Department of Molecular and Cell Biology, Biochemistry Program, The Pennsylvania State University, University Park, Pennsylvania 16802, Forest Products Laboratory, Forest Service, U.S. Department of Agriculture, Madison, Wisconsin 53705-2398, and Department of Bacteriology, University of Wisconsin, Madison, Wisconsin 53706.
Appl Environ Microbiol. 1987 Feb;53(2):242-5. doi: 10.1128/aem.53.2.242-245.1987.
The purpose of this investigation was to test a potential strategy for the ligninase-dependent selection of lignin-degrading microorganisms. The strategy involves covalently bonding amino acids to lignin model compounds in such a way that ligninase-catalyzed cleavage of the models releases the amino acids for growth nitrogen. Here we describe the synthesis of glycine-N-2-(3,4-dimethoxyphenyl)ethane-2-ol (I) and demonstrate that growth (as measured by mycelial nitrogen content) of the known lignin-degrading basidiomycete Phanerochaete chrysosporium Burds. with compound I as the nitrogen source depends on its production of ligninase. Ligninase is shown to catalyze the oxidative C-C cleavage of compound I, releasing glycine, formaldehyde, and veratraldehyde at a 1:1:1 stoichiometry. P. chrysosporium utilizes compound I as a nitrogen source, but only after the cultures enter secondary metabolism (day 3 of growth), at which time the ligninase and the other components of the ligninolytic system (lignin --> CO(2)) are expressed. Compound I and related adducts have potential not only in the isolation of lignin-degrading microbes but, perhaps of equal importance, in strain improvement.
本研究旨在测试一种基于木质素酶依赖的木质素降解微生物选择的潜在策略。该策略涉及以这样的方式将氨基酸共价键合到木质素模型化合物上,即木质素酶催化模型化合物的裂解释放出氨基酸作为生长氮源。在这里,我们描述了甘氨酸-N-2-(3,4-二甲氧基苯基)乙胺-2-醇(I)的合成,并证明了已知木质素降解担子菌 Phanerochaete chrysosporium Burds. 以化合物 I 作为氮源的生长(以菌丝体氮含量来衡量)取决于其木质素酶的产生。木质素酶被证明可以催化化合物 I 的氧化 C-C 裂解,以 1:1:1 的化学计量比释放甘氨酸、甲醛和藜芦醛。P. chrysosporium 利用化合物 I 作为氮源,但仅在培养物进入次级代谢(生长第 3 天)之后,此时木质素酶和木质素降解系统的其他成分(木质素→CO2)被表达。化合物 I 和相关加合物不仅在木质素降解微生物的分离中具有潜力,而且在菌株改良方面可能同样重要。