5TFX

New method for synthesis of benzoxazole amide inhibitors of carbonic anhydrase

5TFX の概要

• エントリーDOI: 10.2210/pdb5tfx/pdb
• 分子名称: Carbonic anhydrase 2, ZINC ION, GLYCEROL, ... (5 entities in total)
• 機能のキーワード: carbonic anhydrase mimic, inhibitor, lyase-lyase inhibitor complex, lyase/lyase inhibitor
• 由来する生物種: Homo sapiens (Human)
• 細胞内の位置: Cytoplasm : P00918
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 29763.89

構造登録者

Peat, T.S.,Supuran, C. (登録日: 2016-09-26, 公開日: 2017-08-09, 最終更新日: 2023-10-04)

主引用文献

Angeli, A.,Peat, T.S.,Bartolucci, G.,Nocentini, A.,Supuran, C.T.,Carta, F.
Intramolecular oxidative deselenization of acylselenoureas: a facile synthesis of benzoxazole amides and carbonic anhydrase inhibitors.
Org. Biomol. Chem., 14:11353-11356, 2016

PubMed Abstract: A mild, efficient and one pot procedure to access benzoxazoles using easily accessible acylselenoureas as starting materials has been discovered. Mechanistic studies revealed a pH dependent intramolecular oxidative deselenization, with ring closure due to an intramolecular nucleophilic attack of a phenoxide ion. All the benzoxazoles herein reported possessed a primary sulfonamide zinc binding group and showed effective inhibitory action on the enzymes, carbonic anhydrases.

PubMed: 27892589
DOI: 10.1039/c6ob02299e

実験手法

X-RAY DIFFRACTION (1.5 Å)