083 A JP 56124083A JP 12408381 A JP12408381 A JP 12408381A JP S5828247 A JPS5828247 A JP S5828247A
- Authority
- JP
- Japan
- Prior art keywords
- extract
- water
- stevioside
- stevia
- impurities
- 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
- 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 title claims abstract description 25
- 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 title claims abstract description 25
- 229940013618 stevioside Drugs 0.000 title claims abstract description 25
- 235000019202 steviosides Nutrition 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims description 11
- 241000544066 Stevia Species 0.000 claims abstract description 12
- 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 claims abstract description 12
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract description 11
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 11
- 239000000920 calcium hydroxide Substances 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 239000012535 impurity Substances 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 6
- 229920000642 polymer Polymers 0.000 claims abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 230000001376 precipitating effect Effects 0.000 claims abstract 2
- 229920003169 water-soluble polymer Polymers 0.000 claims description 9
- 239000002244 precipitate Substances 0.000 claims description 7
- 229920002125 Sokalan® Polymers 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 239000004584 polyacrylic acid Substances 0.000 claims description 4
- 208000031481 Pathologic Constriction Diseases 0.000 claims 1
- 230000001112 coagulating effect Effects 0.000 claims 1
- 239000000084 colloidal system Substances 0.000 claims 1
- 208000037804 stenosis Diseases 0.000 claims 1
- 230000036262 stenosis Effects 0.000 claims 1
- 235000011116 calcium hydroxide Nutrition 0.000 abstract description 10
- 239000007787 solid Substances 0.000 abstract description 4
- 230000003311 flocculating effect Effects 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract 2
- 229920002401 polyacrylamide Polymers 0.000 abstract 1
- 235000009508 confectionery Nutrition 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 238000004042 decolorization Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 241000208838 Asteraceae Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 244000228451 Stevia rebaudiana Species 0.000 description 1
- 235000006092 Stevia rebaudiana Nutrition 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229940109275 cyclamate Drugs 0.000 description 1
- HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000013615 non-nutritive sweetener Nutrition 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002062 proliferating effect Effects 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
Landscapes
- Seasonings (AREA)
- Saccharide Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、キク科の多勢生草植物であるステビア・レバ
ウディアナ・ベルト二（以下ステビアと称す）の集に含
まれている天然の甘味成分を抽出精製する方法に関する
ものである。[Detailed Description of the Invention] The present invention relates to a method for extracting and purifying natural sweet components contained in the collection of Stevia rebaudiana beltii (hereinafter referred to as Stevia), which is a prolific plant belonging to the Asteraceae family. It is.
ステビアの葉に含まれ【いる甘味成分は、分子式ｃｓａ
）ｌｓｏｏｔｓ ｅ分子量８０４．９のステビオサイド
を主成分とするものであることが知られているが、その
甘味の強さは、砂糖の約３００倍であるとされており、
古くからパラグアイ等南米に於いて甘味植物として用い
られて居り、又近年ズルチン。The sweet ingredient contained in Stevia leaves has the molecular formula: CSA
) lsoots e It is known that the main ingredient is stevioside with a molecular weight of 804.9, and its sweetness is said to be about 300 times that of sugar.
It has been used as a sweet plant in South America such as Paraguay since ancient times, and in recent years it has been used as a sweet plant.
サッカリン、サイクラミン酸塩（チク口）等の脅威甘味
料の使用が禁示、もしくは制限され【き【いる中で、ス
テビオサイドは天然物であること、毒性がほとんどない
こと、砂糖の過剰摂取による害を回避できる非栄養甘味
料としてグイエタリー食品に好適であること等の理由か
ら広く利用されつつある。While the use of threatening sweeteners such as saccharin and cyclamate is prohibited or restricted, stevioside is a natural product, has almost no toxicity, and is harmful to people from excessive intake of sugar. It is becoming widely used because it is suitable for gourmet foods as a non-nutritive sweetener that avoids the
ステビオサイドの抽出精製法は、水又は水−アルコール
系で乾燥ステビア葉を浸漬・抽出し、抽出液を塩冬はア
ルコール等有機溶剤、各種吸着剤。The extraction and purification method for stevioside involves soaking and extracting dried stevia leaves in water or a water-alcohol system, then salting the extract, using organic solvents such as alcohol, and various adsorbents.
等による精製する畝多くの方法が既に提案され【いるが
、その技術ｌｌ勉は、ステビア集中に含まれるステビオ
サイドをいかｋして効率よく、且つ、白゛色度が高く甘
味性のよい製品として得るかにある。Many methods have already been proposed for purification, but the technology has been developed to efficiently utilize the stevioside contained in stevia concentrate and produce a product with high whiteness and sweetness. It depends on what you get.
本発明者轡は、かかる見地より鋭意検討火打ない、水又
は水−アルコール系でステビア葉を抽出したる後に、抽
出液に水酸化カルシウムと水溶性高分子凝集剤の混合物
を添加することにより、抽出液中の不純物が容易に除去
され、公知の論法より簡便にして、且つ効率的な精製ス
テビオサイド溶液を得る方法を見出し、本発明に到達し
た。以上の記述から明らかなように本発明の方法は工業
的に実施可能で上記目的に合致したステビオサイド抽出
液の精製方法を提供することを目的とするものである。From this point of view, the inventors of the present invention have conducted intensive studies to extract Stevia leaves with water or a water-alcohol system, and then add a mixture of calcium hydroxide and a water-soluble polymer flocculant to the extract. The present invention was achieved by discovering a method for easily removing impurities in the extract and obtaining a purified stevioside solution that is simpler and more efficient than known methods. As is clear from the above description, the purpose of the method of the present invention is to provide a method for purifying a stevioside extract that is industrially practicable and meets the above objectives.
すなわち、本発明はステビア葉からの抽出液もしくはそ
の濃ａｍを消石灰と水溶性高分子凝集剤で＃＆雅し、不
純物及びコロイド状物を凝集沈殿させた後、これを濾別
することを特徴とするステビオサイド溶液の精製法であ
る。That is, the present invention is characterized in that the extract from Stevia leaves or its concentrated ampere is mixed with slaked lime and a water-soluble polymer flocculant to coagulate and precipitate impurities and colloidal substances, and then filtered. This is a method for purifying a stevioside solution.
本発明の詳細な説明すると次の如（なる。先ずステビア
原葉から水又は熱水、水−アルコール系混合物によって
抽出を行なう。抽出液は必要ならば濃縮してもよい。こ
のステビオサイド抽出液に攪拌下で、水酸化カルシウム
と水溶性高分子凝集剤との混合物を添加する。ステビオ
サイド抽出液中の不純物は水酸化カルシウムの凝集作用
によって凝集すると共に、一部はスラリー状態の水酸化
カルシウム粒子に吸着され、いわゆるコロイド状物とし
て抽出液中に析出する。水溶性高分子凝集剤の凝集作用
により、かかるコロイド状物を粗沈殿と析出せしめる。The detailed explanation of the present invention is as follows. First, extraction is performed from Stevia raw leaves with water, hot water, or a water-alcohol mixture. The extract may be concentrated if necessary. A mixture of calcium hydroxide and a water-soluble polymer flocculant is added under stirring.The impurities in the stevioside extract are flocculated by the flocculating action of calcium hydroxide, and some of them are dissolved into calcium hydroxide particles in a slurry state. It is adsorbed and precipitated in the extract as a so-called colloidal substance.The colloidal substance is precipitated as a crude precipitate due to the flocculating action of the water-soluble polymer flocculant.
この沈殿を常法によって、必要ならば珪藻土の如き濾過
助剤を用いて、濾別すると、透明なはぼ無色のステビオ
サイド溶液が得られる。水酸化カルシウム単独の場合は
、凝集１度が充分でないため、濾過に難渋し、溶液も透
明ではあるが黄褐色を呈し、第２の精製工程を必要とす
る。This precipitate is filtered out in a conventional manner, using a filter aid such as diatomaceous earth if necessary, to obtain a clear, colorless stevioside solution. In the case of calcium hydroxide alone, filtration is difficult because the degree of aggregation is not sufficient, and although the solution is transparent, it takes on a yellow-brown color and requires a second purification step.
本発明に於ける水酸化カルシウム−水溶性高分子凝集剤
混合物の添加量は、ステビオサイド抽出液中の固形分量
によって変わるが、固形分量の１〜２−５倍量が適当で
ある。又水酸化カルシウム−水溶性高分子凝集剤混合物
中の高分子凝集剤の量は０．００１〜１．０−の少量で
充分な効果を示す。水溶性高分子凝集剤としては、ポリ
アクリル酸アミド系高分子を用いれば効果が大きいが、
これに特定されるものでない。The amount of the calcium hydroxide-water-soluble polymer flocculant mixture added in the present invention varies depending on the solid content in the stevioside extract, but is suitably 1 to 2-5 times the solid content. Further, the amount of the polymer flocculant in the calcium hydroxide-water-soluble polymer flocculant mixture is as small as 0.001 to 1.0 to exhibit a sufficient effect. As a water-soluble polymer flocculant, it is highly effective to use polyacrylic acid amide polymers, but
It is not specific to this.
上Ｅｌ’ｌ製鶏理を行なったステビオサイド抽出液は、
濃縮後、メチルアルコール等の有機溶媒を添加するとと
により、高純度のステビオサイドを晶出させることがで
きる。或は、濃縮液をスプレードライすることにより高
純度で且つ白色度の高いステビオサイド粉末を得ること
ができる。得られたステビオサイド中には、高分子凝集
剤成分に起因する分子・分子団の存在は、元素分析・そ
の他機器分析によっても認められない。The stevioside extract that has been subjected to El'l chicken processing is
After concentration, highly pure stevioside can be crystallized by adding an organic solvent such as methyl alcohol. Alternatively, a highly pure and highly white stevioside powder can be obtained by spray drying the concentrated solution. In the obtained stevioside, the presence of molecules or molecular groups caused by the polymer flocculant component is not recognized by elemental analysis or other instrumental analysis.
以下本発明を実施例によって具体的に説明する。EXAMPLES The present invention will be specifically explained below using examples.
実施例１
乾燥ステビア葉１００ｆを水ＩＬを用い６５〜７０℃で
５時間抽出し、ステビオサイド抽出液９３５−を得た。Example 1 100f of dried stevia leaves were extracted with water IL at 65 to 70°C for 5 hours to obtain stevioside extract 935-.
この抽出液に水酸化カルシウム２０Ｆとダイヤフロック
（株）製ダイヤフロックムＰ−３３５（ポリアクリル酸
アミド系高分子凝集剤）１３０ＩＩＦの混合物を攪拌下
で添加した。A mixture of calcium hydroxide 20F and Diaflocum P-335 (polyacrylic acid amide polymer flocculant) 130IIF manufactured by Diafloc Co., Ltd. was added to this extract under stirring.
抽出液中の不純物は暗緑褐色の沈殿となって析出してく
る。３０分関攪拌したる後に、これを吸引濾過し＃に液
を分離する。濾過は非常に容易に行なわれ、透明・はば
無色の濾液９１５ｓｄが得られた。この溶液中のステビ
オサイド濃度は１．０６−であった。脱色の１１度を比
較するため４４０ｓＪに於ける吸光度を調べ
脱色率−（１−（精製濾液の吸光度／抽出液の吸光度）
）ｘ１００チ
で規定される脱色率は８１９Ｇである。これを減圧下に
濃縮乾固し白色のステビオサイド粉末９４ｓｔを得た。Impurities in the extract will precipitate out as a dark greenish brown precipitate. After stirring for 30 minutes, the mixture was filtered with suction to separate the liquid into #. Filtration was very easy, and 915 sd of clear and colorless filtrate was obtained. The stevioside concentration in this solution was 1.06-. In order to compare the 11 degrees of decolorization, the absorbance at 440 sJ was examined and the decolorization rate - (1 - (absorbance of purified filtrate / absorbance of extract)
)x100chi is 819G. This was concentrated to dryness under reduced pressure to obtain 94st white stevioside powder.
このもののステビオサイドＭ［は７６−であり、元素分
析結果はポリアクリル酸アミドに起因する窒素の存在し
ないことを示した。Stevioside M[ of this product was 76-, and elemental analysis showed the absence of nitrogen due to polyacrylic acid amide.
対照例１
実施例１のステビオサイド抽出液９３５ｓｄｋ水酸化カ
ルシウム２０１を加えて３０分攪拌し、生成した；ロイ
ド状沈殿を吸引濾過した。濾過は困難であり、バーライ
）Ｍ２Ｂ５のような珪藻土濾過助剤を用いても濾過は改
善されなかった。Control Example 1 Stevioside extract 935sdk calcium hydroxide 201 of Example 1 was added and stirred for 30 minutes, and the formed solid precipitate was suction filtered. Filtration was difficult and the use of diatomaceous earth filter aids such as Burley) M2B5 did not improve filtration.
濾液は７２０１＋７！得られ、濾液中のステビオサイド
濃度が０．８５％で脱色率は３８％であった。The filtrate is 7201+7! The stevioside concentration in the obtained filtrate was 0.85% and the decolorization rate was 38%.
特 許 出 願 人 三菱アセテート株式会社代理人
弁理士 １）村 武 敏Patent applicant Mitsubishi Acetate Co., Ltd. agent Patent attorney 1) Satoshi Mura
Claims (2)
ルコール含有水による抽出液又はその澱縮１［Ｋ水酸化
カルシウムと水溶性高分子凝集剤との混合物を添加する
ととＫより、不純物及びコロイド物を凝集沈殿させ、骸
沈殿を濾別することを特徴とするステビオサイド溶液の
精製方法。(1) Extract of Stevia lepacdiana beltii with water or alcohol-containing water or its stenosis 1 [K] When a mixture of calcium hydroxide and a water-soluble polymer flocculant is added, impurities and colloids are removed from K. A method for purifying a stevioside solution, which comprises coagulating and precipitating it and separating the carcass precipitate by filtration.
分子である特許請求の範囲第１項記載のステビオサイド
溶液の精製方法。(2) The method for purifying a stevioside solution according to claim 1, wherein the water-soluble polymer flocculant is a polyacrylic acid amide polymer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56124083A JPS5828247A (en) | 1981-08-10 | 1981-08-10 | Purifying method of stevioside solution |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56124083A JPS5828247A (en) | 1981-08-10 | 1981-08-10 | Purifying method of stevioside solution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5828247A true JPS5828247A (en) | 1983-02-19 |
Family
ID=14876502
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56124083A Pending JPS5828247A (en) | 1981-08-10 | 1981-08-10 | Purifying method of stevioside solution |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5828247A (en) |
Cited By (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8257948B1 (en) | 2011-02-17 | 2012-09-04 | Purecircle Usa | Method of preparing alpha-glucosyl Stevia composition |
| US8299224B2 (en) | 2009-10-15 | 2012-10-30 | Purecircle Sdn Bhd | High-purity Rebaudioside D |
| US8318459B2 (en) | 2011-02-17 | 2012-11-27 | Purecircle Usa | Glucosyl stevia composition |
| US8334006B2 (en) | 2005-10-11 | 2012-12-18 | Purecircle Sdn Bhd | Process for manufacturing a sweetener and use thereof |
| US8337927B2 (en) | 2005-10-11 | 2012-12-25 | Purecircle Sdn Bhd | Process for manufacturing a sweetener and use thereof |
| CN102977163A (en) * | 2012-12-17 | 2013-03-20 | 晨光生物科技集团股份有限公司 | Industrialized preparation method of stevioside |
| US8414949B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie yogurt containing the same |
| US8414951B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity Rebaudioside D and low-calorie soy sauce containing the same |
| US8414952B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie diet cookies containing the same |
| US8414950B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie table top tablet containing the same |
| US8414948B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie ice cream containing the same |
| US8420147B2 (en) | 2009-10-15 | 2013-04-16 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie cake containing the same |
| US8420146B2 (en) | 2009-10-15 | 2013-04-16 | Purecircle Sdn Bhd | High-purity Rebaudioside D and low-calorie bread containing the same |
| US8507022B2 (en) | 2009-10-15 | 2013-08-13 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie carbonated lemon-flavored beverage containing the same |
| US8512790B2 (en) | 2009-10-15 | 2013-08-20 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie chocolate containing the same |
| US8568818B2 (en) | 2009-10-15 | 2013-10-29 | Pure Circle Sdn Bhd | High-purity Rebaudioside D and low-calorie carbonated drink containing the same |
| US8574656B2 (en) | 2009-10-15 | 2013-11-05 | Purecircle Sdn Bhd | High-purity Rebaudioside D and low-calorie fruit juice containing the same |
| EP2708548A2 (en) | 2009-10-15 | 2014-03-19 | Purecircle SDN BHD | High-Purity Rebaudioside D and Applications |
| US8790730B2 (en) | 2005-10-11 | 2014-07-29 | Purecircle Usa | Process for manufacturing a sweetener and use thereof |
| US8916138B2 (en) | 2009-10-15 | 2014-12-23 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie tooth paste composition containing the same |
| CN106277516A (en) * | 2016-08-12 | 2017-01-04 | 晨光生物科技集团股份有限公司 | A kind of stevioside adsorbs the method for water reuse in producing |
| US9752174B2 (en) | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| US9771434B2 (en) | 2011-06-23 | 2017-09-26 | Purecircle Sdn Bhd | Products from stevia rebaudiana |
| US9877501B2 (en) | 2011-06-03 | 2018-01-30 | Purecircle Sdn Bhd | Stevia composition |
| US9894922B2 (en) | 2011-05-18 | 2018-02-20 | Purecircle Sdn Bhd | Glucosyl rebaudioside C |
| US10004245B2 (en) | 2009-11-12 | 2018-06-26 | Purecircle Sdn Bhd | Granulation of a stevia sweetener |
| US10021899B2 (en) | 2011-05-31 | 2018-07-17 | Purecircle Sdn Bhd | Stevia composition |
| US10362797B2 (en) | 2011-02-10 | 2019-07-30 | Purecircle Sdn Bhd | Stevia composition |
| US10480019B2 (en) | 2011-08-10 | 2019-11-19 | Purecircle Sdn Bhd | Process for producing high-purity rubusoside |
| US10485257B2 (en) | 2012-05-22 | 2019-11-26 | Purecircle Sdn Bhd | Method of making steviol glycosides |
| US10696706B2 (en) | 2010-03-12 | 2020-06-30 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| US10743572B2 (en) | 2011-02-17 | 2020-08-18 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US10780170B2 (en) | 2013-06-07 | 2020-09-22 | Purecircle Sdn Bhd | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| US10952458B2 (en) | 2013-06-07 | 2021-03-23 | Purecircle Usa Inc | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| US11202461B2 (en) | 2014-09-02 | 2021-12-21 | Purecircle Sdn Bhd | Stevia extracts |
| US11291232B2 (en) | 2010-12-13 | 2022-04-05 | Purecircle Sdn Bhd | Highly soluble Rebaudioside D |
| US11464246B2 (en) | 2011-09-07 | 2022-10-11 | Purecircle Sdn Bhd | Highly soluble Stevia sweetener |
| US11647771B2 (en) | 2015-10-26 | 2023-05-16 | Purecircle Usa Inc. | Steviol glycoside compositions |
| US11653686B2 (en) | 2015-12-15 | 2023-05-23 | Purecircle Usa Inc. | Steviol glycoside compositions |
| US11678685B2 (en) | 2011-02-17 | 2023-06-20 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| US11690391B2 (en) | 2011-02-17 | 2023-07-04 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US11871771B2 (en) | 2011-02-17 | 2024-01-16 | Purecircle Sdn Bhd | Glucosyl Stevia composition |
-
1981
- 1981-08-10 JP JP56124083A patent/JPS5828247A/en active Pending
Cited By (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10531683B2 (en) | 2005-10-11 | 2020-01-14 | Purecircle Sdn Bhd | Process for manufacturing a sweetener and use thereof |
| US8337927B2 (en) | 2005-10-11 | 2012-12-25 | Purecircle Sdn Bhd | Process for manufacturing a sweetener and use thereof |
| US8334006B2 (en) | 2005-10-11 | 2012-12-18 | Purecircle Sdn Bhd | Process for manufacturing a sweetener and use thereof |
| US8790730B2 (en) | 2005-10-11 | 2014-07-29 | Purecircle Usa | Process for manufacturing a sweetener and use thereof |
| US8414948B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie ice cream containing the same |
| US8574656B2 (en) | 2009-10-15 | 2013-11-05 | Purecircle Sdn Bhd | High-purity Rebaudioside D and low-calorie fruit juice containing the same |
| US8414952B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie diet cookies containing the same |
| US8414950B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie table top tablet containing the same |
| US8299224B2 (en) | 2009-10-15 | 2012-10-30 | Purecircle Sdn Bhd | High-purity Rebaudioside D |
| US8420147B2 (en) | 2009-10-15 | 2013-04-16 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie cake containing the same |
| US8420146B2 (en) | 2009-10-15 | 2013-04-16 | Purecircle Sdn Bhd | High-purity Rebaudioside D and low-calorie bread containing the same |
| US8507022B2 (en) | 2009-10-15 | 2013-08-13 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie carbonated lemon-flavored beverage containing the same |
| US8512790B2 (en) | 2009-10-15 | 2013-08-20 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie chocolate containing the same |
| US8568818B2 (en) | 2009-10-15 | 2013-10-29 | Pure Circle Sdn Bhd | High-purity Rebaudioside D and low-calorie carbonated drink containing the same |
| US8414951B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity Rebaudioside D and low-calorie soy sauce containing the same |
| EP2708548A2 (en) | 2009-10-15 | 2014-03-19 | Purecircle SDN BHD | High-Purity Rebaudioside D and Applications |
| US8414949B2 (en) | 2009-10-15 | 2013-04-09 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie yogurt containing the same |
| US8916138B2 (en) | 2009-10-15 | 2014-12-23 | Purecircle Sdn Bhd | High-purity rebaudioside D and low-calorie tooth paste composition containing the same |
| US10004245B2 (en) | 2009-11-12 | 2018-06-26 | Purecircle Sdn Bhd | Granulation of a stevia sweetener |
| US10696706B2 (en) | 2010-03-12 | 2020-06-30 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| US11773125B2 (en) | 2010-03-12 | 2023-10-03 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| US11155570B2 (en) | 2010-03-12 | 2021-10-26 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| US11291232B2 (en) | 2010-12-13 | 2022-04-05 | Purecircle Sdn Bhd | Highly soluble Rebaudioside D |
| US11950611B2 (en) | 2010-12-13 | 2024-04-09 | Purecircle Sdn Bhd | Highly soluble Rebaudioside D |
| US10362797B2 (en) | 2011-02-10 | 2019-07-30 | Purecircle Sdn Bhd | Stevia composition |
| US11812771B2 (en) | 2011-02-10 | 2023-11-14 | Purecircle Sdn Bhd | Stevia composition |
| US11856974B2 (en) | 2011-02-10 | 2024-01-02 | Purecircle Sdn Bhd | Highly soluble stevia sweetener |
| US11957144B2 (en) | 2011-02-17 | 2024-04-16 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US11690391B2 (en) | 2011-02-17 | 2023-07-04 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US8318459B2 (en) | 2011-02-17 | 2012-11-27 | Purecircle Usa | Glucosyl stevia composition |
| US8257948B1 (en) | 2011-02-17 | 2012-09-04 | Purecircle Usa | Method of preparing alpha-glucosyl Stevia composition |
| US11678685B2 (en) | 2011-02-17 | 2023-06-20 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| US10743572B2 (en) | 2011-02-17 | 2020-08-18 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US9615599B2 (en) | 2011-02-17 | 2017-04-11 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| US11871771B2 (en) | 2011-02-17 | 2024-01-16 | Purecircle Sdn Bhd | Glucosyl Stevia composition |
| US11229228B2 (en) | 2011-02-17 | 2022-01-25 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| US11950610B2 (en) | 2011-05-18 | 2024-04-09 | Purecircle Sdn Bhd | Glucosyl Rebaudioside C |
| US9894922B2 (en) | 2011-05-18 | 2018-02-20 | Purecircle Sdn Bhd | Glucosyl rebaudioside C |
| US11712055B2 (en) | 2011-05-31 | 2023-08-01 | Purecircle Sdn Bhd | Stevia composition |
| US10021899B2 (en) | 2011-05-31 | 2018-07-17 | Purecircle Sdn Bhd | Stevia composition |
| US9877501B2 (en) | 2011-06-03 | 2018-01-30 | Purecircle Sdn Bhd | Stevia composition |
| US11825867B2 (en) | 2011-06-03 | 2023-11-28 | Purecircle Sdn Bhd | Stevia composition |
| US9771434B2 (en) | 2011-06-23 | 2017-09-26 | Purecircle Sdn Bhd | Products from stevia rebaudiana |
| US11279773B2 (en) | 2011-06-23 | 2022-03-22 | Purecircle Sdn Bhd | Products from Stevia rabaudiana |
| US10480019B2 (en) | 2011-08-10 | 2019-11-19 | Purecircle Sdn Bhd | Process for producing high-purity rubusoside |
| US11957149B2 (en) | 2011-09-07 | 2024-04-16 | Purecircle Sdn Bhd | Highly soluble stevia sweetener |
| US11464246B2 (en) | 2011-09-07 | 2022-10-11 | Purecircle Sdn Bhd | Highly soluble Stevia sweetener |
| US10485257B2 (en) | 2012-05-22 | 2019-11-26 | Purecircle Sdn Bhd | Method of making steviol glycosides |
| US11542537B2 (en) | 2012-05-22 | 2023-01-03 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| CN102977163A (en) * | 2012-12-17 | 2013-03-20 | 晨光生物科技集团股份有限公司 | Industrialized preparation method of stevioside |
| US9752174B2 (en) | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| US11312984B2 (en) | 2013-05-28 | 2022-04-26 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| US10952458B2 (en) | 2013-06-07 | 2021-03-23 | Purecircle Usa Inc | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| US10780170B2 (en) | 2013-06-07 | 2020-09-22 | Purecircle Sdn Bhd | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| US11957756B2 (en) | 2013-06-07 | 2024-04-16 | Purecircle Sdn Bhd | Stevia extract containing selected steviol glycosides as flavor, salty and sweetness profile modifier |
| US11202461B2 (en) | 2014-09-02 | 2021-12-21 | Purecircle Sdn Bhd | Stevia extracts |
| US11856972B2 (en) | 2014-09-02 | 2024-01-02 | Purecircle Sdn Bhd | Stevia extracts |
| US11230567B2 (en) | 2014-09-02 | 2022-01-25 | Purecircle Usa Inc. | Stevia extracts enriched in rebaudioside D, E, N and/or O and process for the preparation thereof |
| US11647771B2 (en) | 2015-10-26 | 2023-05-16 | Purecircle Usa Inc. | Steviol glycoside compositions |
| US11653686B2 (en) | 2015-12-15 | 2023-05-23 | Purecircle Usa Inc. | Steviol glycoside compositions |
| CN106277516B (en) * | 2016-08-12 | 2019-06-11 | 晨光生物科技集团股份有限公司 | The method of water reuse is adsorbed in a kind of production of stevioside |
| CN106277516A (en) * | 2016-08-12 | 2017-01-04 | 晨光生物科技集团股份有限公司 | A kind of stevioside adsorbs the method for water reuse in producing |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS5828247A (en) | Purifying method of stevioside solution | |
| JPS5828246A (en) | Preparation of stevioside | |
| JPS58212760A (en) | Purification of stevia sweetening substance | |
| JPS6260057B2 (en) | ||
| DE60224680D1 (en) | METHOD FOR PRODUCING WHITE AND BROWN SUGAR BEETS FROM SUGAR BEETS | |
| CN106035980B (en) | A method of dried porcine saluble is produced using enzymatic isolation method heparin adsorption raffinate | |
| JPH0633396B2 (en) | Extraction method of cane lipid component | |
| JPWO2002022743A1 (en) | Purified cochineal dye and method for producing the same | |
| JP6768970B2 (en) | How to prepare rubusoside | |
| JP3617091B2 (en) | Purification method of basic amino acids | |
| JP2005117910A (en) | Method for producing cassis extract | |
| JPH08511580A (en) | Cyclodextrin purification process | |
| JPH02991B2 (en) | ||
| JPH0725797B2 (en) | Twain manufacturing method | |
| CN112645418A (en) | Composite flocculant for purifying stevioside | |
| CN108516611B (en) | Preparation method and application of chitosan nanofiber ligand exchanger | |
| KR920003049B1 (en) | Process for refining sweetings from stevia | |
| JP2630798B2 (en) | Purification method of crude sweet extract | |
| JP2795812B2 (en) | Method for producing anti-caries agent and anti-caries agent obtained by the method | |
| JPH06287199A (en) | Method for purifying beet saponin | |
| JPS6225167B2 (en) | ||
| RU2256668C2 (en) | Arabinogalactan preparation method | |
| JPS5951255B2 (en) | Stevioside separation and purification method | |
| JP4224313B2 (en) | Method for preparing amylase inhibitor | |
| JPH01197501A (en) | Preparation of refined cilium gum |