7TNB

Caulobacter segnis arene reductase (CSAR) - WT

これはPDB形式変換不可エントリーです。

7TNB の概要

• エントリーDOI: 10.2210/pdb7tnb/pdb
• 分子名称: NADH:flavin oxidoreductase/NADH oxidase, SULFATE ION, ACETATE ION, ... (5 entities in total)
• 機能のキーワード: reductase, oxidoreductase
• 由来する生物種: Caulobacter segnis
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 40569.86

構造登録者

Garfinkle, S.E.,Jeffrey, P.,Hyster, T.K. (登録日: 2022-01-20, 公開日: 2022-08-24, 最終更新日: 2023-10-18)

主引用文献

Fu, H.,Cao, J.,Qiao, T.,Qi, Y.,Charnock, S.J.,Garfinkle, S.,Hyster, T.K.
An asymmetric sp 3 -sp 3 cross-electrophile coupling using 'ene'-reductases.
Nature, 610:302-307, 2022

PubMed Abstract: The catalytic asymmetric construction of Csp-Csp bonds remains one of the foremost challenges in organic synthesis. Metal-catalysed cross-electrophile couplings (XECs) have emerged as a powerful tool for C-C bond formation. However, coupling two distinct Csp electrophiles with high cross-selectivity and stereoselectivity continues as an unmet challenge. Here we report a highly chemoselective and enantioselective Csp-Csp XEC between alkyl halides and nitroalkanes catalysed by flavin-dependent 'ene'-reductases (EREDs). Photoexcitation of the enzyme-templated charge-transfer complex between an alkyl halide and a flavin cofactor enables the chemoselective reduction of alkyl halide over the thermodynamically favoured nitroalkane partner. The key C-C bond-forming step occurs by means of the reaction of an alkyl radical with an in situ-generated nitronate to form a nitro radical anion that collapses to form nitrite and an alkyl radical. An enzyme-controlled hydrogen atom transfer (HAT) affords high levels of enantioselectivity. This reactivity is unknown in small-molecule catalysis and highlights the potential for enzymes to use new mechanisms to address long-standing synthetic challenges.

PubMed: 35952713
DOI: 10.1038/s41586-022-05167-1

実験手法

X-RAY DIFFRACTION (1.79 Å)