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PDBsum entry 3hkn

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Lyase PDB id
3hkn
Jmol
Contents
Protein chain
257 a.a.
Ligands
MFS
GOL ×2
Metals
_ZN
Waters ×92

References listed in PDB file
Key reference
Title S-Glycosyl primary sulfonamides--A new structural class for selective inhibition of cancer-Associated carbonic anhydrases.
Authors M.Lopez, B.Paul, A.Hofmann, J.Morizzi, Q.K.Wu, S.A.Charman, A.Innocenti, D.Vullo, C.T.Supuran, S.A.Poulsen.
Ref. J Med Chem, 2009, 52, 6421-6432. [DOI no: 10.1021/jm900914e]
PubMed id 19827837
Abstract
In this paper, we present a new class of carbonic anhydrase (CA) inhibitor that was designed to selectively target the extracellular domains of the cancer-relevant CA isozymes. The aromatic moiety of the classical zinc binding sulfonamide CA inhibitors is absent from these compounds and instead they incorporate a hydrophilic mono- or disaccharide fragment directly attached to the sulfonamide group to give S-glycosyl primary sulfonamides (1-10). The inhibition properties of these compounds at the physiologically abundant human CA isozymes I and II and cancer-associated IX and XII were determined, and all compounds had moderate potency with K(i)s in the micromolar range. We present the crystal structures of anomeric sulfonamides 4, 7, and 10 and the sugar sulfamate drug topiramate in complex with human recombinant CA II. From these structures, we have obtained valuable insights into ligand-protein interactions of these novel carbohydrate-based sulfonamides with CA.
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