JPS63146768A - Aspartame-containing saccharide and production thereof - Google Patents

Aspartame-containing saccharide and production thereof

Info

Publication number
JPS63146768A
JPS63146768A JP61291479A JP29147986A JPS63146768A JP S63146768 A JPS63146768 A JP S63146768A JP 61291479 A JP61291479 A JP 61291479A JP 29147986 A JP29147986 A JP 29147986A JP S63146768 A JPS63146768 A JP S63146768A
Authority
JP
Japan
Prior art keywords
aspartame
water
sucrose
sweetness
saccharide
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
Application number
JP61291479A
Other languages
Japanese (ja)
Inventor
Koji Hasegawa
長谷川 光二
Koji Yanagiuchi
柳内 浩司
Tadashi Fujii
正 藤井
Yukio Aoda
粟生田 幸雄
Hiroshi Ninomiya
宏 二宮
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.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku 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 Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Priority to JP61291479A priority Critical patent/JPS63146768A/en
Publication of JPS63146768A publication Critical patent/JPS63146768A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To obtain fine granules, consisting of aggregates of aspartame and saccharide microcrystals and capable of providing excellent sweetness with a good dissolution rate without uneven sweetness, by dissolving the aspartame and saccharides in water, etc., concentrating and drying the resultant solution. CONSTITUTION:Aspartame (alpha-L-aspartyl-L-phenylalanine methyl ester) and saccharides, e.g. sucrose, etc., are completely dissolved in water or a mixed solvent thereof and an organic solvent at preferably 40-60 deg.C. The resultant solution is then concentrated to dryness, as necessary, pulverized and sieved to afford the aimed fine granules, consisting of aggregates of aspartame and saccharide microcrystals and having preferably 32-60 mesh grain size.

Description

【発明の詳細な説明】 (従来の技術) α−L−アスパルチルーL−フェニルアラニンメチルエ
ステル(以下アスパルテーム特有ス。)は蔗糖の200
倍の甘味を持ち、原末は一般に針状結晶で比容が大きく
、飛散しやすく、かつ水に対する溶解度が低いことから
、蔗糖のように原末のまま使用するのは実用的でないた
め、担体にコーティングしたり、担体とともに顆粒状ま
たは禁則などに成形したり、更には重炭酸ナトリウム等
の発泡中和剤を併用して使用することが提案されている
Detailed Description of the Invention (Prior Art) α-L-Aspartyl-L-phenylalanine methyl ester (hereinafter referred to as aspartame-specific ester) is a 200%
It has twice the sweetness, and the bulk powder is generally needle-shaped crystals with a large specific volume, easily scatters, and has low solubility in water. Therefore, it is impractical to use the bulk powder like sucrose, so it is difficult to use a carrier. It has been proposed to coat the compound with a carrier, to form it into granules or other forms together with a carrier, and to use it in combination with a foaming neutralizer such as sodium bicarbonate.

(発明が解決しようとする問題点) 上記の提案の方法によっても、lt味の調整はできるが
、アスパルテーム特有の後味が残るとか。
(Problems to be Solved by the Invention) Although the taste can be adjusted by the method proposed above, the aftertaste characteristic of aspartame remains.

又は製造工程中でアスパルテームが分解を起こすとか、
均一に混合できない等の欠点があり、十分満足すべきも
のでない。
Or, aspartame decomposes during the manufacturing process.
It has drawbacks such as not being able to mix uniformly, and is not completely satisfactory.

また、一方蔗糖を初めとする各種の糖類はそれぞれに食
味の点で優れた甘味料であるが、最も多用される蔗糖は
、糖分のとりすぎなどの問題点から摂取量の減少が要望
されている。また、独特の甘味を持つ果糖等は、価格が
高価である。
On the other hand, various types of sugars, including sucrose, are sweeteners with excellent taste, but sucrose, which is the most frequently used, has problems such as excessive sugar content, so there is a desire to reduce the intake. There is. Furthermore, fructose, which has a unique sweet taste, is expensive.

そこで1本発明は糖類の甘味C食味)をそのままに、ア
スパルテームの後味の悪さをなりシ1例えば蔗糖では、
その使用量を単独の場合の数分の−から数十分の−で済
ます新規なオ味料を提供しようとするものである。
Therefore, the present invention eliminates the bad aftertaste of aspartame while maintaining the sweetness (C taste) of sugars.1 For example, with sucrose,
The present invention aims to provide a new flavoring agent that can be used in an amount ranging from a few minutes to several tens of minutes when used alone.

c問題点を解決するための手段) 本発明者らは糧々研究の結果、アスパルテーム及び糖類
を、水又は有機溶媒/水混液に溶解し。
c) Means for Solving Problems) As a result of extensive research, the present inventors dissolved aspartame and sugars in water or an organic solvent/water mixture.

両者を含む溶液とした後、@縮乾燥することによりアス
パルテーム含有糊ができること1寸味はアスパルテーム
の含有量を調節することにより1例えば蔗糖では、その
数倍から数十倍の強さに調節することができること、か
つその食味は糖類だけの場合とほとんど変らず、アスパ
ルテーム特有の後味もないことを見い出した。
After making a solution containing both, an aspartame-containing paste can be produced by condensation drying.For example, by adjusting the aspartame content, the strength of sucrose can be adjusted to several times to several tens of times that of sucrose. They found that the taste is almost the same as when using only sugar, and there is no aftertaste characteristic of aspartame.

本発明で使用する有機溶媒としては、メタノール、エタ
ノール、インプロパツール、n−プロパツール、ブタノ
ール、1,4−ブタンジオール、アセトン、メチルエテ
ルケトン、ジオキサン、アセトニトリル、及びピリジン
等が挙げられる。これらは、各々単独に又は2種以上併
用しても良い。
Examples of the organic solvent used in the present invention include methanol, ethanol, impropatol, n-propatol, butanol, 1,4-butanediol, acetone, methyl ether ketone, dioxane, acetonitrile, and pyridine. These may be used alone or in combination of two or more.

溶解度の点から好ましいのはメタノールである。Methanol is preferred from the viewpoint of solubility.

更に1本発明で用いる糖類としては、蔗糖、果糖、マン
ニトール、ノルビトール、マルトース、マルチトール、
キシロース、ブドウ糖、キシリトール、イノシトール等
が挙げられる。一般的には蔗糖が最も好ましい。
Furthermore, the sugars used in the present invention include sucrose, fructose, mannitol, norbitol, maltose, maltitol,
Examples include xylose, glucose, xylitol, inositol, and the like. Generally, sucrose is most preferred.

これらの糖類は、水及び殆んどの混合比率の有機溶媒/
水混液に溶解する。一方、アスパルテームは水および有
機溶媒いずれに対しても溶解度は低く、比較的溶解性の
よいメタノールの場合でも約3%(w/v )程度であ
るが、水と有機溶媒の混合溶液にすると、その溶解匿は
単独の場合に比して向上する。従って、単独溶媒を使用
するより。
These sugars can be mixed with water and most of the mixing ratios of organic solvents/
Dissolve in water mixture. On the other hand, aspartame has low solubility in both water and organic solvents, and even in the case of methanol, which has relatively good solubility, it is about 3% (w/v), but when it is made into a mixed solution of water and organic solvents, Its dissolution and concealment is improved compared to when it is used alone. Therefore, rather than using sole solvent.

水と有機溶媒の混合溶媒を使用するのが好ましい。Preferably, a mixed solvent of water and an organic solvent is used.

混合比は水10〜90%Cw/v )好ましくはS(+
−80%(w/v )より好ましくは6(1−75(w
/v )で、残部が有機溶媒である。最も好ましい場合
は水とメタノールの混合溶媒であり、その割合は水60
〜75%(w/v )、メタノール40〜25%(w/
v )である。
The mixing ratio is water (10 to 90% Cw/v), preferably S(+
-80% (w/v) more preferably 6 (1-75 (w/v)
/v), and the remainder is an organic solvent. The most preferable case is a mixed solvent of water and methanol, in a ratio of 60% water to 60% methanol.
~75% (w/v), methanol 40-25% (w/v)
v).

アスパルテームと糖の割合は得ようとするオ味度の程度
により適宜変えることができる。
The ratio of aspartame and sugar can be changed as appropriate depending on the level of flavor desired.

例えば蔗糖の約5〜50部程度の甘味のものを最終的に
得たいときには、蔗糖100部(重量−以下特に断らな
い限り重量部を示す)K対し、アスパルテーム約2〜2
0部、より好ましくは約4〜15部の割合で用いればよ
い。より低甘味度のものも、より高甘味度のものもアス
パルテームの甘味度を蔗糖の約200倍として換算して
配合割合を変えることにより任意に得ることができる。
For example, if you want to finally obtain something as sweet as about 5 to 50 parts of sucrose, use about 2 to 2 parts of aspartame per 100 parts of sucrose (by weight - parts by weight are shown below unless otherwise specified).
It may be used in a proportion of 0 parts, more preferably about 4 to 15 parts. Both lower sweetness and higher sweetness can be obtained as desired by converting the sweetness of aspartame to about 200 times that of sucrose and changing the blending ratio.

あまり高甘味度のものにすると、アスパルテームの後味
の悪さが感じられるようになるので、好ましくは蔗糖の
約20倍以下程度、より好ましくは約2〜15倍、最も
好ましくは10倍前後の甘味度にするのが良い。また、
蔗糖より更に甘味が低いマルトースやマルチトール等の
場合にId 、100部に対し、アスパルテームはより
多く、約5〜50部より好ましくは10〜40部の割合
で用いればよい。
If the sweetness is too high, aspartame will give a bad aftertaste, so the sweetness is preferably about 20 times or less, more preferably about 2 to 15 times, and most preferably about 10 times that of sucrose. It is better to Also,
In the case of maltose, maltitol, etc., which are even lower in sweetness than sucrose, aspartame may be used in a larger amount, preferably 10 to 40 parts, relative to 100 parts of Id.

アスパルテームと糖類の水又は有機溶媒/水混液への溶
解は1両者をいっしょに溶解しても、また項次溶解して
もいずれでもよい。溶解は常温では溶解しにくいので1
例えば30℃〜100℃好ましくは40〜60℃で溶解
する事が好ましい。
Aspartame and saccharides may be dissolved in water or an organic solvent/water mixture either by dissolving them both together or sequentially. Dissolution is difficult at room temperature, so 1
For example, it is preferable to melt at 30°C to 100°C, preferably 40 to 60°C.

各原材料が混合されて、完全な溶液となった時点で溶媒
を蒸発乾固し、必要に応じて粉砕、篩過を行い任意の粒
度のアスパルテーム含有糊を得ることができる。
When the raw materials are mixed to form a complete solution, the solvent is evaporated to dryness, and if necessary, pulverization and sieving are performed to obtain an aspartame-containing paste of any particle size.

本発明で得られるアスパルテーム含有糊の粒度は任意に
選択できるが通常、16メツシ〜100メツシより好ま
しくは32〜60メツシ程度の篩分粒度の細粒が好まし
い。
Although the particle size of the aspartame-containing paste obtained in the present invention can be arbitrarily selected, fine particles having a sieving particle size of about 16 to 100 mesh, more preferably about 32 to 60 mesh are preferable.

本発明で得られるアスパルテーム含有糊は、糖類とアス
パルテーム各々の微細結晶(−次粒子)(結晶の長い方
の長さで約40μm以下、好ましくは20μm以下のも
のが主体である結晶)が集合した細粒(二次粒子)の形
態となったものである。
The aspartame-containing glue obtained in the present invention is a collection of microcrystals (secondary particles) of sugars and aspartame (crystals mainly composed of crystals with a long length of about 40 μm or less, preferably 20 μm or less). It is in the form of fine particles (secondary particles).

(本発明の効果) 本発明のアスパルテーム含有糊は微結晶の集合した細粒
(二次粒子)なので、アスパルテームと糖が分離して甘
味むらができるおそれがなく、溶解速度は原料の糖類と
ほとんど変りなく、かつ甘味度は1例えば蔗糖の場合、
その数倍〜数10倍であるにもかかわらず、アスパルテ
ーム独特の後味の悪さはなく、R糖の甘味とほとんど変
らないものである。
(Effects of the present invention) Since the aspartame-containing paste of the present invention is fine particles (secondary particles) made up of microcrystals, there is no risk of aspartame and sugar separating and causing uneven sweetness, and the dissolution rate is almost the same as the raw material sugar. For example, in the case of sucrose, the sweetness level remains unchanged and the sweetness level is 1.
Even though it is several times to several ten times that amount, it does not have the bad aftertaste peculiar to aspartame, and the sweetness is almost the same as that of R sugar.

以下本発明を、蔗糖の場合を例にとり、実施例により具
体的に説明する。
The present invention will be specifically explained below with reference to Examples, taking the case of sucrose as an example.

実施例1 蔗糖95?及びアスパルテーム5fを30%メタノール
/水混液200 mlに混合し50℃に加温して溶解す
る。
Example 1 Sucrose 95? and aspartame 5f are mixed in 200 ml of a 30% methanol/water mixture and heated to 50°C to dissolve.

完全に溶解後、50℃の加温下に濃縮乾固し、粉砕篩過
して30〜60メツシの粒度のアスパルテーム含有蔗糖
を得た。
After complete dissolution, the mixture was concentrated to dryness under heating at 50° C., and crushed and passed through a sieve to obtain aspartame-containing sucrose having a particle size of 30 to 60 mesh.

上記実施例で得られた本発明品の顕微鏡写真を第一図に
示す。
FIG. 1 shows a micrograph of the product of the present invention obtained in the above example.

次に本発明品と対照品の水10mに対する溶解所要時間
を測定し、下表に示した。溶解所要時間は粒子が肉眼で
完全に見えなくなるまでの時間を測定した。
Next, the time required for dissolving the present invention product and the control product in 10 m of water was measured, and the results are shown in the table below. The time required for dissolution was determined by measuring the time until the particles became completely invisible to the naked eye.

(注)対照品は、アスパルテーム原末と蔗糖原末の5 
: 95 (W/W )の割合での混合物(粒度的30
〜a OPm )  である。
(Note) The control products are aspartame bulk powder and sucrose bulk powder.
:95 (W/W) mixture (particle size 30
~aOPm).

次に1本発明品1つまみをボランティア10名に与え、
官能テストをした結果8人は甘味(食味)は蔗糖と同様
でアスパルテームの後味は感じなかった。2人は本発明
品が溶けている間は蔗糖と区別できない同様な甘味(食
味)であったが1日中で溶は終った時点でやや後味の悪
さを感じた。これに対して、対照品は10名共、後味の
悪さを感じた。
Next, 10 volunteers were given 1 pinch of the invented product.
As a result of a sensory test, 8 people found that the sweetness (taste) was similar to that of sucrose, and they did not notice the aftertaste of aspartame. Two people felt that while the product of the present invention was melting, it had a similar sweetness (taste) that was indistinguishable from sucrose, but once the product had finished dissolving within a day, they felt a slightly unpleasant aftertaste. On the other hand, all 10 people felt that the control product had a bad aftertaste.

実施例2 マルチトール902及びアスパルテーム10グを水80
0 mlに混合し、50℃に加温して溶解する。完全に
溶解後、50℃の加温下に濃縮乾固し。
Example 2 902 maltitol and 10 g of aspartame in 80 g of water
0 ml and warm to 50°C to dissolve. After completely dissolving, the solution was concentrated to dryness while heating at 50°C.

粉砕篩過して、30〜60メツシの粒度のアス・;ルテ
ーム含有マルチトールを得た。
After crushing and sieving, maltitol containing as-;luteme with a particle size of 30 to 60 mesh was obtained.

この本発明品1つまみをボランティア5名に与え、官能
テストをした結果1本発明品は、マルチトールよね甘味
は高まっており、アスパラテームの後味の悪さは単なる
マルチトールとアスパルテームの混合品に比して緩和さ
れているとの感じであった。
A pinch of the product of the present invention was given to 5 volunteers and a sensory test was conducted.1 The product of the present invention had a sweeter maltitol-like taste, and the aspartame had a worse aftertaste compared to a simple mixture of maltitol and aspartame. It seemed that the situation had been alleviated.

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

第一図は本発明で得られたアスパルテーム含有糖の細粒
の写真である。 特許出願人  日本化薬株式会社 第 1 図
Figure 1 is a photograph of fine particles of aspartame-containing sugar obtained according to the present invention. Patent applicant Nippon Kayaku Co., Ltd. Figure 1

Claims (2)

【特許請求の範囲】[Claims] (1)アルパステームの微細結晶及び糖の微細結晶の集
合体からなる細粒であることを特徴とするアスパルテー
ム含有糖。
(1) An aspartame-containing sugar characterized by being fine particles consisting of an aggregate of fine crystals of alpa stame and fine crystals of sugar.
(2)水または、水と有機溶媒の混合液に、アスパルテ
ーム及び糖類の両者を溶解し、次いで溶媒を蒸発乾固し
て、必要に応じて、粉砕、篩過し、アスパルテームの微
細結晶及び糖の微細結晶の集合体からなる細粒を得るこ
とを特徴とするアスパルテーム含有糖の製造法。
(2) Dissolve both aspartame and saccharides in water or a mixture of water and an organic solvent, then evaporate the solvent to dryness, crush and sieve as necessary, and remove fine crystals of aspartame and saccharide. A method for producing aspartame-containing sugar, characterized by obtaining fine particles consisting of an aggregate of microcrystals.
JP61291479A 1986-12-09 1986-12-09 Aspartame-containing saccharide and production thereof Pending JPS63146768A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61291479A JPS63146768A (en) 1986-12-09 1986-12-09 Aspartame-containing saccharide and production thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61291479A JPS63146768A (en) 1986-12-09 1986-12-09 Aspartame-containing saccharide and production thereof

Publications (1)

Publication Number Publication Date
JPS63146768A true JPS63146768A (en) 1988-06-18

Family

ID=17769408

Family Applications (1)

Application Number Title Priority Date Filing Date
JP61291479A Pending JPS63146768A (en) 1986-12-09 1986-12-09 Aspartame-containing saccharide and production thereof

Country Status (1)

Country Link
JP (1) JPS63146768A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112174911A (en) * 2020-11-17 2021-01-05 安徽维多食品配料有限公司 Large-particle double-sweet crystallization method

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112174911A (en) * 2020-11-17 2021-01-05 安徽维多食品配料有限公司 Large-particle double-sweet crystallization method

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