5J55

The Structure and Mechanism of NOV1, a Resveratrol-Cleaving Dioxygenase

5J55 の概要

• エントリーDOI: 10.2210/pdb5j55/pdb
• 関連するPDBエントリー: 5J53 5J54
• 分子名称: Carotenoid oxygenase, FE (III) ION, OXYGEN MOLECULE, ... (6 entities in total)
• 機能のキーワード: dioxygenase, resveratrol, stilbene, carotenoid, beta-propeller, metalloprotein, oxidoreductase
• 由来する生物種: Novosphingobium aromaticivorans (strain DSM 12444 / F199)
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 55874.64

構造登録者

McAndrew, R.P.,Pereira, J.H.,Sathitsuksanoh, N.,Sale, K.L.,Simmons, B.A.,Adams, P.D. (登録日: 2016-04-01, 公開日: 2016-11-30, 最終更新日: 2023-09-27)

主引用文献

McAndrew, R.P.,Sathitsuksanoh, N.,Mbughuni, M.M.,Heins, R.A.,Pereira, J.H.,George, A.,Sale, K.L.,Fox, B.G.,Simmons, B.A.,Adams, P.D.
Structure and mechanism of NOV1, a resveratrol-cleaving dioxygenase.
Proc. Natl. Acad. Sci. U.S.A., 113:14324-14329, 2016

PubMed Abstract: Stilbenes are diphenyl ethene compounds produced naturally in a wide variety of plant species and some bacteria. Stilbenes are also derived from lignin during kraft pulping. Stilbene cleavage oxygenases (SCOs) cleave the central double bond of stilbenes, forming two phenolic aldehydes. Here, we report the structure of an SCO. The X-ray structure of NOV1 from Novosphingobium aromaticivorans was determined in complex with its substrate resveratrol (1.89 Å), its product vanillin (1.75 Å), and without any bound ligand (1.61 Å). The enzyme is a seven-bladed β-propeller with an iron cofactor coordinated by four histidines. In all three structures, dioxygen is observed bound to the iron in a side-on fashion. These structures, along with EPR analysis, allow us to propose a mechanism in which a ferric-superoxide reacts with substrate activated by deprotonation of a phenol group at position 4 of the substrate, which allows movement of electron density toward the central double bond and thus facilitates reaction with the ferric superoxide electrophile. Correspondingly, NOV1 cleaves a wide range of other stilbene-like compounds with a 4'-OH group, offering potential in processing some solubilized fragments of lignin into monomer aromatic compounds.

PubMed: 27911781
DOI: 10.1073/pnas.1608917113

実験手法

X-RAY DIFFRACTION (1.75 Å)