黄素组
化学
催化作用
烯类反应
组合化学
肟
对映选择合成
立体化学
辅因子
立体选择性
结构母题
酶
有机化学
生物化学
作者
Xin Gao,Joshua Turek-Herman,Young Joo Choi,Ryan D. Cohen,Todd K. Hyster
标识
DOI:10.33774/chemrxiv-2021-955hf
摘要
𝛼-tertiary amines are a common motif in pharmaceutically important molecules but are challenging to prepare using asymmetric catalysis. Here, we demonstrate engineered flavin-dependent ‘ene’-reductases (EREDs) can catalyze radical additions into oximes to prepare this motif. Two different EREDs were evolved into competent catalysts for this transformation with high levels of stereoselectivity. Mechanistic studies indicate that the oxime contributes to the enzyme templated CT-complex formed between the substrate and cofactor. These products can be further deri-vatized to prepare a variety of motifs, highlighting the ver-satility of ERED photoenzymatic catalysis for organic syn-thesis.
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