JP3047923B2 - Keratin organic solvent liquid and its production method - Google Patents
Keratin organic solvent liquid and its production methodInfo
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- JP3047923B2 JP3047923B2 JP2312449A JP31244990A JP3047923B2 JP 3047923 B2 JP3047923 B2 JP 3047923B2 JP 2312449 A JP2312449 A JP 2312449A JP 31244990 A JP31244990 A JP 31244990A JP 3047923 B2 JP3047923 B2 JP 3047923B2
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- keratin
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- carbon atoms
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Description
【発明の詳細な説明】 ［産業上の利用分野］ 本発明は、不可逆的なジスルフィド結合の変成を伴わ
ないケラチン有機溶媒液およびその製造法に関する。本
発明の有機溶媒液はケラチン高分子膜、フィルム、繊
維、スポンジ等各種の産業製品の製造に用いられる。Description: TECHNICAL FIELD The present invention relates to a keratin organic solvent solution which does not involve irreversible denaturation of disulfide bonds and a method for producing the same. The organic solvent liquid of the present invention is used for producing various industrial products such as keratin polymer films, films, fibers, sponges and the like.
［従来の技術］ 毛髪、獣毛、羽毛等の動物組織中に構造タンパク質と
して存在するケラチンは従来より膜、繊維などの産業素
材の原料として有望視されている。[Related Art] Keratin, which is present as a structural protein in animal tissues such as hair, animal hair, and feathers, has been regarded as a promising raw material for industrial materials such as membranes and fibers.
しかしながら、ケラチンは通常の溶媒に対し不溶ない
し難溶である。このため天然原料中のケラチンを利用す
るには、分解による大幅な短分子量化、またはケラチン
のジスルフィド結合の還元処理あるいは生成したチオー
ル基の化学処理による非可逆的保護化等を必要とする。
すなわち、ケラチンを含有する天然物を濃厚な酸または
アルカリにより処理して生成した加水分解物；還元剤と
高濃度尿素水溶液等のタンパク質変成剤とを併用しケラ
チンのジスルフィド結合を還元開裂してチオール基とし
たケラチン水溶液；該ケラチンのチオール基の再結合防
止のためにモノヨード酢酸や亜硫酸ナトリウム／テトラ
チオン酸ナトリウム等により化学修飾したケラチン誘導
体；あるいは還元開裂とタンパク質分解酵素により短分
子量化したケラチン水溶液などの形態として使用されて
いる。However, keratin is insoluble or hardly soluble in ordinary solvents. For this reason, in order to utilize keratin in a natural raw material, it is necessary to significantly reduce the molecular weight by decomposition, or to perform irreversible protection by reducing the disulfide bond of keratin or chemically treating the generated thiol group.
That is, a hydrolyzate produced by treating a natural product containing keratin with a concentrated acid or alkali; a reducing agent and a protein denaturing agent such as a high-concentration urea aqueous solution are used in combination to reductively cleave disulfide bonds of keratin to form thiol. Aqueous keratin solution; keratin derivative chemically modified with monoiodoacetic acid or sodium sulfite / sodium tetrathionate to prevent recombination of the thiol group of keratin; or keratin aqueous solution whose molecular weight has been shortened by reductive cleavage and proteolytic enzyme. Is used as a form.
［発明が解決しようとする課題］ しかしながら、酸化処理によって得られたタンパクか
ら復元されたケラチンは複雑な化学処理を要し回収収率
が著しく低い。また、還元処理では、可溶化助剤として
種々の変成剤を多量に用いる必要があり、その操作は極
めて煩雑になる。例えば、中性ないしはアルカリ性条件
下、水または水を主成分としたメタノール、エタノー
ル、アミドなどの溶媒中において、チオールなどの還元
剤と尿素などのタンパク質変成剤との共存下にケラチン
を溶解させた後、界面活性剤を添加するか、酸化に対し
て不安定なスルフヒドリル基にヨード酢酸を付加しカル
ボキシメチル化反応をおこなう必要がある。また、工程
の中間で不溶性物質を除去したり、尿素等の変成剤を透
析などにより除去する必要がある。かかる透析は大量の
水を必要とし操作に長時間を要する。[Problems to be Solved by the Invention] However, keratin reconstituted from the protein obtained by the oxidation treatment requires a complicated chemical treatment, and the recovery yield is extremely low. Further, in the reduction treatment, it is necessary to use a large amount of various denaturing agents as solubilizing aids, and the operation becomes extremely complicated. For example, under neutral or alkaline conditions, keratin was dissolved in a solvent such as water or water-based methanol, ethanol, or amide in the presence of a reducing agent such as thiol and a protein denaturing agent such as urea. Thereafter, it is necessary to add a surfactant or add iodoacetic acid to a sulfhydryl group unstable to oxidation to carry out a carboxymethylation reaction. In addition, it is necessary to remove insoluble substances in the middle of the process and to remove denaturants such as urea by dialysis or the like. Such dialysis requires a large amount of water and requires a long operation time.
したがって、従来のケラチン含有物質からのケラチン
の抽出法（１）多量の尿素等のタンパク変成剤、界面活
性効果を有する可溶可助剤および還元剤を必須とするう
え、非経済的な透析操作を含むなど、工程が複雑で長時
間の処理を必要とし製品コストが高くなる。また（２）
抽出工程で生じた多量の汚染水に対する公害対策も必要
となる。さらに（３）ケラチン水溶液は有機溶媒可溶性
物質との混合が困難なためケラチンの利用が制限されて
いた。Therefore, the conventional method for extracting keratin from keratin-containing substances (1) requires a large amount of a protein denaturing agent such as urea, a solubilizing agent having a surfactant effect, and a reducing agent, and is uneconomical in dialysis operation. , Etc., the process is complicated and requires a long time treatment, which increases the product cost. Also (2)
Pollution countermeasures against large amounts of contaminated water generated in the extraction process are also required. Furthermore, (3) the use of keratin is limited because it is difficult to mix the keratin aqueous solution with the organic solvent-soluble substance.
［課題を解決するための手段］ そこで本発明者は、タンパク質変成剤を使用せずにケ
ラチンを含有する天然物からケラチンを抽出する方法に
ついて鋭意検討を行った。その結果、意外にもケラチン
含有物質を還元剤の存在下、特定の有機溶媒中で処理す
ることによりタンパク質変成剤を一切用いずにケラチン
を容易に抽出できるとの知見を得て本発明を完成するに
至った。[Means for Solving the Problems] Accordingly, the present inventors have conducted intensive studies on a method for extracting keratin from a keratin-containing natural product without using a protein denaturant. As a result, it was surprisingly found that keratin can be easily extracted without using any protein denaturing agent by treating a keratin-containing substance in a specific organic solvent in the presence of a reducing agent, and completed the present invention. I came to.
すなわち本発明は、（１）ケラチン含有物質を含水率
50重量％以下の一般式： RO−（CH2）nOH ［Ｉ］ ［式中、Ｒは炭素数１〜３のアルキル基、ｎは２〜４の
整数を示す］で表されるアルコキシアルコールおよびハ
ロゲンで置換された炭素数２〜７の脂肪族アルコールか
ら選ばれた少なくとも１種の有機溶媒中にて還元するこ
とを特徴とするケラチン有機溶媒液の製造法および
（２）含水率50重量％以下の一般式［Ｉ］で表されるア
ルコキシアルコールおよびハロゲンで置換された炭素数
２〜７の脂肪族アルコールから選ばれた少なくとも１種
の有機溶媒中に1.0〜3.0重量％の還元処理されたケラチ
ンを溶解してなるケラチン有機溶媒液を提供するもので
ある。That is, the present invention relates to (1) the method of
An alkoxy alcohol represented by the following general formula: RO- (CH 2 ) nOH [I] wherein R is an alkyl group having 1 to 3 carbon atoms, and n is an integer of 2 to 4; A method for producing a keratin organic solvent solution, wherein the keratin solution is reduced in at least one organic solvent selected from aliphatic alcohols having 2 to 7 carbon atoms substituted with halogen, and (2) a water content of 50% by weight. 1.0-3.0% by weight of at least one organic solvent selected from the group consisting of an alkoxy alcohol represented by the following general formula [I] and an aliphatic alcohol having 2 to 7 carbon atoms substituted with halogen: It is intended to provide a keratin organic solvent solution obtained by dissolving keratin.
本発明に用いられるケラチン含有物質は真性ケラチン
を含むものであればよく、ケラチン粉末自体の他、例え
ば人髪、羊、馬や牛の獣毛、鶏など鳥類の羽毛、牛の角
やひずめなどが好ましく用いられる。The keratin-containing substance used in the present invention may be a substance containing intrinsic keratin, and in addition to keratin powder itself, for example, human hair, sheep, animal hair of horses and cows, feathers of birds such as chickens, horns and strains of cows, etc. Is preferably used.
またケラチン粉末は、種々の公知の方法（例えば、T.
T.Sun and H.Green,J.Biol.Chem.,253,2053−2060（197
8））により調製してよい。Keratin powder can be prepared by various known methods (for example, T.I.
T. Sun and H. Green, J. Biol. Chem., 253, 2053-2060 (197
8)).
本発明にて用いられる有機溶媒において一般式［Ｉ］
で表されるアルコキシアルコールとして代表的な溶媒と
しては２−メトキシアルコールが挙げられる。また前記
ハロゲンで置換された炭素数２〜７の脂肪酸アルコール
は塩素またはフッ素で置換されたものが好ましく、炭素
数２〜５のものが好ましい。その代表的なものとしては
２−クロルエタノール、2,2,3,3−テトラフルオロプロ
パノール、2,2,2−トリフルオルエタノールなどが挙げ
られる。これらの有機溶媒はそのままもしくは50重量％
を越えない範囲で水を加えて用いることができる。また
これらの有機溶媒にはその効果を損なわない範囲で他の
有機溶媒を加えてもよい。これら有機溶媒の使用量は、
重量比でケラチン含有物質に対して、10〜30倍であるの
が好ましい。In the organic solvent used in the present invention, general formula [I]
As a typical solvent for the alkoxy alcohol represented by the formula, 2-methoxy alcohol can be mentioned. The halogen-substituted fatty acid alcohol having 2 to 7 carbon atoms is preferably substituted by chlorine or fluorine, and preferably 2 to 5 carbon atoms. Typical examples thereof include 2-chloroethanol, 2,2,3,3-tetrafluoropropanol, 2,2,2-trifluoroethanol and the like. These organic solvents can be used as is or 50% by weight
Can be used by adding water within a range not exceeding. Further, other organic solvents may be added to these organic solvents as long as the effect is not impaired. The amount of these organic solvents used is
Preferably, the weight ratio is 10 to 30 times the keratin-containing substance.
本発明においては通常ケラチン含有物質中のケラチン
のジスルフィド結合をチオール基に還元することができ
る還元剤が用いられる。このような還元剤としては、２
−メルカプトエタノール、チオグリコール酸、トルエン
−ω−チオール、ジチオスレイトール、ジチオエリトリ
トールなどのチオール類；トリプロピルホスフィン、ト
リブチルホスフィンなどのトリアルキルホスフィン、亜
硫酸水素ナトリウムなどの無機還元化合物などが挙げら
れる。これらの還元剤はケラチン含有物質中のケラチン
のジスルフィド結合を還元しチオール基への変換を促進
する。In the present invention, a reducing agent that can reduce a disulfide bond of keratin in a keratin-containing substance to a thiol group is usually used. As such a reducing agent, 2
Thiols such as mercaptoethanol, thioglycolic acid, toluene-ω-thiol, dithiothreitol and dithioerythritol; trialkylphosphines such as tripropylphosphine and tributylphosphine; and inorganic reducing compounds such as sodium hydrogen sulfite. These reducing agents reduce the disulfide bonds of keratin in the keratin-containing substance and promote conversion to thiol groups.
還元剤の使用量は、ケランチン含有物質10gに対して
0.05〜0.50モルであるが、反応効率および経済性からケ
ラチン含有物質10gに体して0.05〜0.20モル用いるのが
好ましい。The amount of reducing agent used is based on 10 g of kerantin-containing substance.
Although it is 0.05 to 0.50 mol, it is preferable to use 0.05 to 0.20 mol per 10 g of the keratin-containing substance from the viewpoint of reaction efficiency and economy.
前記の成分よりケラチンを得るには、還元剤を添加し
た有機溶媒中にケラチン含有物質を浸漬し、30〜100℃
にて加温しつつ１〜24時間振とうする。反応は例えば室
温では24〜48時間、50℃にて約24時間、100℃では１〜
２時間で充分である。このようにして得られた反応物
は、濾過、遠心分離により不溶物が除去されケラチンの
有機溶媒液が得られる。To obtain keratin from the above components, immerse the keratin-containing substance in an organic solvent to which a reducing agent has been added, and heat the solution at 30 to 100 ° C
Shake for 1 to 24 hours while heating at. The reaction is, for example, at room temperature for 24-48 hours, at 50 ° C for about 24 hours, at 100 ° C for 1-
2 hours is enough. The reaction product thus obtained is filtered and centrifuged to remove insolubles, thereby obtaining a keratin organic solvent solution.
このようなケラチンの可溶化の機構は、ケラチンのジ
スルフィド結合を還元してチオール基に変換することに
よるとされている。実際、ケラチン有機溶媒液は空気中
の酸素などの酸化剤によりジスルフィド結合の再生が起
こり粘度を徐々に増すので、窒素などの不活性気体下、
低温にて保存するのがよい。It is said that such a mechanism of solubilization of keratin is based on reducing the disulfide bond of keratin to convert it into a thiol group. In fact, the keratin organic solvent liquid regenerates disulfide bonds by an oxidizing agent such as oxygen in the air and gradually increases the viscosity, so under an inert gas such as nitrogen,
It is better to store at low temperature.
なお、ケラチンの還元、抽出の促進、特に堅い毛や爪
などの組織からケラチンを抽出する場合は、これらの原
料を粉砕し、さらに溶解助剤として界面活性剤をケラチ
ン含有物質に対し10〜50重量％加えるのが好ましい。In addition, reduction of keratin, promotion of extraction, particularly when extracting keratin from tissues such as hard hair and nails, pulverize these raw materials, and further add a surfactant as a solubilizing agent to the keratin-containing substance by 10 to 50. It is preferred to add by weight.
かかる界面活性剤としては、アルキル硫酸塩（例えば
ドデシル硫酸ナトリウム）、アルキル硫酸エステル塩、
脂肪酸アルコールリン酸エステル塩、スルホコハク酸エ
ステル塩などのアニオン活性剤； ［式中、R1、R2、R3およびR4の１〜２個は直鎖もしくは
分岐鎖を有する炭素数８〜20のアルキル基またはヒドロ
キシアルキル基であり、残余は炭素数１〜３のアルキル
基もしくはヒドロキシアルキル基またはベンジル基を示
し、Ｘはハロゲン原子または炭素数１〜２個のアルキル
硫酸基またはアルキルピリジウムハライドなどの芳香族
四級アミン塩など］ で示されるカチオン界面活性剤； 脂肪酸アミンのＮ−カルボキシメチル体、Ｎ−スルホ
アルキル化体、イミダゾリンスルホン酸などのベタイン
系の両性界面活性剤（疎水基は主として炭素数12〜14の
アルキル基もしくはアシル基、対イオンはアルカリ金属
など）； ポリオキシエチレンアルキルエーテル型、脂肪酸エス
テル型、ポリエチレンイミン型、ポリグリセリンエーテ
ル型、エステル型などの非イオン性界面活性剤（疎水基
は主として炭素数12〜14のアルキル基もしくはアシル
基）； などが挙げられる。Such surfactants include alkyl sulfates (eg, sodium dodecyl sulfate), alkyl sulfates,
Anionic activators such as fatty acid alcohol phosphates and sulfosuccinates; [Wherein, 1 to 2 of R 1 , R 2 , R 3 and R 4 are a linear or branched alkyl group having 8 to 20 carbon atoms or a hydroxyalkyl group, and the rest is 1 to 3 carbon atoms. Wherein X is a halogen atom, an alkyl sulfate group having 1 to 2 carbon atoms, or an aromatic quaternary amine salt such as an alkylpyridium halide, etc.] Betaine-based amphoteric surfactants such as N-carboxymethyl, N-sulfoalkylated fatty acid amines and imidazoline sulfonic acid (hydrophobic group is mainly an alkyl group or acyl group having 12 to 14 carbon atoms, counter ion is alkali); Metal, etc.); polyoxyethylene alkyl ether type, fatty acid ester type, polyethylene imine type, polyglycerin ether type, esthetic Nonionic surfactants such as type (hydrophobic groups predominantly alkyl or acyl group of 12 to 14 carbon atoms); and the like.
以上のようにして得られたケラチンはアミノ酸100残
基あたりシステイン５〜10個、シスチン0.5〜２個を有
し、分子量10,000〜130,000である。The keratin obtained as described above has 5 to 10 cysteines and 0.5 to 2 cystine per 100 amino acid residues, and has a molecular weight of 10,000 to 130,000.
得られた有機溶媒液は、公知の成膜法、成形法により
種々の高分子量膜、フィルム、繊維、スポンジ等に成形
される。The obtained organic solvent liquid is formed into various high molecular weight films, films, fibers, sponges and the like by known film forming methods and forming methods.
［実施例］ つぎに本発明を実施例にもとづきさらに具体的に説明
する。EXAMPLES Next, the present invention will be described more specifically based on examples.
実施例１ 鶏羽10gおよび２−メトキシエタノール200mlの混合物
を脱気し、さらに窒素置換した。つぎに窒素気流中で２
−メルカプトエタノール10gを添加し容器を密栓した。
ついで55℃にて24時間撹拌した後、反応液を室温まで冷
却した。この反応液を濾過して不溶物を除去し、少量の
２−メルカプトエタノールを含んだ２−メトキシエタノ
ールを溶媒とする目的のケラチン有機溶媒液180mlを得
た。Example 1 A mixture of 10 g of chicken wings and 200 ml of 2-methoxyethanol was degassed and further purged with nitrogen. Then in a nitrogen stream 2
-10 g of mercaptoethanol was added and the vessel was sealed.
After stirring at 55 ° C. for 24 hours, the reaction solution was cooled to room temperature. The reaction solution was filtered to remove insolubles, thereby obtaining 180 ml of a desired keratin organic solvent solution using 2-methoxyethanol containing a small amount of 2-mercaptoethanol as a solvent.
溶媒除去のため該溶液10gをセロファン透析チューブ
に入れ、外液に２−メルカプトエタノール（0.3％）を
含む純水を用いて透析を行った。つぎにチューブ内容物
を凍結乾燥してケラチン粉末0.15〜0.23gを得た。した
がって、該有機溶媒液中のケラチン濃度は1.5〜2.3％と
推定される。上記ケラチン粉末のアミノ酸分析を行った
ところ、アミノ酸100残基当たり、システインが5.5個、
シスチンが1.3個であった。また、ポリアクリルアミド
電気泳動法で調べたところ、分子量15,000から70,000の
タンパク質が主成分であった。To remove the solvent, 10 g of the solution was placed in a cellophane dialysis tube, and dialyzed with pure water containing 2-mercaptoethanol (0.3%) as an external solution. Next, the content of the tube was freeze-dried to obtain 0.15 to 0.23 g of keratin powder. Therefore, the keratin concentration in the organic solvent solution is estimated to be 1.5 to 2.3%. Amino acid analysis of the above keratin powder, 5.5 per 100 amino acid residues, cysteine,
There were 1.3 cystine. When examined by polyacrylamide gel electrophoresis, a protein having a molecular weight of 15,000 to 70,000 was the main component.
実施例２ 鶏羽10g、２−クロルエタノール200mlおよび15mlの混
合物を脱気し、さらに窒素置換した。つぎに窒素気流中
で２−メルカプトエタノール10gを添加して密栓し、55
℃にて24時間撹拌した後、反応液を室温に戻した。この
反応液を濾過し不溶物を除去して、２−クロルエタノー
ルを溶媒とし少量の２−メルカプトエタノールを含む目
的のケラチン有機溶媒液を得た。Example 2 A mixture of 10 g of chicken wings, 200 ml of 2-chloroethanol and 15 ml was degassed and further purged with nitrogen. Next, 10 g of 2-mercaptoethanol was added in a nitrogen stream and sealed,
After stirring at 24 ° C. for 24 hours, the reaction solution was returned to room temperature. The reaction solution was filtered to remove insolubles, thereby obtaining an intended keratin organic solvent solution containing 2-chloroethanol as a solvent and containing a small amount of 2-mercaptoethanol.
該溶液を実施例１と同様にして溶媒除去し凍結乾燥し
たところ0.23〜0.27gのケラチン粉末を得たので、該有
機溶媒液中のケラチン濃度は2.3〜2.7％と推定された。
また、ポリアクリルアミド電気泳動法で調べたところ、
分子量15,000から70,000のタンパク質が主成分であっ
た。The solvent was removed and lyophilized in the same manner as in Example 1 to obtain 0.23 to 0.27 g of keratin powder. The keratin concentration in the organic solvent solution was estimated to be 2.3 to 2.7%.
Also, when examined by polyacrylamide electrophoresis,
The main component was a protein with a molecular weight of 15,000 to 70,000.
実施例３ 羊毛10g、ドデシル硫酸ナトリウム3gおよび２−クロ
ルエタノール200mlの混合物を脱気し、さらに窒素置換
した。ついで窒素気流中で２−メルカプトエタノール10
gを添加し密栓し、100℃にて２時間撹拌した後、反応液
を室温に冷した。この反応気を濾過して不溶物を除去
し、２−クロルエタノールを溶媒とし少量の２−メルカ
プトエタノール含む目的のケラチンの有機溶媒液を得
た。Example 3 A mixture of 10 g of wool, 3 g of sodium dodecyl sulfate and 200 ml of 2-chloroethanol was degassed and further purged with nitrogen. Then, in a nitrogen stream, 2-mercaptoethanol 10
g was added, the solution was sealed, and the mixture was stirred at 100 ° C. for 2 hours, and then the reaction solution was cooled to room temperature. The reaction gas was filtered to remove insolubles, and an organic solvent solution of the desired keratin containing 2-chloroethanol as a solvent and containing a small amount of 2-mercaptoethanol was obtained.
該溶液を実施例１と同様にして溶媒除去し凍結乾燥し
たところ0.18〜0.20gのケラチン粉末を得たので、該有
機溶液液中のケラチン濃度は1.8〜2.0％と推定された。
ケラチン粉末のアミノ酸分析を行ったところ、アミノ酸
100残基当たり、システインが８個、シスチンが２個で
あった。又、ポリアクリルアミド電気泳動法で調べたと
ころ、分子量10,000から70,000のタンパク質が主成分で
あった。When the solvent was removed and lyophilized in the same manner as in Example 1, 0.18 to 0.20 g of keratin powder was obtained. The keratin concentration in the organic solution was estimated to be 1.8 to 2.0%.
Amino acid analysis of keratin powder revealed that
There were eight cysteines and two cystine per 100 residues. Further, when examined by polyacrylamide electrophoresis, a protein having a molecular weight of 10,000 to 70,000 was the main component.
実施例４ 既知の方法で羊毛より得たケラチン粉末5gを２−メト
キシエタノールおよび２−クロルエタノールの混合物
（体積比1:1）100mlに浸漬し、脱気、窒素置換を数回繰
り返した後、２−メルカプトエタノール5gを添加した。
この混合物を45℃にて10時間撹拌した。得られた反応液
を遠心分離により不溶物を除去して上澄み液のケラチン
有機溶媒液を得た。Example 4 5 g of keratin powder obtained from wool by a known method was immersed in 100 ml of a mixture of 2-methoxyethanol and 2-chloroethanol (volume ratio 1: 1), and degassing and nitrogen replacement were repeated several times. 5 g of 2-mercaptoethanol was added.
The mixture was stirred at 45 ° C. for 10 hours. The reaction solution obtained was centrifuged to remove insolubles, thereby obtaining a keratin organic solvent solution as a supernatant.
該溶液を前記と同様にして透析し、凍結乾燥したとこ
ろ0.19〜0.21gのケラチン粉末を得たので、該有機溶媒
液中のケラチン濃度は1.9〜2.1％と推定された。ケラチ
ン粉末のアミノ酸分析を行ったところ、アミノ酸100残
基当たりシステインが８個、シスチンが２個であった。
また、ポリアクリルアミド電気泳動法で調べたところ、
分子量10,000〜70,000のタンパク質を主成分としてい
た。The solution was dialyzed and lyophilized in the same manner as described above to obtain 0.19 to 0.21 g of keratin powder. Therefore, the keratin concentration in the organic solvent solution was estimated to be 1.9 to 2.1%. Amino acid analysis of the keratin powder revealed 8 cysteines and 2 cystine per 100 amino acid residues.
Also, when examined by polyacrylamide electrophoresis,
The main component was a protein having a molecular weight of 10,000 to 70,000.
実施例５ 鶏羽1g、2,2,3,3−テトラフルオロプロパノール20ml
および２−メルカプトエタノール1.5gを含む容器を密栓
後、50℃にて20時間振とうした。反応液を室温に冷して
から濾過して不溶物を除去し、少量の２−メルカプトエ
タノールを含む含フッ素アルコールを溶媒とする目的の
ケラチン有機溶媒液（約20ml）を得た。該溶液50mlをセ
ロファン透析チューブに入れ、外液を0.3％の２−メル
カプトエタノールを含む純粋として透析し、チューブ内
容物を凍結乾燥したところ0.13gのケラチン粉末を得た
ので、該有機溶媒液中のケラチン濃度は2.6％と推定さ
れた。なお、上記ケラチン粉末のアミノ酸分析を行った
ところ、アミノ酸100残基当たり、システインが２個、
シスチンが６個であった。またポリアクリルアミド電気
泳動法で調べたところ、分子量15,000から70,000のタン
パク質が主成分であった。Example 5 Chicken wings 1 g, 2,2,3,3-tetrafluoropropanol 20 ml
After sealing the container containing 1.5 g of 2-mercaptoethanol and shaking, the mixture was shaken at 50 ° C. for 20 hours. The reaction solution was cooled to room temperature and then filtered to remove insolubles, thereby obtaining a desired keratin organic solvent solution (about 20 ml) using a fluorinated alcohol containing a small amount of 2-mercaptoethanol as a solvent. 50 ml of the solution was placed in a cellophane dialysis tube, the external solution was dialyzed as pure containing 0.3% of 2-mercaptoethanol, and the contents of the tube were freeze-dried to obtain 0.13 g of keratin powder. Keratin concentration was estimated to be 2.6%. In addition, when the amino acid analysis of the said keratin powder was performed, two cysteines per 100 amino acid residues,
There were 6 cystine. When examined by polyacrylamide gel electrophoresis, a protein having a molecular weight of 15,000 to 70,000 was the main component.
比較例１ 実施例１と同様にして、ただし２−メトキシエタノー
ルの代わりに下記の種々の溶媒を用いてケラチンの抽出
を試みた結果を次の第１表に示す。Comparative Example 1 The results of an attempt to extract keratin in the same manner as in Example 1 but using the following various solvents instead of 2-methoxyethanol are shown in Table 1 below.
［発明の効果］ 本発明の製造法は従来法のようにタンパク質変成剤を
用いなくてもよく、そのため、還元処理後に透析を行う
必要がない。また、本発明によれば１〜３％もの高濃度
のケラチンを含有する有機溶媒液が得られる。本発明の
ケラチン有機溶媒液はケラチンを高濃度で含有している
ためその用途が広い。 [Effect of the Invention] The production method of the present invention does not require the use of a protein denaturing agent as in the conventional method, and therefore does not require dialysis after the reduction treatment. Further, according to the present invention, an organic solvent solution containing keratin as high as 1 to 3% can be obtained. The keratin organic solvent liquid of the present invention contains keratin at a high concentration and therefore has a wide range of uses.
フロントページの続き (58)調査した分野(Int.Cl.7，ＤＢ名) C08H 1/00 - 1/06 Continuation of front page (58) Field surveyed (Int.Cl. 7 , DB name) C08H 1/00-1/06
Claims (2)
一般式： RO−（CH2）nOH ［Ｉ］ ［式中、Ｒは炭素数１〜３のアルキル基、ｎは２〜４の
整数を示す］ で表されるアルコキシアルコールおよびハロゲンで置換
された炭素数２〜７の脂肪族アルコールから選ばれた少
なくとも１種の有機溶媒中にて還元することを特徴とす
るケラチン有機溶媒溶液の製造法。1. A keratin-containing substance having a water content of 50% by weight or less: General formula: RO- (CH 2 ) nOH [I] wherein R is an alkyl group having 1 to 3 carbon atoms, and n is 2 to 4 A keratin organic solvent solution characterized by being reduced in at least one organic solvent selected from the group consisting of an alkoxy alcohol represented by the formula: and an aliphatic alcohol having 2 to 7 carbon atoms substituted by halogen. Manufacturing method.
整数を示す］ で表されるアルコキシアルコールおよびハロゲンで置換
された炭素数２〜７の脂肪族アルコールから選ばれた少
なくとも１種の有機溶媒中に、1.0〜3.0重量％の還元さ
れたケラチンを溶解してなるケラチン有機溶媒溶液。2. A general formula having a water content of not more than 50% by weight: RO- (CH 2 ) nOH [I] [wherein R represents an alkyl group having 1 to 3 carbon atoms, and n represents an integer of 2 to 4]. Keratin obtained by dissolving 1.0 to 3.0% by weight of reduced keratin in at least one organic solvent selected from the group consisting of an alkoxy alcohol represented by the formula and an aliphatic alcohol having 2 to 7 carbon atoms substituted with halogen. Organic solvent solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2312449A JP3047923B2 (en) | 1990-11-16 | 1990-11-16 | Keratin organic solvent liquid and its production method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2312449A JP3047923B2 (en) | 1990-11-16 | 1990-11-16 | Keratin organic solvent liquid and its production method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04189833A JPH04189833A (en) | 1992-07-08 |
| JP3047923B2 true JP3047923B2 (en) | 2000-06-05 |
Family
ID=18029332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2312449A Expired - Fee Related JP3047923B2 (en) | 1990-11-16 | 1990-11-16 | Keratin organic solvent liquid and its production method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3047923B2 (en) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7001988B2 (en) | 2001-09-25 | 2006-02-21 | Keraplast Technologies, Ltd. | Methods for controlling peptide solubility, chemically modified peptides, and stable solvent systems for producing same |
| ES2426420T3 (en) | 2002-01-28 | 2013-10-23 | Keraplast Technologies Ltd. | Bioactive Keratin Peptides |
| US6914126B2 (en) | 2002-04-10 | 2005-07-05 | Keraplast Technologies, Ltd. | Methods for producing, films comprising, and methods for using heterogenous crosslinked protein networks |
| US7001987B2 (en) | 2002-04-22 | 2006-02-21 | Keraplast Technologies, Ltd. | Hydrogel with controllable mechanical, chemical, and biological properties and method for making same |
| US6989437B2 (en) | 2002-04-10 | 2006-01-24 | Keraplast Technologies, Ltd. | Methods for producing, films comprising, and methods for using heterogeneous crosslinked protein networks |
| CN1315916C (en) * | 2004-05-27 | 2007-05-16 | 四川省宜宾五粮液集团有限公司 | Preparation and use of raw liquid of ceratin of animal hairs |
| WO2007001339A2 (en) | 2004-08-17 | 2007-01-04 | Wake Forest University Health Sciences | Ambient stored blood plasma expanders |
| US8920827B2 (en) | 2005-10-21 | 2014-12-30 | Wake Forest University Health Sciences | Keratin bioceramic compositions |
| EP1991253B1 (en) | 2006-02-10 | 2013-07-31 | Wake Forest University Health Sciences | Nerve regeneration employing keratin biomaterials |
| US9149566B2 (en) | 2006-02-17 | 2015-10-06 | Wake Forest University Health Sciences | Coatings and biomedical implants formed from keratin biomaterials |
| US8273702B2 (en) | 2006-02-17 | 2012-09-25 | Wake Forest University Health Sciences | Wound healing compositions containing keratin biomaterials |
| US8507659B2 (en) | 2007-11-28 | 2013-08-13 | Fujifilm Corporation | Method for chemically modifying biopolymer and polypeptide |
| WO2010093882A1 (en) | 2009-02-13 | 2010-08-19 | Wake Forest University Health Sciences | Keratin biomaterials for cell culture and methods of use |
| EP2542564B1 (en) | 2010-03-05 | 2018-05-09 | Wake Forest University Health Sciences | Controlled delivery system |
| US8545893B2 (en) | 2010-03-08 | 2013-10-01 | Wake Forest University Health Sciences | Keratin biomaterials for treatment of ischemia |
| WO2013021836A1 (en) * | 2011-08-05 | 2013-02-14 | 公立大学法人大阪市立大学 | Functional hydrogel |
-
1990
- 1990-11-16 JP JP2312449A patent/JP3047923B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04189833A (en) | 1992-07-08 |
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