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Structural and Chemical Trapping of Flavin‐oxide Intermediates Reveals Substrate‐directed Reaction Multiplicity by Lin, KuanâHung; Lyu, SyueâYi; Yeh, HsienâWei; Li, YiâShan; Hsu, NingâShian; Huang, ChunâMan; Wang, YungâLin; Shih, HaoâWei; Wang, ZheâChong; Wu, ChangâJer; Li, TsungâLin is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.
What is Structural and Chemical Trapping of Flavin‐oxide Intermediates Reveals Substrate‐directed Reaction Multiplicity about?
## Abstract Though reactive flavin‐N5/C4α‐oxide intermediates can be spectroscopically profiled for some flavin‐assisted enzymatic reactions, their exact chemical configurations are hardly visualized. Structural systems biology and stable isotopic labelling techniques were exploited to correct this stereotypical view. Three transition‐like complexes, the α‐ketoacid...N5‐FMN~ox~ complex (**I**), the FMN~ox~‐N5‐aloxyl‐C′α^−^‐C4α^+^ zwitterion (**II**), and the FMN‐N5‐ethenol‐N5‐C4α‐epoxide (**III**), were determined from mandelate oxidase (Hmo) or its mutant Y128F (monooxygenase) crystals soaked with monofluoropyruvate (a product mimic), establishing that N5 of FMN~ox~ an alternative reaction center can polarize to an ylide‐like mesomer in the active site. In contrast, four distinct flavin‐C4α‐oxide adducts (**IV**–**VII**) from Y128F crystals soaked with selected substrates materialize C4α of FMN an intrinsic reaction center, witnessing oxidation, Baeyer–Villiger/peroxide‐assisted decarboxylation, and epoxidation reactions. In conjunction with stopped‐flow kinetics, the multifaceted flavin‐dependent reaction continuum is physically dissected at molecular level for the first time.
Who reads Structural and Chemical Trapping of Flavin‐oxide Intermediates Reveals Substrate‐directed Reaction Multiplicity?
It is typically read by researchers, students, and practitioners in Biochemistry, Genetics and Molecular Biology.
- Author
- Lin, KuanâHung; Lyu, SyueâYi; Yeh, HsienâWei; Li, YiâShan; Hsu, NingâShian; Huang, ChunâMan; Wang, YungâLin; Shih, HaoâWei; Wang, ZheâChong; Wu, ChangâJer; Li, TsungâLin
- Publisher
- Cold Spring Harbor Laboratory Press; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley (ISSN 0961-8368)
- Published
- 2020
- Language
- EN
- Field
- Biochemistry, Genetics and Molecular Biology (Life Sciences)