METABOLISM OF PHENOL AND RESORCINOL IN TRICHOSPORON-CUTANEUM

METABOLISM OF PHENOL AND RESORCINOL IN TRICHOSPORON-CUTANEUM
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DOI:
10.1128/jb.137.1.13-21.1979
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发表时间:
1979-01-01
影响因子:
3.2
通讯作者:
NEUJAHR, HY
NEUJAHR, HY
中科院分区:
生物学3区
文献类型:
--
作者:
GAAL, A;NEUJAHR, HY

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T.用苯酚或间苯二酚作为碳源生长皮层。β的形成-通过使用安替比林的测压法以及通过其分离和结晶显示了从苯酚、邻苯二酚和间苯二酚合成酮己二酸酯。苯酚的代谢始于邻羟基化。随后是邻位环分裂、内酯化为粘康酸内酯和去内酯化为β-葡糖酸内酯。酮己二酸。没有元环裂变可以证明。间苯二酚的代谢开始于邻羟基化为1,2,4-苯三醇,其经历邻位环分裂产生马来酰乙酸酯。分离该产物导致其脱羧和异构化为反式乙酰丙烯酸。马来酰乙酸酯被粗提取物还原成β-酮己二酸与NADH或NADPH作为共底物。催化该反应的酶在二乙基氨基乙基-Sephadex A50柱上与邻苯二酚1,2-加氧酶[EC 1.13.11.1]、苯酚羟化酶[EC 1.14.13.X]和粘康酸酯-内酯化酶分离。它被纯化了大约50倍,粘康酸内酯化酶也是如此。甲基-,氟-和氯苯酚转化到不同程度的粗提取物和纯化的酶。这些衍生物中没有一个转化为马来酸乙酸酯,β-酮己二酸酯或其衍生物。生长在间苯二酚上的细胞含有参与苯酚降解的酶,反之亦然。
T. 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 NADH or NADPH as a cosubstrate. The enzyme catalyzing this reaction was separated from catechol 1,2-oxygenase [EC 1.13.11.1], phenol hydroxylase [EC 1.14.13.X] and muconate-lactonizing enzyme on a diethylaminoethyl-Sephadex A50 column. 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 maleyacetate, .beta.-ketoadipate, or their derivatives. Cells grown on resorcinol contain enzymes that participate in the degradation of phenol and vice versa.