JPS6389501A - Production of pectic acid - Google Patents
Production of pectic acidInfo
- Publication number
- JPS6389501A JPS6389501A JP23497486A JP23497486A JPS6389501A JP S6389501 A JPS6389501 A JP S6389501A JP 23497486 A JP23497486 A JP 23497486A JP 23497486 A JP23497486 A JP 23497486A JP S6389501 A JPS6389501 A JP S6389501A
- Authority
- JP
- Japan
- Prior art keywords
- pectin
- acid
- main chain
- pectic acid
- pectic
- 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
- 229920002230 Pectic acid Polymers 0.000 title claims abstract description 21
- LCLHHZYHLXDRQG-ZNKJPWOQSA-N pectic acid Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)O[C@H](C(O)=O)[C@@H]1OC1[C@H](O)[C@@H](O)[C@@H](OC2[C@@H]([C@@H](O)[C@@H](O)[C@H](O2)C(O)=O)O)[C@@H](C(O)=O)O1 LCLHHZYHLXDRQG-ZNKJPWOQSA-N 0.000 title claims abstract description 21
- 239000010318 polygalacturonic acid Substances 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229920001277 pectin Polymers 0.000 claims abstract description 48
- 239000001814 pectin Substances 0.000 claims abstract description 48
- 235000010987 pectin Nutrition 0.000 claims abstract description 48
- 239000002253 acid Substances 0.000 claims abstract description 11
- 239000000843 powder Substances 0.000 claims abstract description 10
- 239000003513 alkali Substances 0.000 claims abstract description 9
- 239000002002 slurry Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 26
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 15
- 238000000034 method Methods 0.000 abstract description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract description 13
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 9
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 4
- 238000011282 treatment Methods 0.000 abstract description 4
- 239000012535 impurity Substances 0.000 abstract description 3
- 238000007086 side reaction Methods 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 238000003776 cleavage reaction Methods 0.000 abstract description 2
- -1 methanol) Chemical compound 0.000 abstract description 2
- 230000007017 scission Effects 0.000 abstract description 2
- 230000015556 catabolic process Effects 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 description 21
- 239000000243 solution Substances 0.000 description 10
- 238000007127 saponification reaction Methods 0.000 description 9
- 239000002244 precipitate Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 7
- 238000005119 centrifugation Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000010306 acid treatment Methods 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- DZGCGKFAPXFTNM-UHFFFAOYSA-N ethanol;hydron;chloride Chemical compound Cl.CCO DZGCGKFAPXFTNM-UHFFFAOYSA-N 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 235000015243 ice cream Nutrition 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000013618 yogurt Nutrition 0.000 description 1
Abstract
Description
【発明の詳細な説明】 産業上の利用分野 本発明は、ペクチン酸の製造方法に関する。[Detailed description of the invention] Industrial applications The present invention relates to a method for producing pectic acid.
従来の技術及びその問題点
ペクチン酸は、ペクチンの側鎖のメトキシカルボニル基
が全てカルボキシル基で置換されたものでおり、ジャム
、マーマレード、ゼリー等の菓子類やアイスクリーム、
ヨーグルト等の乳製品の凝固剤として、また化粧品、顔
料、農薬、医薬品等の凝固剤、乳化剤乃至保護剤として
の利用等幅広い用途が期待できる化合物である。Conventional technology and its problems Pectic acid is a pectin in which all the methoxycarbonyl groups in the side chains have been replaced with carboxyl groups, and it is used in confectionery such as jam, marmalade, and jelly, as well as ice cream,
It is a compound that can be expected to have a wide range of uses, including as a coagulant for dairy products such as yogurt, and as a coagulant, emulsifier, or protective agent for cosmetics, pigments, agricultural chemicals, pharmaceuticals, etc.
斯かるペクチン酸を製造する試みとして、従来より種々
の方法が検討されており、その代表的な方法として、例
えば溶液状態のペクチンを酸性下で加熱分解又は室温で
アルカリケン化してへクチン酸を製造する方法が挙げら
れる。しかしながら、これらの方法ではペクチン分子の
側鎖のメトキシカルボニル基が加水分解されてカルボキ
シル基に変換されると共に、ペクチン分子の主鎖（ペク
チン分子のグリコシド結合）が酸加水分解又はアルカリ
脱離分解により切断されるのを避け１ｑず、その結果ペ
クチンの側鎖のメトキシカルボニル基が全てカルボキシ
ル基に変換される以外はペクチンの化学的構造がそのま
ま保持されたペクチン酸を製造することは不可能である
。Various methods have been studied in the past in attempts to produce such pectic acid, and representative methods include, for example, heating pectin in solution under acidic conditions or alkaline saponification at room temperature to produce hectic acid. Examples include methods of manufacturing. However, in these methods, the methoxycarbonyl group in the side chain of the pectin molecule is hydrolyzed and converted to a carboxyl group, and the main chain of the pectin molecule (glycosidic bond of the pectin molecule) is converted by acid hydrolysis or alkaline elimination decomposition. It is impossible to produce pectic acid in which the chemical structure of pectin is kept intact, except for avoiding cleavage and, as a result, converting all the methoxycarbonyl groups in the side chains of pectin to carboxyl groups. .
このように従来より検討されている方法では、ペクチン
分子の主鎖が切断されるという好ましくない副反応が生
じ、そのためペクチン分子の主鎖にはなんら変化がなく
且つペクチンの側鎖のメトキシカルボニル基のみが１０
０％カルボキシル基に変換されたペクチン酸は、未だ製
造されていないのが現状である。In this way, in the conventionally studied methods, an undesirable side reaction occurs in which the main chain of the pectin molecule is cleaved, and as a result, there is no change in the main chain of the pectin molecule, and the methoxycarbonyl group in the side chain of pectin is removed. Only 10
Currently, pectic acid converted to 0% carboxyl group has not yet been produced.
問題点を解決するための 段
本発明者らは、斯かる現状に鑑み、ペクチンの主鎖の化
学構造はそのままで且つペクチンの側鎖のメトキシカル
ボニル基のみが全てカルボキシル基に変換されたペクチ
ン酸を工業的に製造すべく鋭意研究を重ねた結果、下記
に示す特定の反応条件下にペクチンを加水分解すること
により、本発明の所期の目的を達成し得ることを見い出
した。Steps to Solve the Problems In view of the current situation, the present inventors developed pectic acid in which the chemical structure of the main chain of pectin remains unchanged, and only the methoxycarbonyl groups in the side chains of pectin are completely converted to carboxyl groups. As a result of intensive research aimed at industrially producing pectin, it was discovered that the intended purpose of the present invention could be achieved by hydrolyzing pectin under the specific reaction conditions shown below.
本発明は、斯かる知見に基づいて完成されたものである
。The present invention was completed based on this knowledge.
即ち、本発明は、約４０〜約９０＠ｆｆｉ％のアルコー
ル水溶液中、ペクチン中のウロン酸残基基１モルに対し
て約０．８〜約１．６モルのアルカリの存在下、ペクチ
ンを粉末のままスラリー状態で一２〜１０℃程度の温度
条件下にケン化し、次いでこれを酸処理することを特徴
とするペクチン酸の製造方法に係る。That is, the present invention provides pectin in the presence of about 0.8 to about 1.6 moles of alkali per mole of uronic acid residue groups in pectin in an aqueous alcohol solution of about 40 to about 90@ffi%. The present invention relates to a method for producing pectic acid, which is characterized in that the powder is saponified in a slurry state at a temperature of about -2 to 10°C, and then treated with an acid.
本発明の方法では、約４０〜約９０重呈％のアルコール
水溶液中にてペクチンをケン化及び酸処理することを必
須とする。アルコールとしては、特に限定されず、従来
公知のものを広く使用できるが、メタノール、エタノー
ル、プロパツール、イソプロパツール等の低級アルコー
ルを好ましく例示できる。アルコール水溶液中のアルコ
ール濃度は、通常約４０〜約９０重量％、好ましくは約
４５〜約７０＠量％とするのがよい。アルコール濃度が
９０重邑％より高くなると、処理されるべきペクチン中
の不純物がアルコール水溶液中に溶出し難くなり、従っ
てペクチン酸を純度よく製造することが困難になり、不
適当である。また逆に、アルコール濃度が４０重量％よ
り低くなると、処理すべきペクチンがアルコール水溶液
中で膨潤する傾向となり、反応処理に支障を来たすので
、やはり不都合である。The method of the present invention requires saponification and acid treatment of pectin in an aqueous alcohol solution having a concentration of about 40 to about 90%. The alcohol is not particularly limited and a wide variety of conventionally known alcohols can be used, but lower alcohols such as methanol, ethanol, propatool, and isopropanol are preferred examples. The alcohol concentration in the aqueous alcohol solution is usually about 40 to about 90% by weight, preferably about 45 to about 70% by weight. If the alcohol concentration is higher than 90% by weight, impurities in the pectin to be treated will be difficult to dissolve into the alcohol aqueous solution, and therefore it will be difficult to produce pectic acid with high purity, which is unsuitable. Conversely, if the alcohol concentration is lower than 40% by weight, the pectin to be treated will tend to swell in the aqueous alcohol solution, which will impede the reaction treatment, which is also disadvantageous.
本発明において使用されるアルカリとしては、従来公知
のものを広く使用でき、例えば水酸化ナトリウム、水酸
化カリウム、水酸化アンモニウム等を挙げることができ
、これらの中でも水酸化ナトリウム又は水酸化カリウム
が特に好適である。As the alkali used in the present invention, a wide variety of conventionally known alkalis can be used, such as sodium hydroxide, potassium hydroxide, ammonium hydroxide, etc. Among these, sodium hydroxide or potassium hydroxide is particularly preferred. suitable.
反応系内に存在させるべきアルカリの量としては、処理
されるべきペクチン中のウロン酸残基１モル当り、通常
的０．８〜約１．６モル、好ましくは約１．０〜約１．
２モルとするのがよい。アルカリの吊が上記範囲より多
くなると、ペクチン分子の主鎖がアルカリ脱離分解によ
り切断され易くなるという欠点が生じ、不都合でおる。The amount of alkali to be present in the reaction system is usually 0.8 to about 1.6 mol, preferably about 1.0 to about 1.6 mol, per 1 mol of uronic acid residue in the pectin to be treated.
The amount is preferably 2 moles. If the alkali content exceeds the above range, the main chain of the pectin molecule is likely to be broken due to alkali elimination and decomposition, which is inconvenient.
また逆にアルカリの量が上記範囲より少なくなると、ペ
クチン分子のメトキシカルボニル基のカルボニル基への
変換が不完全になるという欠点を生じ、不適当となる。On the other hand, if the amount of alkali is less than the above range, the conversion of the methoxycarbonyl group of the pectin molecule into a carbonyl group will be incomplete, making it unsuitable.
本発明では、ペクチンのケン化を通常−２〜１０℃程度
、好ましくはＯ〜５°Ｃ程度の温度条件下に行なうのが
よい。反応温度が一２°Ｃより低いと、ケン化速度が遅
くなるという欠点が生じ、不都合である。また逆に１０
℃より高いと、ペクチン分子の主鎖がアルカリ脱離分解
し易くなるという欠点を生じ、不適当となる。In the present invention, saponification of pectin is usually carried out at a temperature of about -2 to 10°C, preferably about 0 to 5°C. If the reaction temperature is lower than 12° C., the saponification rate becomes slow, which is disadvantageous. On the other hand, 10
If the temperature is higher than 0.degree. C., the main chain of the pectin molecule becomes susceptible to alkali elimination and decomposition, making it unsuitable.
本発明の方法において、処理すべきペクチンとアルコー
ル水溶液との使用割合としては、ペクチン１００ｇに対
して通常アルコール水溶液２００〜８００ｍＧ、好まし
くは４００〜５００ｍＱとするのがよい。アルコール水
溶液の量が上記範囲より少なくなると、ケン化が不均一
になるという欠点が生じ、不都合でおる。また逆にアル
コール水溶液の量が上記範囲より多くなると、ケン化速
度が遅くなるという欠点を生じ、不適当となる。In the method of the present invention, the ratio of the pectin to be treated and the aqueous alcohol solution used is usually 200 to 800 mG, preferably 400 to 500 mQ, of the aqueous alcohol solution per 100 g of pectin. If the amount of the alcohol aqueous solution is less than the above range, the saponification will be non-uniform, which is inconvenient. On the other hand, if the amount of the alcohol aqueous solution exceeds the above range, the saponification rate will be slow, making it unsuitable.
上記で生成するペクチンのケン化物（ペクチン酸）は、
次いで酸処理される。酸処理は、例えば従来公知の方法
を広く採用し得る。例えば塩酸、硫酸、酢酸等を用い、
上記濃度のアルコール水溶液中で行なうのがよい。この
１９８理後、目的とするペクチン酸（沈澱物）は、例え
ば遠心分離、濾過等の常法に従い、単離、精製され得る
。The saponified pectin (pectic acid) produced above is
It is then treated with acid. For the acid treatment, for example, a wide variety of conventionally known methods can be employed. For example, using hydrochloric acid, sulfuric acid, acetic acid, etc.
It is preferable to conduct this in an aqueous alcohol solution having the above concentration. After this 198-day treatment, the target pectic acid (precipitate) can be isolated and purified by conventional methods such as centrifugation and filtration.
斯くして製造されるペクチン酸は、これをアルコール分
が飛散しないように密封して湿った状態で保存しておい
てもよいし、或はこれを脱水乾燥して乾燥粉末として保
存しておいてもよい。The pectic acid produced in this way may be sealed and stored in a moist state to prevent the alcohol from scattering, or it may be dehydrated and stored as a dry powder. You can stay there.
光１辺Ａ浬
本発明の方法によれば、従来の方法では到底製造し得な
かったペクチン酸を始めて製造し得る。According to the method of the present invention, pectic acid, which could not be produced by conventional methods, can be produced for the first time.
即ち、本発明の方法では、ケン化及び中和処理によりペ
クチン分子の主鎖が切断されるという好ましくない副反
応が生じることはなく、ペクチン分子の側鎖のメトキシ
カルボニル基のみが選択的にカルボキシル基に変換され
、そのためペクチン分子の主鎖にはなんら変化がなく且
つペクチンの側鎖のメトキシカルボニル基のみが全てカ
ルボキシル基に変換されたペクチン酸が製造されるので
ある。また、本発明の方法では、ケン化及び酸処理等の
際にペクチン粉末に吸着している不純物が容易に除去さ
れ得るので、目的とするペクチン酸を高純度で製造でき
る。更に本発明の方法は、犬■処理が容易であり、工業
的にも有利でおる。That is, in the method of the present invention, the saponification and neutralization treatments do not cause the undesirable side reaction of cutting the main chain of the pectin molecule, and only the methoxycarbonyl groups in the side chains of the pectin molecule are selectively converted into carboxyl groups. Therefore, pectic acid is produced in which there is no change in the main chain of the pectin molecule and only the methoxycarbonyl groups in the side chains of pectin are completely converted into carboxyl groups. Further, in the method of the present invention, impurities adsorbed to pectin powder during saponification, acid treatment, etc. can be easily removed, so that the target pectic acid can be produced with high purity. Furthermore, the method of the present invention is easy to treat and is industrially advantageous.
実施例 以下に実施例を掲げて本発明をより一層明らかにする。Example Examples are given below to further clarify the present invention.
実施例１
水酸化ナトリウム１９ｑを溶解した５０％エタノール水
溶液５００ｍｆ２を５°Ｃ前後に冷却し、次いでこれに
ペクチン粉末１００ｇを懸濁しく発熱のため温度は約９
°Ｃまで上昇）、時々撹拌しながら約１０℃で３０〜４
０分間ケン化した。遠心分離により沈澱物を集め、５０
％エタノール水溶液２００ ｍＱに懸濁し、３Ｎ−塩酸
でｐＨを約１．５に下げ、数分間撹拌した。ｌ）Ｈが２
．０以下で必ることを確認後、遠心分離により沈澱物を
集めた。Example 1 500mf2 of a 50% ethanol aqueous solution in which 19q of sodium hydroxide was dissolved was cooled to around 5°C, and then 100g of pectin powder was suspended in it. Due to heat generation, the temperature was about 9°C.
°C), 30-4 °C at approximately 10 °C with occasional stirring.
Saponified for 0 minutes. Collect the precipitate by centrifugation,
% ethanol aqueous solution (200 mQ), the pH was lowered to about 1.5 with 3N hydrochloric acid, and the mixture was stirred for several minutes. l) H is 2
．． After confirming that it was below 0, the precipitate was collected by centrifugation.
次に１％塩酸を含有する５０％エタノール水溶液２５０
ｍ２に懸濁し、数分間撹拌後、沈澱物を集め、再度同じ
塩酸−エタノール水溶液で洗浄操作を繰返してから、５
０％エタノール水溶液２５０ ｍ（２で４回洗浄を繰返
し、塩酸を除去した。斯くして目的とするペクチン酸く
乾燥物）を７２．５ｇ（収率７３％）得た。Next, 50% ethanol aqueous solution containing 1% hydrochloric acid 250
After stirring for several minutes, the precipitate was collected, and the washing operation was repeated with the same hydrochloric acid-ethanol aqueous solution.
Hydrochloric acid was removed by repeating washing with 250 ml of 0% ethanol aqueous solution (2) four times. In this way, 72.5 g (yield: 73%) of the desired dried pectin acid product was obtained.
実施例２
水酸化ナトリウム３２Ｑを溶解した５０％エタノール水
溶液８００ ｒｎＱを一４℃に冷却し、次いでこれにペ
クチン粉末１００ｇを懸濁しく温度は約−２°Ｃ付近ま
で上昇）、時々撹拌しながら一２〜Ｏ′Ｃで７０分間ケ
ン化した。遠心分離により沈澱物を集め、５０％エタノ
ール水溶液２００ ＩＴＩＱに懸濁し、３Ｎ−塩酸でｐ
Ｈを約１．５に下げ、数分間撹拌した。以下実施例１と
同様に塩酸酸性５０％エタノール水溶液と５０％エタノ
ール水溶液で順次洗浄し、塩酸を除去した。斯くして目
的とするペクチン酸（乾燥物）を７１’、８Ｃ］、（収
率７２％）得た。Example 2 A 50% ethanol aqueous solution containing 32Q sodium hydroxide (800 rnQ) was cooled to -4°C, and then 100 g of pectin powder was suspended therein (the temperature rose to around -2°C), with occasional stirring. The mixture was saponified for 70 minutes at 12-0'C. The precipitate was collected by centrifugation, suspended in 50% ethanol aqueous solution 200 ITIQ, and purified with 3N-hydrochloric acid.
The H was lowered to about 1.5 and stirred for several minutes. Thereafter, in the same manner as in Example 1, the sample was washed successively with a 50% ethanol aqueous solution acidified with hydrochloric acid and a 50% ethanol aqueous solution to remove the hydrochloric acid. In this way, the desired pectic acid (dry product) 71', 8C] (yield 72%) was obtained.
実施例３
水酸化す１〜１９６２２ｇを溶解した８５％エタノール
水溶液５００ ｍＱを約Ｏ′Ｃに冷却し、次いでこれに
ペクチン粉末１００ＣＩを懸濁しく温度は５℃付近まで
上昇）、時々撹拌しながら約５°Ｃで５０分間ケン化し
た。濾過して沈澱物を集め、８５％エタノール水溶液２
００ＩＴＩＱに懸濁し、３Ｎ−塩酸でＩＩを約１．５に
下げ、数分間撹拌し・た。Example 3 500 mQ of an 85% ethanol aqueous solution in which 1 to 19,622 g of hydroxide was dissolved was cooled to about O'C, and then 100 CI of pectin powder was suspended therein (the temperature rose to around 5°C), with occasional stirring. Saponification was performed at approximately 5°C for 50 minutes. Filter and collect the precipitate, add 85% ethanol aqueous solution 2
The suspension was suspended in 00ITIQ, the II was lowered to about 1.5 with 3N hydrochloric acid, and the mixture was stirred for several minutes.
以下実施例１と同様に塩酸酸性８５％エタノール水溶液
と８５％エタノール水溶液で順次洗浄し、塩酸を除去し
た。斯くして目的とするペクチン酸（乾燥物）を７４．
ＩＣ１（収率７４％＞（９だ。Thereafter, in the same manner as in Example 1, the sample was washed successively with a hydrochloric acid acidic 85% ethanol aqueous solution and an 85% ethanol aqueous solution to remove the hydrochloric acid. In this way, the desired pectic acid (dry product) is obtained at 74%.
IC1 (yield 74%>(9).
実施例４
水酸化カリウム２５ＣＩを溶解した５０％エタノール水
溶液４００ｍＱを約Ｏ℃に冷却し、次いでこれにペクチ
ン粉末１００Ωを懸濁しく温度は約５°Ｃ付近まで上昇
）、時々撹拌しながら約５℃で４５分間ケン化した。遠
心分離により沈澱物を集め、５０％エタノール水溶液２
００ｍｆ２に懸濁し、以下実施例１と同様の操作を行な
った。斯くして目的とするペクチン酸く乾燥物）を７１
．３ｇ（収率７１％）得た。Example 4 400 mQ of a 50% ethanol aqueous solution in which 25 CI of potassium hydroxide was dissolved was cooled to about 0° C., and then 100 Ω of pectin powder was suspended therein (the temperature rose to about 5° C.), and the solution was heated to about 5° C. with occasional stirring. It was saponified at ℃ for 45 minutes. Collect the precipitate by centrifugation, add 50% ethanol aqueous solution 2
00mf2, and the same operations as in Example 1 were carried out. In this way, the target pectin acidic dry product) is 71
．． 3 g (yield 71%) was obtained.
実施例５
水酸化カリウム２５Ｃ１を溶解した９０％メタノール水
溶液５００ ｍＱを約５°Ｃに冷却し、次いでこれにペ
クチン粉末１００ｇを懸濁しく温度は約１０℃まで上昇
）、時々撹拌しながら約１０℃で４０分間ケン化した。Example 5 500 mQ of a 90% aqueous methanol solution in which 25C1 of potassium hydroxide was dissolved was cooled to about 5°C, and then 100 g of pectin powder was suspended therein (the temperature rose to about 10°C), and the mixture was heated for about 100 mQ with occasional stirring. It was saponified at ℃ for 40 minutes.
濾過して沈澱物を集め、９０％メタノール水溶液２００
ｍＱに懸濁し、３Ｎ−塩酸でｐＨを約１．５に下げ、
数分間撹拌した。Collect the precipitate by filtration and add 90% methanol aqueous solution 200
suspended in mQ, lowered the pH to about 1.5 with 3N-hydrochloric acid,
Stir for several minutes.
以下実施例１と同様に塩酸酸性９０％メタノール水溶液
と９０％メタノール水溶液で順次洗浄し、塩酸を除去し
た。斯くして目的とするペクチン酸（乾燥物）を７４．
２ＣＪ （収率７４％）得た。Thereafter, in the same manner as in Example 1, the sample was washed successively with a 90% methanol aqueous solution acidified with hydrochloric acid and a 90% methanol aqueous solution to remove the hydrochloric acid. In this way, the desired pectic acid (dry product) is obtained at 74%.
2CJ (yield 74%) was obtained.
（以 上）(that's all)
Claims (1)
クチン中のウロン酸残基１モルに対して約０．８〜約１
．６モルのアルカリの存在下、ペクチンを粉末のままス
ラリー状態で−２〜１０℃程度の温度条件下にケン化し
、次いでこれを酸処理することを特徴とするペクチン酸
の製造方法。(1) About 0.8 to about 1 mol of uronic acid residue in pectin in an aqueous alcohol solution of about 40 to about 90% by weight
．． 1. A method for producing pectic acid, which comprises saponifying pectin as a powder in the form of a slurry at a temperature of about -2 to 10° C. in the presence of 6 mol of alkali, and then treating this with an acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23497486A JPS6389501A (en) | 1986-10-02 | 1986-10-02 | Production of pectic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23497486A JPS6389501A (en) | 1986-10-02 | 1986-10-02 | Production of pectic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6389501A true JPS6389501A (en) | 1988-04-20 |
Family
ID=16979165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23497486A Pending JPS6389501A (en) | 1986-10-02 | 1986-10-02 | Production of pectic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6389501A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7491708B1 (en) | 1993-03-01 | 2009-02-17 | David Platt | Modified pectin |
| US8128966B2 (en) | 2004-03-26 | 2012-03-06 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54132600A (en) * | 1978-04-03 | 1979-10-15 | Res Inst For Prod Dev | Preparation of pectic acid alkali metal salt |
-
1986
- 1986-10-02 JP JP23497486A patent/JPS6389501A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54132600A (en) * | 1978-04-03 | 1979-10-15 | Res Inst For Prod Dev | Preparation of pectic acid alkali metal salt |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7491708B1 (en) | 1993-03-01 | 2009-02-17 | David Platt | Modified pectin |
| US8128966B2 (en) | 2004-03-26 | 2012-03-06 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
| US8409635B2 (en) | 2004-03-26 | 2013-04-02 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
| US8420133B2 (en) | 2004-03-26 | 2013-04-16 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
| US8658224B2 (en) | 2004-03-26 | 2014-02-25 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
| US8722111B2 (en) | 2004-03-26 | 2014-05-13 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
| US8722107B2 (en) | 2004-03-26 | 2014-05-13 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
| US8877263B2 (en) | 2004-03-26 | 2014-11-04 | La Jolla Pharmaceutical Company | Modified pectins, compositions and methods related thereto |
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