化学
环己醇
甲醇
亲核细胞
单体
组合化学
羧酸
辅因子
水溶液
氨
有机化学
高分子化学
催化作用
聚合物
酶
作者
Johann H. Sattler,Michael Fuchs,Francesco G. Mutti,Barbara Grischek,Philip Engel,Jan Pfeffer,John M. Woodley,Wolfgang Kroutil
标识
DOI:10.1002/anie.201409227
摘要
Abstract The combination of two cofactor self‐sufficient biocatalytic cascade modules allowed the successful transformation of cyclohexanol into the nylon‐6 monomer 6‐aminohexanoic acid at the expense of only oxygen and ammonia. A hitherto unprecedented carboxylic acid capping strategy was introduced to minimize the formation of the dead‐end intermediate 6‐hydroxyhexanoic acid. For this purpose, the precursor ε‐caprolactone was converted in aqueous medium in the presence of methanol into the corresponding methyl ester instead of the acid. Hence, it was shown for the first time that esterases—specifically horse liver esterase—can perform the selective ring‐opening of ε‐caprolactone with a clear preference for methanol over water as the nucleophile.
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