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真菌对正十四烷和1-十四碳烯的氧化作用。

Oxidation of n-tetradecane and 1-tetradecene by fungi.

作者信息

Allen J E, Markovetz A J

出版信息

J Bacteriol. 1970 Aug;103(2):426-34. doi: 10.1128/jb.103.2.426-434.1970.

Abstract

Cunninghamella blakesleeana (minus strain) and a Penicillium species were grown in a mineral-salts medium containing either n-tetradecane or 1-tetradecene as substrate, and ether extracts of the mycelial mats were analyzed for oxidation products. Extracts from Cunninghamella revealed tetradecanoic acid and 13-tetradecenoic acid from the oxidation of n-tetradecane and 1-tetradecene, respectively, thereby indicating that these hydrocarbons were subject to methyl group oxidation. In contrast to Cunninghamella, the Penicillium oxidized the two substrates by subterminal attacks on methylene rather than methyl groups. This was evidenced by tentative identifications of the following alcohols and ketones from oxidation of the hydrocarbons: tetradecan-2-ol, dodecan-1-ol, tetradecan-2-one, and tetradecan-4-one from n-tetradecane, and tetradecen-4-ol, 13-tetradecen-4-ol, tetradecen-3-ol, 13-tetradecen-4-one, and tetradecen-3-one from 1-tetradecene. A pathway for hydrocarbon oxidation is proposed for subterminal oxidation at the methylene alpha to the methyl group.

摘要

将布氏小克银汉霉(减毒株)和一种青霉菌在以正十四烷或1-十四碳烯为底物的矿物盐培养基中培养,对菌丝垫的乙醚提取物进行氧化产物分析。来自布氏小克银汉霉的提取物分别从正十四烷和1-十四碳烯的氧化中揭示了十四烷酸和13-十四碳烯酸,从而表明这些碳氢化合物发生了甲基氧化。与布氏小克银汉霉不同,青霉菌通过对亚甲基而非甲基的亚末端攻击来氧化这两种底物。这从对碳氢化合物氧化产生的以下醇和酮的初步鉴定中得到证明:来自正十四烷的十四烷-2-醇、十二烷-1-醇、十四烷-2-酮和十四烷-4-酮,以及来自1-十四碳烯的十四碳烯-4-醇、13-十四碳烯-4-醇、十四碳烯-3-醇、13-十四碳烯-4-酮和十四碳烯-3-酮。提出了一条碳氢化合物氧化途径,用于在甲基的α位亚甲基处进行亚末端氧化。

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