BIOSYNTHESIS OF ETHYLENE FROM METHIONINE - ISOLATION OF THE PUTATIVE INTERMEDIATE 4-METHYLTHIO-2-OXOBUTANOATE FROM CULTURE FLUIDS OF BACTERIA AND FUNGI

BIOSYNTHESIS OF ETHYLENE FROM METHIONINE - ISOLATION OF THE PUTATIVE INTERMEDIATE 4-METHYLTHIO-2-OXOBUTANOATE FROM CULTURE FLUIDS OF BACTERIA AND FUNGI
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DOI:
10.1042/bj1820827
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发表时间:
1979-01-01
影响因子:
4.1
通讯作者:
PRIMROSE, SB
PRIMROSE, SB
中科院分区:
生物学3区
文献类型:
--
作者:
BILLINGTON, DC;GOLDING, BT;PRIMROSE, SB

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本文介绍了用薄层色谱、核磁共振和质谱鉴定4-甲硫基-2-氧代丁酸酯的2,4-二硝基苯腙的方法。使用这些方法,4-甲硫基-2-氧代丁酸,一个假定的中间体,在乙烯的生物合成从蛋氨酸,被确定在培养液中的气单胞菌B12 E和棒状杆菌D 7 F生长在蛋氨酸的存在下。相对于4-甲硫基-2-氧代丁酸酯,来自相同培养物的3-(甲硫基)丙醛(甲硫醛)的产率小于1%。由于4-[2 H]甲硫基-2-氧代丁酸是从在[Me-2 H]甲硫氨酸上生长的培养物中获得的,因此4-甲硫基-2-氧代丁酸必须来源于甲硫氨酸。单独使用TLC,在一系列细菌、酵母酿酒酵母和真菌指状青霉的培养液中鉴定出4-甲硫基-2-氧代丁酸。4-甲硫基-2-氧代丁酸的光化学分析表明,它是由大肠杆菌属、假单胞菌属、芽孢杆菌属、不动杆菌属、气单胞菌属、根瘤菌属和棒状杆菌属代谢蛋氨酸的产物。
Methods are described for identifying the 2,4-dinitrophenylhydrazones of 4-methylthio-2-oxobutanoate using TLC, NMR and mass spectroscopy. Using these methods, 4-methylthio-2-oxobutanoate, a putative intermediate in the biosynthesis of ethylene from methionine, was identified in culture fluids of Aeromonas hydrophila B12E and a coryneform bacterium D7F grown in the presence of methionine. Relative to 4-methylthio-2-oxobutanoate, the yield of 3-(methylthio)propanal (methional) from the same cultures was less than 1%. Because 4-[2H]methylthio-2-oxobutanoate was obtained from cultures grown on [Me-2H]methionine, the 4-methylthio-2-oxobutanoate must be derived from methionine. Using TLC alone, 4-methylthio-2-oxobutanoate was identified in the culture fluids of a range of bacteria, the yeast Saccharomyces cerevisiae and the fungus Penicillium digitatum. A photochemical assay developed for 4-methylthio-2-oxobutanoate showed it to be a product of the metabolism of methionine by Escherichia, Pseudomonas, Bacillus, Acinetobacter, Aeromonas, Rhizobium and Corynebacterium spp.