Volk M, Meyer O, Frunzke K
Lehrstuhl für Mikrobiologie, Universität Bayreuth, Germany.
Eur J Biochem. 1994 Nov 1;225(3):1063-71. doi: 10.1111/j.1432-1033.1994.1063b.x.
Urothione was isolated as an excretion product of Hydrogenophaga pseudoflava and other bacteria at amounts approaching 253 micrograms/l of culture corresponding to 44 micrograms/g bacterial dry mass. The compound was identified as urothione by co-chromatography with urothione isolated from human urine, its characteristic ultraviolet and visible absorption spectra, oxidation to pterin-6-carboxylic-7-sulfonic acid by alkaline permanganate, 1H-NMR spectroscopy, double-quantum-filtered Fourier-transform 1H correlated spectroscopy, circular-dichroism spectroscopy and mass spectroscopy. A metabolic relationship between urothione and the carbon monoxide dehydrogenase molybdenum cofactor was suggested by a 1.1:0.5 molar ratio between urothione excreted and degradation of carbon monoxide dehydrogenase, a coincidence of urothione excretion and induction of carbon monoxide dehydrogenase with different species of carboxidotrophic bacteria, a structural relationship between molybdopterin cytosine dinucleotide of the carbon monoxide dehydrogenase molybdenum cofactor and urothione, and the demonstrated conversion of the carbon monoxide dehydrogenase molybdenum cofactor to urothione in vitro. A pathway for the conversion of the H. pseudoflava carbon monoxide dehydrogenase molybdenum cofactor to urothione has been proposed which involves molybdopterin cytosine dinucleotide, molybdopterin, phospho-norurothione and norurothione.
尿硫醇是作为嗜氢假黄杆菌和其他细菌的排泄产物被分离出来的,其含量接近253微克/升培养物,相当于44微克/克细菌干重。通过与从人尿中分离出的尿硫醇进行共色谱分析、其特征性的紫外和可见吸收光谱、经碱性高锰酸钾氧化为蝶呤-6-羧酸-7-磺酸、1H-核磁共振光谱、双量子滤波傅里叶变换1H相关光谱、圆二色光谱和质谱,该化合物被鉴定为尿硫醇。尿硫醇与一氧化碳脱氢酶钼辅因子之间的代谢关系由以下几点表明:排泄的尿硫醇与一氧化碳脱氢酶降解之间的1.1:0.5摩尔比、尿硫醇排泄与不同种类的一氧化碳营养细菌诱导一氧化碳脱氢酶之间的巧合、一氧化碳脱氢酶钼辅因子的钼蝶呤胞嘧啶二核苷酸与尿硫醇之间的结构关系,以及在体外证明的一氧化碳脱氢酶钼辅因子向尿硫醇的转化。已经提出了嗜氢假黄杆菌一氧化碳脱氢酶钼辅因子向尿硫醇转化的途径,该途径涉及钼蝶呤胞嘧啶二核苷酸、钼蝶呤、磷酸去甲尿硫醇和去甲尿硫醇。