Bachofer R
Zentralbl Bakteriol Orig B. 1976 Jul;162(1-2):153-6.
o-Toluylanilide, 2.5-dimethylfuran-3-carboxanilide, 5.6-dihydro-2-methyl-1.4-oxathiine-3-carboxanilide and other acid anilides are systemic fungicides which act selectively on rusts and smuts. From garden soil a Nocardia sp. was isolated which can grow with acid anilide fungicides as the only source of carbon. From this Nocardia sp. it was possible to produce mutants which are blocked genetically at various steps of the breakdown pathway of these acid anilide fungicides. It was possible to follow the breakdown pathway with the aid of accumulates of the rough I strain and of the mutants as well as by growth and enzyme tests. Breakdown starts with hydrolytic splitting of the acid amide bond by an acylamidase. The acid components of the fungicides are accumulated in the medium; they do not affect the growth. The aniline component is oxidized to pyrocatechol by a dioxygenase. Methyl and chloro-derivatives of aniline which are formed in the soil due to the hydrolysis of herbicides and fungicides, are also converted into the respective pyrocatechol derivatives. By orthocleavage cis-cis muconic acid forms from pyrocatechol. This compound is metabolized into succinate and acetyl CoA via the beta ketoadipate pathway.
邻甲苯酰替苯胺、2,5-二甲基呋喃-3-甲酰替苯胺、5,6-二氢-2-甲基-1,4-氧硫杂环己烷-3-甲酰替苯胺及其他酸酰替苯胺类化合物是对锈菌和黑粉菌有选择性作用的内吸性杀菌剂。从花园土壤中分离出一种诺卡氏菌,它能够以酸酰替苯胺类杀菌剂作为唯一碳源生长。从这种诺卡氏菌中有可能产生在这些酸酰替苯胺类杀菌剂分解途径的不同步骤上发生遗传阻断的突变体。借助粗糙I菌株及其突变体的积累产物以及通过生长和酶测试,有可能追踪分解途径。分解起始于酰基酰胺酶对酸酰胺键的水解断裂。杀菌剂的酸成分积累在培养基中;它们不影响生长。苯胺成分通过双加氧酶氧化为邻苯二酚。由于除草剂和杀菌剂的水解而在土壤中形成的苯胺的甲基和氯衍生物,也会转化为各自的邻苯二酚衍生物。邻苯二酚通过邻位裂解形成顺-顺式粘康酸。该化合物通过β-酮己二酸途径代谢为琥珀酸和乙酰辅酶A。