6TM4

NatL2 in complex with two molecules of salicylic acid

これはPDB形式変換不可エントリーです。

6TM4 の概要

• エントリーDOI: 10.2210/pdb6tm4/pdb
• 関連するPDBエントリー: 6SIW
• 分子名称: PaaK-like ligase (AMP-dependent synthetase and ligase), 2-HYDROXYBENZOIC ACID, ZINC ION, ... (7 entities in total)
• 機能のキーワード: phenyl acetate coa ligase, ligase
• 由来する生物種: Streptomyces sp. Tu 6176; 詳細
• タンパク質・核酸の鎖数: 2
• 化学式量合計: 97729.51

構造登録者

Naismith, J.H.,Song, H. (登録日: 2019-12-03, 公開日: 2020-01-15, 最終更新日: 2024-01-24)

主引用文献

Song, H.,Rao, C.,Deng, Z.,Yu, Y.,Naismith, J.H.
The Biosynthesis of the Benzoxazole in Nataxazole Proceeds via an Unstable Ester and has Synthetic Utility.
Angew.Chem.Int.Ed.Engl., 59:6054-6061, 2020

PubMed Abstract: Heterocycles, a class of molecules that includes oxazoles, constitute one of the most common building blocks in current pharmaceuticals and are common in medicinally important natural products. The antitumor natural product nataxazole is a model for a large class of benzoxazole-containing molecules that are made by a pathway that is not characterized. We report structural, biochemical, and chemical evidence that benzoxazole biosynthesis proceeds through an ester generated by an ATP-dependent adenylating enzyme. The ester rearranges via a tetrahedral hemiorthoamide to yield an amide, which is a shunt product and not, as previously thought, an intermediate in the pathway. A second zinc-dependent enzyme catalyzes the formation of hemiorthoamide from the ester but, by shuttling protons, the enzyme eliminates water, a reverse hydrolysis reaction, to yield the benzoxazole and avoids the amide. These insights have allowed us to harness the pathway to synthesize a series of novel halogenated benzoxazoles.

PubMed: 31903677
DOI: 10.1002/anie.201915685

実験手法

X-RAY DIFFRACTION (1.89 Å)