2AQJ

The structure of tryptophan 7-halogenase (PrnA) suggests a mechanism for regioselective chlorination

2AQJ の概要

• エントリーDOI: 10.2210/pdb2aqj/pdb
• 関連するPDBエントリー: 2APG
• 分子名称: tryptophan halogenase, PrnA, CHLORIDE ION, TRYPTOPHAN, ... (5 entities in total)
• 機能のキーワード: tryptophan 7-halogenase, flavin-dependent halogenase, helical bundle, sandwiched sheets, structural genomics, scottish structural proteomics facility, sspf, biosynthetic protein
• 由来する生物種: Pseudomonas fluorescens
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 62171.31

構造登録者

Dong, C.,Flecks, S.,Unversucht, S.,Haupt, C.,Van Pee, K.-H.,Naismith, J.H.,Scottish Structural Proteomics Facility (SSPF) (登録日: 2005-08-18, 公開日: 2005-10-04, 最終更新日: 2024-02-14)

主引用文献

Dong, C.,Flecks, S.,Unversucht, S.,Haupt, C.,van Pee, K.H.,Naismith, J.H.
Tryptophan 7-halogenase (PrnA) structure suggests a mechanism for regioselective chlorination.
Science, 309:2216-2219, 2005

PubMed Abstract: Chlorinated natural products include vancomycin and cryptophycin A. Their biosynthesis involves regioselective chlorination by flavin-dependent halogenases. We report the structural characterization of tryptophan 7-halogenase (PrnA), which regioselectively chlorinates tryptophan. Tryptophan and flavin adenine dinucleotide (FAD) are separated by a 10 angstrom-long tunnel and bound by distinct enzyme modules. The FAD module is conserved in halogenases and is related to flavin-dependent monooxygenases. On the basis of biochemical studies, crystal structures, and by analogy with monooxygenases, we predict that FADH2 reacts with O2 to make peroxyflavin, which is decomposed by Cl-. The resulting HOCl is guided through the tunnel to tryptophan, where it is activated to participate in electrophilic aromatic substitution.

PubMed: 16195462
DOI: 10.1126/science.1116510

実験手法

X-RAY DIFFRACTION (1.8 Å)