2RCH

Crystal Structure of Arabidopsis thaliana Allene Oxide Synthase (AOS, cytochrome P450 74A, CYP74A) Complexed with 13(S)-HOD at 1.85 A Resolution

2RCH の概要

• エントリーDOI: 10.2210/pdb2rch/pdb
• 関連するPDBエントリー: 2RCG 2RCL 2RCM 2RCO 2RCP
• 分子名称: Cytochrome P450 74A, PROTOPORPHYRIN IX CONTAINING FE, (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid, ... (5 entities in total)
• 機能のキーワード: p450 fold, chloroplast, fatty acid biosynthesis, heme, iron, lipid synthesis, lyase, metal-binding, oxylipin biosynthesis, transit peptide
• 由来する生物種: Arabidopsis thaliana (Mouse-ear cress)
• 細胞内の位置: Plastid, chloroplast, plastoglobule : Q96242
• タンパク質・核酸の鎖数: 2
• 化学式量合計: 113154.69

構造登録者

Lee, D.S.,Nioche, P.,Raman, C.S. (登録日: 2007-09-20, 公開日: 2008-08-19, 最終更新日: 2023-08-30)

主引用文献

Lee, D.S.,Nioche, P.,Hamberg, M.,Raman, C.S.
Structural insights into the evolutionary paths of oxylipin biosynthetic enzymes.
Nature, 455:363-368, 2008

PubMed Abstract: The oxylipin pathway generates not only prostaglandin-like jasmonates but also green leaf volatiles (GLVs), which confer characteristic aromas to fruits and vegetables. Although allene oxide synthase (AOS) and hydroperoxide lyase are atypical cytochrome P450 family members involved in the synthesis of jasmonates and GLVs, respectively, it is unknown how these enzymes rearrange their hydroperoxide substrates into different products. Here we present the crystal structures of Arabidopsis thaliana AOS, free and in complex with substrate or intermediate analogues. The structures reveal an unusual active site poised to control the reactivity of an epoxyallylic radical and its cation by means of interactions with an aromatic pi-system. Replacing the amino acid involved in these steps by a non-polar residue markedly reduces AOS activity and, unexpectedly, is both necessary and sufficient for converting AOS into a GLV biosynthetic enzyme. Furthermore, by combining our structural data with bioinformatic and biochemical analyses, we have discovered previously unknown hydroperoxide lyase in plant growth-promoting rhizobacteria, AOS in coral, and epoxyalcohol synthase in amphioxus. These results indicate that oxylipin biosynthetic genes were present in the last common ancestor of plants and animals, but were subsequently lost in all metazoan lineages except Placozoa, Cnidaria and Cephalochordata.

PubMed: 18716621
DOI: 10.1038/nature07307

実験手法

X-RAY DIFFRACTION (1.85 Å)