Laborde A L, Gibson D T
Appl Environ Microbiol. 1977 Dec;34(6):783-90. doi: 10.1128/aem.34.6.783-790.1977.
Beijerinckia B8/36 when grown with succinate in the presence of dibenzothiophene, accumulated (+)-cis-1,2-dihydroxy-1,2-dihydrodibenzothiophene and dibenzothiophene-5-oxide in the culture medium. Each metabolite was isolated in crystalline form and characterized by a variety of chemical techniques, cis-Naphthalene dihydrodiol dehydrogenase, isolated from Pseudomonas putida, oxidized (+)-cis-1,2-dihydroxy-1,2-dihydrodibenzothiophene to a compound that was tentatively identified as 1,2-dihydroxydibenzothiophene. The same product was formed when crude cell extracts of the parent strain of Beijerinckia oxidized (+)-cis-1,2-dihydroxy-1,2-dihydrodibenzothiophene under anaerobic conditions. Further metabolism of 1,2-dihydroxydibenzothiophene by heat-treated cell extracts led to the formation of 4[2-(3-hydroxy)-thionaphthenyl]-2-oxo-3-butenoic acid. The latter compound was metabolized by crude cell extracts to 3-hydroxy-2-formylthionaphthene. Further degradation of this metabolite was not observed.
贝氏固氮菌B8/36在二苯并噻吩存在下与琥珀酸盐一起培养时，在培养基中积累了(+)-顺式-1,2-二羟基-1,2-二氢二苯并噻吩和二苯并噻吩-5-氧化物。每种代谢物均以结晶形式分离出来，并通过多种化学技术进行了表征。从恶臭假单胞菌中分离出的顺式萘二氢二醇脱氢酶将(+)-顺式-1,2-二羟基-1,2-二氢二苯并噻吩氧化为一种暂定为1,2-二羟基二苯并噻吩的化合物。当贝氏固氮菌亲本菌株的粗细胞提取物在厌氧条件下氧化(+)-顺式-1,2-二羟基-1,2-二氢二苯并噻吩时，也形成了相同的产物。热处理后的细胞提取物对1,2-二羟基二苯并噻吩的进一步代谢导致形成4[2-(3-羟基)-硫代萘基]-2-氧代-3-丁烯酸。后者化合物被粗细胞提取物代谢为3-羟基-2-甲酰基硫代萘。未观察到该代谢物的进一步降解。
