5TFX

New method for synthesis of benzoxazole amide inhibitors of carbonic anhydrase

Summary for 5TFX

Entry DOI	10.2210/pdb5tfx/pdb
Descriptor	Carbonic anhydrase 2, ZINC ION, GLYCEROL, ... (5 entities in total)
Functional Keywords	carbonic anhydrase mimic, inhibitor, lyase-lyase inhibitor complex, lyase/lyase inhibitor
Biological source	Homo sapiens (Human)
Cellular location	Cytoplasm : P00918
Total number of polymer chains	1
Total formula weight	29763.89
Authors	Peat, T.S.,Supuran, C. (deposition date: 2016-09-26, release date: 2017-08-09, Last modification date: 2023-10-04)
Primary citation	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 Cited by 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 PDB entries with the same primary citation
Experimental method	X-RAY DIFFRACTION (1.5 Å)

Structure validation