Gaal A, Neujahr H Y
J Bacteriol. 1979 Jan;137(1):13-21. doi: 10.1128/jb.137.1.13-21.1979.
Trichosporon cutaneum was grown with phenol or resorcinol as the carbon source. The formation of beta-ketoadipate from phenol, catechol, and resorcinol was shown by a manometric method using antipyrine and also by its isolation and crystallization. Metabolism of phenol begins with o-hydroxylation. This is followed by ortho-ring fission, lactonization to muconolactone, and delactonization to beta-ketoadipate. No meta-ring fission could be demonstrated. Metabolism of resorcinol begins with o-hydroxylation to 1,2,4-benzenetriol, which undergoes ortho-ring fission yielding maleylacetate. Isolating this product leads to its decarboxylation and isomerization to trans-acetylacrylic acid. Maleylacetate is reduced by crude extracts to beta-ketoadipate with either reduced nicotinamide adenine dinucleotide or reduced nicotinamide adenine dinucleotide phosphate as a cosubstrate. The enzyme catalyzing this reaction was separated from catechol 1,2-oxygenase, phenol hydroxylase, and muconate lactonizing enzyme on a diethyl-aminoethyl-Sephadex A50 column. As a result it was purified some 50-fold, as was the muconate-lactonizing enzyme. Methyl-, fluoro-, and chlorophenols are converted to a varying extent by crude extracts and by purified enzymes. None of these derivatives is converted to maleylacetate, beta-ketoadipate, or their derivatives. Cells grown on resorcinol contain enzymes that participate in the degradation of phenol and vice versa.
皮状丝孢酵母以苯酚或间苯二酚作为碳源进行培养。通过使用安替比林的测压法以及β - 酮己二酸的分离和结晶，证实了从苯酚、儿茶酚和间苯二酚生成β - 酮己二酸的过程。苯酚的代谢始于邻位羟基化。随后是邻位环裂解、内酯化生成粘康酸内酯，以及脱内酯化生成β - 酮己二酸。未证实有间位环裂解。间苯二酚的代谢始于邻位羟基化生成1,2,4 - 苯三酚，其发生邻位环裂解生成马来酰乙酸。分离该产物会导致其脱羧并异构化为反式乙酰丙烯酸。粗提物能以还原型烟酰胺腺嘌呤二核苷酸或还原型烟酰胺腺嘌呤二核苷酸磷酸作为共底物将马来酰乙酸还原为β - 酮己二酸。催化此反应的酶在二乙氨基乙基 - 葡聚糖A50柱上与儿茶酚1,2 - 加氧酶、苯酚羟化酶和粘康酸内酯化酶分离。结果，它以及粘康酸内酯化酶都被纯化了约50倍。粗提物和纯化酶能不同程度地将甲基苯酚、氟苯酚和氯苯酚转化。这些衍生物均未转化为马来酰乙酸、β - 酮己二酸或它们的衍生物。在间苯二酚上生长的细胞含有参与苯酚降解的酶，反之亦然。
