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硫胺素与儿茶酚偶联化合物的分离与表征

Isolation and characterization of a coupled compound of thiamin with catechol.

作者信息

Hayakawa F, Ueda K, Murata K

出版信息

J Nutr Sci Vitaminol (Tokyo). 1984 Aug;30(4):327-34. doi: 10.3177/jnsv.30.327.

DOI:10.3177/jnsv.30.327
PMID:6512605
Abstract

Equimolecular amounts of thiamin and catechol incubated under suitable conditions produced an unknown reaction product isolated as a light yellow powder from the reaction mixture by reverse-phase ODS column chromatography. Elemental analysis of the purified powder showed the molecular formula to be C18H22N4O4S X HCl X H2O in agreement with a molecular ion peak found at m/e 390 in the mass spectrum. These results together with the data of IR and NMR spectrometry possibly show that this material consists of an isomeric mixture of S-3,4- and S-2,3-dihydroxyphenylthiamin (I and II) which probably arise as a result of oxidative addition of the thiol group of thiamin to catechol.

摘要

在合适条件下,将等分子数量的硫胺素和儿茶酚进行孵育,会产生一种未知反应产物,通过反相ODS柱色谱法从反应混合物中分离出一种浅黄色粉末。对纯化后的粉末进行元素分析,结果表明其分子式为C18H22N4O4S·HCl·H2O,与质谱中m/e 390处发现的分子离子峰相符。这些结果连同红外光谱和核磁共振光谱数据,可能表明该物质由S-3,4-和S-2,3-二羟基苯硫胺(I和II)的异构体混合物组成,这可能是由于硫胺素的硫醇基团与儿茶酚发生氧化加成反应而产生的。

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