DL-α-リポ酸 化学特性,用途語,生産方法
外観
黄色, 結晶〜粉末
定義
本品は、次の化学式で表される含硫複素環式化合物である。
溶解性
エタノール及びアセトンに溶け、水にほとんど溶けない。
用途
α- リポ酸化合物です。ピル
ビン酸及び α- ケトグルタル酸の酸化的脱炭
酸反応に補酵素として関与し、アセチル CoA
を生成し、エネルギー代謝を促進します。
化粧品の成分用途
酸化防止剤
説明
DL-
α-
Lipoic acid is a cyclic disulfide antioxidant that interconverts with its reduced dithiol form. It is an essential cofactor for decarboxylation reactions of the citric acid cycle, and acts as a general antioxidant. DL-
α-
lipoic acid can act as a direct radical scavenger, as a cofactor to regenerate reduced glutathione, and as a metal chelator.
化学的特性
Light-Yellow Solid
使用
(±)-α-Lipoic acid has been used in
in vitro lipoylation studies and in the pyruvate dehydrogenase complex (PDC)-pyruvate dehydrogenase kinase (PDHK) functional assay. It has also been used to investigate its antioxidative effect on developing cerebellum of rats exposed to arsenic during postnatal period.
一般的な説明
Oxidized form. Has antioxidant properties. Growth factor for many bacteria and protozoa.
応用例(製薬)
Lipoic acid(ALA), also known as α-lipoic acid (alpha-lipoic acid) or thioctic acid, has the formula C
8H
14S
2O
2 and
systematic name 5-(1,2-dithiolan-3-yl)pentanoic acid. It contains a disulfide group, which can be transformed
in the body to a dithiol group.
ALA has been on the market since the 1950s as a dietary supplement. It is a natural antioxidant usually
made by the body. The advantage of ALA over other antioxidants such as vitamin C and E is that it is soluble
both in water and in fat. Researchers in the former Soviet Union found that ALA can chelate mercury
once it is transformed into the dithiol-containing compound. ALA can penetrate both the blood–brain barrier
and the cell membrane and therefore would be a very interesting chelating agent. Nevertheless, there is much
debate about its mode of action, side effects and effectiveness. Other antidotes, such as BAL and DMSA, are
more efficient in the removal of heavy metals. ALA has not received FDA approval as a chelating agent, but
it is still sold as a food supplement.
純化方法
It forms yellow needles from cyclohexane or hexane and has been distilled at high vacuum; and sublimes at ~90o and very high vacuum. It is insoluble in H2O but dissolves in alkaline solution. [Lewis & Raphael J Chem Soc 4263 1962, Soper et al. J Am Chem Soc 76 4109, Reed & Niu J Am Chem Soc 77 416 1955, Tsuji et al. J Org Chem 43 3606 1978, Calvin Fed Proc USA 13 703 1954.] The S-benzylisothiuronium salt has m 153-154o (evacuated capillary, from MeOH), 132-134o, 135-137o (from EtOH). The dand lforms have m 45-47.5o and [] D 23 ±113o (c 1.88, *C6H6) and have UV in MeOH with max at 330nm ( 140). [Beilstein 19/7 V 237.] The reduced form, (±)-6,8-dimercaptooctanoic acid, [7516-48-5] M 208.3, is a light yellow liquid which is sold in sealed ampoules.
DL-α-リポ酸 上流と下流の製品情報
原材料
準備製品