1,3-ジヒドロキシアセトン 化学特性,用途語,生産方法
定義
本品は、次の化学式で表される脂肪族ケトンである。
解説
1,3-ジヒドロキシ-2-プロパノン,単量体は融点72 ℃．容易に二量体(融点80 ℃)になる．水，エタノール，エーテルに可溶，石油エーテルに不溶．甘味があり，冷時でもフェーリング液を還元する．希アルカリと処理するとDL-フルクトースそのほかを生じる．リン酸エステルは，光合成，解糖，アルコール発酵などの生体内反応の中間体である．
森北出版「化学辞典（第2版）
化粧品の成分用途
皮膚コンディショニング剤、着色剤
製造
1,3-ジヒドロキシアセトン,トリオースの一種で，もっとも簡単なケトース．酢酸菌(Acetobacter suboxydans，その他)によるグリセリンの酸化のほか，ニトロメタンとホルムアルデヒドから化学的に合成される．
効能
白斑治療薬
化学的特性
white powder
天然物の起源
A derivative of naturally occurring starch
使用
1,3-Dihydroxyacetone can be used as artificial tanning agent.
製造方法
1,3-dihydroxyacetone (DHA) is prepared by acetalization, oxidation, and hydrolysis of glycerol. Usually produced commercially from Bacillus macerans or Bacillus circulans fermentation of starch or starch
hydrolysate
定義
ChEBI: Dihydroxyacetone is a ketotriose consisting of acetone bearing hydroxy substituents at positions 1 and 3. The simplest member of the class of ketoses and the parent of the class of glycerones. It has a role as a metabolite, an antifungal agent, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a ketotriose and a primary alpha-hydroxy ketone.
主な応用
1,3-Dihydroxyacetone (DHA) is a common cosmetic material and food additive, and is also a versatile building block for the organic synthesis of a variety of fine chemicals. DHA is believed to be involved in weight gain and fat loss, antioxidant activity, and endurance improvement, and provides a safe and effective treatment option for recurrent vitiligo. DHA has also been developed as a highly efficient electrochemiluminescent co-reactant with Ru(bpy)3
2+. It is approximately 25 times more efficient than the well-known co-reactant sodium oxalate. The high electrochemiluminescence efficiency allows for sensitive detection of DHA without any derivatization. The electrochemiluminescence method exhibits two linear electrochemiluminescence responses in the range of 5.0–500 μM and 500 μM–6.0 mM, with a detection limit of 1.79 μM.
[2]
一般的な説明
Dihydroxyacetone (DHA) is a browning ingredient widely used in cosmetics such as sunless tanning formulations. It participates in a chemical staining reaction called Milliard reaction in which it reacts with the amino groups of proteins to result in a mixture of high molecular weight pigments.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
安全性プロファイル
Mutation data reported. When heated to decompositionit emits acrid smoke and irritating vapors.
安全性
Cells that were treated with 1,3-Dihydroxyacetone (DHA) showed dose- and time-dependent changes that included cytoplasmic budding, chromatin condensation, and cell detachment. There was a significant decrease in cell proliferation after 24 hours of DHA exposure. After exposure to a 5% DHA solution for 21 days, epidermal thickening and dermatitis of the skin were noted in laboratory animals. After 42 days of treatment with the same solution, hyperplastic and dyskeratotic changes and moderate inflammatory reactions were seen. Long-lasting topical tanning products contain the sugars DHA or erythrulose, which cause a "Maillard reaction" when contacting proteins in the outer layers of the stratum corneum and epidermis. This reaction happens when free amino acids from skin proteins combine with DHA in the stratum corneum. This combination creates the tanned appearance of skin. Results are generally seen within a few hours of application. UV light exposure is not needed to initiate this chemical reaction[1].
概要
アルコール発酵や解糖作用の中間体
1,3-ジヒドロキシアセトン 上流と下流の製品情報
原材料
準備製品
2,4-ジアミノ-6-(ヒドロキシメチル)プテリジン塩酸塩
6-(ブロモメチル)-2,4-プテリジンジアミン臭化水素酸塩
rac-(R*)-2,3-ジヒドロキシプロパナール
2-Hydroxypropanoic acid
4(5)-ヒドロキシメチルイミダゾール 塩酸塩
2,3-ジヒドロキシプロパン酸
グリコール酸
ぎ酸
2-Pentanone, 1,3,4,5-tetrahydroxy-4-(hydroxymethyl)-
D-マンノピラノース
4'-メチルホルムアニリド
ぎ酸 プロピル
rac-(2S*,3R*,4R*)-2,3,4,5-テトラヒドロキシペンタナール
トレオース
(2R)-2,3-ジヒドロキシプロパナール