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JPS5945848A - Novel natural sweetener - Google Patents

Novel natural sweetener

Info

Publication number
JPS5945848A
JPS5945848A JP57157902A JP15790282A JPS5945848A JP S5945848 A JPS5945848 A JP S5945848A JP 57157902 A JP57157902 A JP 57157902A JP 15790282 A JP15790282 A JP 15790282A JP S5945848 A JPS5945848 A JP S5945848A
Authority
JP
Japan
Prior art keywords
rebaudioside
stevioside
stevia
natural sweetener
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.)
Granted
Application number
JP57157902A
Other languages
Japanese (ja)
Other versions
JPH0375140B2 (en
Inventor
Toyoshige Morita
豊重 守田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Morita Kagaku Kogyo Co Ltd
Original Assignee
Morita Kagaku Kogyo Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Morita Kagaku Kogyo Co Ltd filed Critical Morita Kagaku Kogyo Co Ltd
Priority to JP57157902A priority Critical patent/JPS5945848A/en
Publication of JPS5945848A publication Critical patent/JPS5945848A/en
Publication of JPH0375140B2 publication Critical patent/JPH0375140B2/ja
Granted legal-status Critical Current

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  • Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
  • Seasonings (AREA)
  • Saccharide Compounds (AREA)

Abstract

PURPOSE:A natural sweetener similar to sugar, not leaving bitterness, astrigency, and aftertaste, comprising stevioside containing rebaudioside A and rebaudioside C in a specific ratio. CONSTITUTION:Dried leaves of new cultivar of stevia containing 1.5-7 times as much rebaudioside A as stevioside and 0.1-0.4 as much rebaudioside C are extracted with water or a water-containing solvent, the prepared extracted solution is optionally brought into contact with a cation exchange resin and an anion exchange resin to remove ionic impurities, the solution is adsorbed on an absorption resin, eluted with a hydrophilic solvent, and the elute is concentrated to give a natural sweetener.

Description

【発明の詳細な説明】 この発明は、ステビアに含まれる甘味成分のうち、ステ
ビオサイドに対するレバウディオサイドAの含有率を高
くし、レバウディオサイドCの含有率を低くしたステビ
ア天然甘味料に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a stevia natural sweetener that has a high content of rebaudioside A and a low content of rebaudioside C relative to stevioside among sweet components contained in stevia. It is something.

ステビアは、南米のパラグアイを原産地とするきく科多
年性植物で、学名はステビア・レバウデイ7 f −ヘ
ルトニ(5tevia Rebaudiana Ber
ton i)である。ステビアは、砂糖の300倍以1
−の甘味をもつ甘味成分を含むので、この甘味成分を抽
出して天然甘味料として用いるために栽培されている。
Stevia is a perennial plant of the Asteraceae family that is native to Paraguay in South America, and its scientific name is Stevia Rebaudiana Ber.
ton i). Stevia is 300 times more powerful than sugar1
It is cultivated to extract this sweet component and use it as a natural sweetener.

ステビアの甘味成分としては、下記構造式を有するステ
ビオサイド(C83H6o018、分子量804)下記
構造式を有するレバウディオサイドA(C44H7oO
23、分子ii966) α] および下記構造式を有するレバウディオサイドC(C4
4H7o022、分子=95o、ズルコサイドBとも呼
ばれる〕 ならびにレバウディオサイドD=E、ズルコサイドA等
が知られている。一般番こ栽培されているステビアの品
種では、上記甘味成分のうちステビオサイドが主成分で
、レバウディオサイドAの含量はステビオサイドの10
分の3程度、レバウディオサイドCの含量はそれよりや
や少ないが(第4図参照)、品種によってはレバウデイ
オサイFAおよびCを含まないものもある。
Sweet components of stevia include stevioside (C83H6o018, molecular weight 804, molecular weight 804) having the following structural formula, and rebaudioside A (C44H7oO) having the following structural formula.
23, molecule ii966) α] and rebaudioside C (C4
4H7o022, molecule = 95o, also called dulcoside B], rebaudioside D=E, dulcoside A, etc. are known. In the commonly cultivated stevia variety, stevioside is the main sweetening component, and the content of rebaudioside A is 10% of that of stevioside.
The content of rebaudioside C is slightly lower than that (see Figure 4), but some varieties do not contain rebaudioside FA and C.

ステビオサイドは、砂糖の300倍の甘味度を有するの
で、天然甘味料として食品工業界で用いられている。そ
の甘味は、比較的砂糖に似ているが、苦味等の不快味が
後味に残るという欠点がある。また、レバウデイオサイ
FCは、砂糖の40〜60倍の甘味度しかない上に、そ
の甘味は渋味が強いという欠点がある。それ故、ステビ
オサイドおよびレバウディオサイドCを多量に含むこと
は、甘味料として好ましいことではない。これに対して
、レバウデイオサイI:Aは、ステビオサイドの1.3
〜1.5倍の甘味度を有し、その甘味は砂糖に類似して
まろやかで不快感を残さない。
Stevioside is used in the food industry as a natural sweetener because it is 300 times sweeter than sugar. Its sweet taste is relatively similar to sugar, but it has the disadvantage of leaving an unpleasant aftertaste such as bitterness. In addition, Rebau de Iosai FC has the disadvantage that it is only 40 to 60 times as sweet as sugar, and its sweetness is strongly astringent. Therefore, it is not preferable to contain large amounts of stevioside and rebaudioside C as a sweetener. On the other hand, Rebaudiocys I:A is 1.3 of stevioside.
It has ~1.5 times the sweetness, and its sweetness is similar to sugar, mild and does not leave any unpleasant sensation.

そこで、この発明者は、レバウデイオサイMAの含有率
が高く、ステビオサイI:およびレバウデイオサイFC
の含有率が低い甘味料を創り出そうと企てた。ステビオ
抽出物中のステビオサイドを結晶化等の方法番こよりあ
る程度除き得ることば既に知られている。こうしてステ
ビオサイドを除くと、母液としてステビオサイドの含有
率が低くレバウディオサイドAの含有率が相対的に高い
甘味料を得ることができる。しかし、レバウディオサイ
ドCは、溶媒を種々変えて結晶化により除くことを試み
ても、これを除くことができなかった。
Therefore, this inventor has developed a method that has a high content of Rebaudiocys MA, Stebiocys I: and Rebaudiocys FC.
The idea was to create a sweetener with a low content of It is already known that stevioside in a stevio extract can be removed to some extent by methods such as crystallization. By removing stevioside in this way, it is possible to obtain a sweetener having a low stevioside content and a relatively high rebaudioside A content as a mother liquor. However, rebaudioside C could not be removed even if attempts were made to remove it by crystallization using various solvents.

それだけです<、上記のよう(こしてステビオサイドを
除くと、母液中のレバウディオサイドCの含有率が相対
的に高まり、却って甘味の質が悪くなることさえあった
。その上に、レバウディオサイドC以外の味質の悪い不
純物も母液に濃縮され、甘味の質に悪影響を与えた。
That's all, as mentioned above (if stevioside was removed by straining, the content of rebaudioside C in the mother liquor would increase relatively, and the quality of sweetness would even deteriorate. Impurities with poor taste other than Dioside C were also concentrated in the mother liquor, adversely affecting the quality of sweetness.

この発明者は、上記の欠点を改善するために、まずステ
ビアの品種改良を試みた。そして、ステビオサイドに対
してレバウデイオサイFAを1.5倍以上、レバウデイ
オサイI:Cを1倍以下含有する新品種の育成に成功し
、しかもこれを抽出することにより、ステビオサイド番
こ対してレバウディオサイドAを15倍以上、レバウデ
ィオサイドCを1倍以下含有する甘味料が得られること
を確認してこの発明を完成した。
In order to improve the above-mentioned drawbacks, the inventor first attempted to improve the variety of Stevia. They succeeded in cultivating a new variety that contains rebaudiocyde FA 1.5 times or more and rebaudiocyoI:C less than 1 times as much as stevioside. This invention was completed by confirming that a sweetener containing 15 times or more of A and 1 time or less of rebaudioside C could be obtained.

すなわち、この発明は、ステビオサイドに対して、15
倍1」−のレバウディオサイドAと1倍以下のレバウデ
ィオサイドCを含有することを特徴とする、ステビア抽
出物からなる新天然甘味料である。
That is, this invention provides stevioside with 15
This is a new natural sweetener made of stevia extract, characterized by containing 1 times as much rebaudioside A and less than 1 times as much rebaudioside C.

この発明で用いる上記ステビア新品種の育種過程を述べ
ると、次の通りである。
The breeding process of the new Stevia variety used in this invention is as follows.

昭和54年1り月〜]2月に、レバウデイオサイ1Aの
含量がステビオサイドの10分の6のステビア在来品に
種)=Sを岡山県新見市足見の守田化学工業株式会社新
見工場内で人為的に交配し、得られた種子を昭和55年
3月初旬(こ同所の育苗ビニールハウスに播種し、同年
5月」1旬に発芽生育した苗をは場に移植し、そのうち
生長がよく分枝した葉形の大きな苗を選択して甘味成分
含有率を調査し、ステビオサイドに対しレバウディオサ
イドAを1:1以上含有する苗を選択し、SF 1とし
た。
From January 1974 to January 1974] In February, seeds of stevia, which has a content of rebaudiocya 1A (6/10 of that of stevioside), were added to Morita Chemical Industry Co., Ltd.'s Niimi Plant in Ashimi, Niimi City, Okayama Prefecture. The seeds were artificially hybridized in early March 1980 (they were sown in a plastic greenhouse at the same place, and in May of the same year, the seedlings that germinated and grew were transplanted to the field, and eventually grew. Seedlings with large, well-branched leaves were selected and their sweet component content was investigated. Seedlings containing rebaudioside A to stevioside at a ratio of 1:1 or more were selected and designated as SF 1.

SF□を挿木で増殖し、同年10〜12月にビニールハ
ウス内で人為約0こ交配し、得られた種子を昭和56年
2月番こ育苗ビニールハウス内に播種し、同年4月下旬
には場に移植し、甘味成分含有率を調査してステビオサ
イドに対しレバウデイオサイFAを1:1.5以上含有
する苗を選択して新品種S F 2とした。
SF□ was propagated by cuttings, artificially crossed in a plastic greenhouse from October to December of the same year, and the obtained seeds were sown in a plastic greenhouse for raising seedlings in February 1980, and in late April of the same year. The seedlings were transplanted to a field, and the sweet component content was examined, and seedlings containing 1:1.5 or more of rebaudiocya FA to stevioside were selected and designated as a new variety SF 2.

S F 2を挿木により増殖し、越冬させ、越冬株を株
分0月こより増殖し、各100本の甘味成分含有率をm
査したところ、ステビオサイドに対しレバウディオサイ
ドAが1:15〜255であり、レバウディオサイドC
が1=03〜04であることがわかった。
SF 2 was propagated by cuttings, overwintered, and the overwintered stocks were multiplied from October 1st, and the sweet component content of each 100 plants was
Upon investigation, the ratio of rebaudioside A to stevioside was 1:15 to 255, and that of rebaudioside C.
It was found that 1=03-04.

この発明の甘味料を得るには、ます上記ステビア新品種
を水または含水溶媒で抽出する。次いで抽出液をそのま
ま濃縮するか、または必要(こ応じて陽イオン交換樹脂
および陰イオン交換樹脂でイオン性不純物を除いた後吸
着樹脂ζこ吸着ざぜ、親水溶媒で溶離して溶離液を濃縮
する。そのほか、脱色等の慣用精製手段を適宜施すこと
ができる。
To obtain the sweetener of the present invention, the above-mentioned new variety of Stevia is first extracted with water or a water-containing solvent. The extract can then be concentrated as it is, or if necessary, ionic impurities can be removed using a cation exchange resin and an anion exchange resin, followed by adsorption with an adsorption resin, and the eluate can be concentrated by elution with a hydrophilic solvent. In addition, conventional purification methods such as decolorization can be applied as appropriate.

得られた甘味料には、他の甘味料、希釈剤等を加えるこ
とができる。
Other sweeteners, diluents, etc. can be added to the resulting sweetener.

なお、この発明の甘味料におけるレバウデイオサイFA
の含有率はできるだけ高いことが望ましく、上限は特に
ないが、実際上ステビアからの抽出精製によって得られ
るものは、大体ステビオサイドに対し1ニア程度までで
ある。また、レバウデイオサイFCの含有率はできるだ
け低いことが望ましく、下限は特(こないが、実際上ス
テビアからの抽出精製によって得られるものは、大体ス
テビオサイド(こ対し1:0.1程度までである。
In addition, Rebaudiosai FA in the sweetener of this invention
It is desirable that the content of stevia is as high as possible, and there is no particular upper limit, but in reality, the content of stevia obtained by extraction and purification from stevia is about 1 Nia compared to stevioside. Furthermore, it is desirable that the content of rebaudiocyde FC be as low as possible, and although there is no particular lower limit, in practice, what can be obtained by extraction and purification from stevia is generally up to about 1:0.1 of stevioside.

次にこの発明を実施例により説明し、比較例および試験
例(こよりこの発明の効果を明らかにする。
Next, this invention will be explained with reference to examples, and the effects of this invention will be clarified from comparative examples and test examples.

実施例1〜3 ステビア新品種S F 2の乾燥葉A(ステビオサイド
36%、レバウデイオサイph56%、レバウデイオサ
イgc1.1%含有、実施例1)、乾燥葉B(ステビオ
サイド2.9%、レバウディオサイドA5.8%、レバ
ウディオサイドC0,9%含有、実施例2〕および乾燥
葉C(ステビオサイド2.4%、レバウディオサイドA
6.0%、レバウディオサイドC0,9%含有、実施例
3〕の各20gを、別々に10〜20倍量の水で甘味が
感じられなくなるまで数回抽出し、抽出液を陽イオン交
換樹脂(アンバーライトIR−120B )100m1
を充填したカラム、および陰イオン交換樹脂(デュオラ
イトA−4)100mlを充填したカラムを通し、通過
液を吸着樹脂(アンバーライ)XAD−2)100ml
を充填したカラムに通して甘味成分を吸着させ、充分水
洗後メタノール300m1で溶離する。溶離液を減圧下
に濃縮し、乾燥して白色の粉末を得る。粉末の分析結果
を下表に示す。なお、以下の表中、STはステビオサイ
ド、RAはレバウディオサイドA、RCはレバウディオ
サイドCである。
Examples 1 to 3 Dried leaves A (contains stevioside 36%, rebaudioside pH 56%, rebaudioside gc 1.1%, Example 1) and dry leaves B (stevioside 2.9%, rebaudioside) of the new Stevia variety SF 2 A5.8%, rebaudioside C 0.9%, Example 2] and dried leaf C (stevioside 2.4%, rebaudioside A)
6.0%, Rebaudioside C0.9%, Example 3] were extracted several times with 10 to 20 times the amount of water until the sweetness was no longer felt, and the extract was extracted with cations. Replacement resin (Amberlite IR-120B) 100ml
and a column packed with 100 ml of anion exchange resin (Duolite A-4).
The sweet components were adsorbed through a column packed with , and after thorough washing with water, the mixture was eluted with 300 ml of methanol. The eluate is concentrated under reduced pressure and dried to obtain a white powder. The analysis results of the powder are shown in the table below. In addition, in the table below, ST is stevioside, RA is rebaudioside A, and RC is rebaudioside C.

比較例1 鹿児島県曽於郡志布志町産のステビア在来品種の乾燥葉
(ステビオサイド762%、レバウディオサイドA2.
7%、レバウディオサイドC1,2%〕を実施例1〜3
と同様に抽出および後処理し、白色粉末を得る。
Comparative Example 1 Dried leaves of a native variety of Stevia from Shibushi-cho, Soo-gun, Kagoshima Prefecture (stevioside 762%, rebaudioside A2.
7%, Rebaudioside C1.2%] in Examples 1 to 3
Extract and work up in the same manner as above to obtain a white powder.

比較例2 比較例1と同じ乾燥葉を実施例1〜3と同様に抽出およ
び樹脂処理し、溶離液を30m1まで濃縮し、4℃で3
0時間放置して析出した結晶(主としてステビオサイド
)を除き、母液を減圧下に濃縮乾燥して淡黄色粉末を得
る。
Comparative Example 2 The same dried leaves as in Comparative Example 1 were extracted and treated with resin in the same manner as in Examples 1 to 3, the eluate was concentrated to 30 ml, and the
Crystals (mainly stevioside) precipitated after standing for 0 hours are removed, and the mother liquor is concentrated and dried under reduced pressure to obtain a pale yellow powder.

比較例1の粉末、比較例2の結晶および淡黄色粉末の分
析結果を下表に示す。
The analysis results of the powder of Comparative Example 1, the crystals of Comparative Example 2, and the pale yellow powder are shown in the table below.

分析方法 薄層クロマトスキャナ法 使用機種 島原クロマトスキャナ 910型薄層プレー
ト メルク社シリカゲルプレート0F254 展開溶媒 クロロホルム:メタノール:水=30 :2
0 :4 発色剤50%硫酸 測定法 反射ジグザグスキャンユング法測定波長 35
0 nm スキャンスピード 20馴/分 第1〜5図に、それぞれ実施例1〜3、比較例1および
2の粉末を分析して得たグラフを示す。
Analysis method Thin layer chromato scanner method Model used Shimabara chromato scanner 910 type thin layer plate Merck silica gel plate 0F254 Developing solvent Chloroform: methanol: water = 30:2
0:4 Color former 50% sulfuric acid measurement method Reflection zigzag scanning Jung method measurement wavelength 35
0 nm Scan speed: 20 min/min Figures 1 to 5 show graphs obtained by analyzing the powders of Examples 1 to 3 and Comparative Examples 1 and 2, respectively.

試験例1 実施例1〜3および比較例1.2の粉末を04%水FJ
 液とし、10名のパネラ−による二点比較法により苦
味をテストし、次の結果を得た。なお、数字は人数を示
す。
Test Example 1 The powders of Examples 1 to 3 and Comparative Example 1.2 were added to 04% water FJ.
The liquid was tested for bitterness by a two-point comparison method by 10 panelists, and the following results were obtained. Note that the numbers indicate the number of people.

試験例2 試験例1と同様の方法により、実施例1〜3および比較
例1.2の粉末の渋味をテストし、次の結果を得た。
Test Example 2 The powders of Examples 1 to 3 and Comparative Examples 1.2 were tested for astringency using the same method as Test Example 1, and the following results were obtained.

試験例3 試験例1と同様の方法により、実施例1〜3および比較
例1.2の粉末の甘味質をテストし、次の結果を得た。
Test Example 3 The sweetness quality of the powders of Examples 1 to 3 and Comparative Examples 1.2 was tested by the same method as Test Example 1, and the following results were obtained.

上記の結果から、この発明の甘味料がステビア在来品種
の抽出番こより得た甘味料およびそれからステビオサイ
yy2除いてレバウディオサイドの含有率を相対的に高
くした甘味料よりすぐれていることがわかる。
From the above results, it can be seen that the sweetener of the present invention is superior to the sweetener obtained from the extraction of native varieties of Stevia, and the sweetener obtained from it with a relatively high rebaudioside content excluding Steviocy yy2. Recognize.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図ないし第5図は、それぞれ実施例1〜3、比較例
1および2で得た粉末の分析結果を示す。 各図中、STはステビオサイド、RAはレバウデイオサ
イFA、RCはレバウディオサイドCのピークを示す。 特許出願人 守田化学工業株式会社 代 理 人 弁理士前 山 葆 (ほか1名)第1図 第3図 第4図 第5図
1 to 5 show the analysis results of the powders obtained in Examples 1 to 3 and Comparative Examples 1 and 2, respectively. In each figure, ST indicates the peak of stevioside, RA indicates the peak of rebaudioside FA, and RC indicates the peak of rebaudioside C. Patent Applicant: Morita Chemical Industry Co., Ltd. Representative: Patent Attorney Mae Yamaboshi (and 1 other person) Figure 1 Figure 3 Figure 4 Figure 5

Claims (1)

【特許請求の範囲】[Claims] ステビオサイ臼こ対して、15倍倍以二のレバウディオ
サイドAと1倍以下のレバウディオサイドCを含有する
ことを特徴とする、ステビア抽出物からなる新天然甘味
料。
A new natural sweetener made of stevia extract, characterized by containing 15 times or more of rebaudioside A and 1 times or less of rebaudioside C compared to stevia extract.
JP57157902A 1982-09-09 1982-09-09 Novel natural sweetener Granted JPS5945848A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP57157902A JPS5945848A (en) 1982-09-09 1982-09-09 Novel natural sweetener

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57157902A JPS5945848A (en) 1982-09-09 1982-09-09 Novel natural sweetener

Publications (2)

Publication Number Publication Date
JPS5945848A true JPS5945848A (en) 1984-03-14
JPH0375140B2 JPH0375140B2 (en) 1991-11-29

Family

ID=15659923

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57157902A Granted JPS5945848A (en) 1982-09-09 1982-09-09 Novel natural sweetener

Country Status (1)

Country Link
JP (1) JPS5945848A (en)

Cited By (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61202667A (en) * 1985-03-04 1986-09-08 Morita Kagaku Kogyo Kk New natural sweetening
WO1999049724A1 (en) * 1998-03-31 1999-10-07 Her Majesty In Right Of Canada, Represented By The Minister Of Agriculture And Agri-Food Canada Stevia rebaudiana with altered steviol glycoside composition
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US10696706B2 (en) 2010-03-12 2020-06-30 Purecircle Usa Inc. Methods of preparing steviol glycosides and uses of the same
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US11678685B2 (en) 2011-02-17 2023-06-20 Purecircle Sdn Bhd Glucosyl stevia composition
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JPS5262300A (en) * 1975-11-13 1977-05-23 Ajinomoto Co Inc Isolation of bibaudioside-a by crystallization
JPS5786264A (en) * 1980-11-19 1982-05-29 Maruzen Kasei Kk Isolation of principal sweetening component of stevia

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* Cited by examiner, † Cited by third party
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JPS5262300A (en) * 1975-11-13 1977-05-23 Ajinomoto Co Inc Isolation of bibaudioside-a by crystallization
JPS5786264A (en) * 1980-11-19 1982-05-29 Maruzen Kasei Kk Isolation of principal sweetening component of stevia

Cited By (73)

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JPS61202667A (en) * 1985-03-04 1986-09-08 Morita Kagaku Kogyo Kk New natural sweetening
WO1999049724A1 (en) * 1998-03-31 1999-10-07 Her Majesty In Right Of Canada, Represented By The Minister Of Agriculture And Agri-Food Canada Stevia rebaudiana with altered steviol glycoside composition
US6255557B1 (en) 1998-03-31 2001-07-03 Her Majesty The Queen In Right Of Canada As Represented By The Ministerof Agriculture And Agri-Food Canada Stevia rebaudiana with altered steviol glycoside composition
US7884265B2 (en) 2005-03-04 2011-02-08 Toyoshige Morita High Rebaudioside-A plant
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JP2017141293A (en) * 2008-10-03 2017-08-17 守田化学工業株式会社 Novel steviol glycoside
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