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红球菌属MA 7249菌株产生顺式-1,2-二羟基-3-甲基环己-3,5-二烯(甲苯顺式二醇)

Production of cis-1,2-dihydroxy-3-methylcyclohexa-3,5-diene (toluene cis glycol) by Rhodococcus sp. MA 7249.

作者信息

Chartrain M, Ikemoto N, Taylor C, Stahl S, Sandford V, Gbewonyo K, Chirdo C, Maxwell C, Osoria J, Buckland B, Greasham R

机构信息

Department of Bioprocess, Merck Research Laboratories, RY 80Y-105, Merck and Co., PO Box 2000, Rayway, NJ 07065, USA.

出版信息

J Biosci Bioeng. 2000;90(3):321-7.

PMID:16232863
Abstract

An attractive method for producing cis-1,2-dihydroxy-3-methylcyclohexa-3,5-diene (toluene cis glycol) was developed employing a cis dihydrodiol dehydrogenase "deficient" strain of Rhodococcus (MA 7249). The toluene cis glycol produced was found to have optical rotations of [alpha]D25 = +25.8 (c 0.45, CH3OH) and +72.8 (c 0.42, CHCl3) which indicated an absolute configuration of (1S,2R) when compared with previously published values. When cultivated in laboratory fermentor in the presence of toluene vapors, MA 7249 reached a toluene cis glycol concentration up to 18 g/l in 110 h. Culture MA 7249 also accumulated cis (1S,2R) dihydrodiols from dihydronaphthalene, biphenyl, chlorobenzene, and styrene.

摘要

利用一株红球菌(MA 7249)的顺式二氢二醇脱氢酶“缺陷型”菌株,开发出了一种制备顺式-1,2-二羟基-3-甲基环己-3,5-二烯(甲苯顺式二醇)的有效方法。所制备的甲苯顺式二醇的旋光度为[α]D25 = +25.8(c 0.45,CH3OH)和 +72.8(c 0.42,CHCl3),与先前公布的值相比,这表明其绝对构型为(1S,2R)。当在实验室发酵罐中在甲苯蒸气存在下培养时,MA 7249在110小时内达到了高达18 g/l的甲苯顺式二醇浓度。培养物MA 7249还从二氢萘、联苯、氯苯和苯乙烯中积累了顺式(1S,2R)二氢二醇。

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