2JIW

Bacteroides thetaiotaomicron GH84 O-GlcNAcase in complex with 2- Acetylamino-2-deoxy-1-epivalienamine

Summary for 2JIW

• Entry DOI: 10.2210/pdb2jiw/pdb
• Related: 2CHN 2CHO 2J47 2J4G
• Descriptor: O-GLCNACASE BT_4395, N-[(1S,2R,5R,6R)-2-AMINO-5,6-DIHYDROXY-4-(HYDROXYMETHYL)CYCLOHEX-3-EN-1-YL]ACETAMIDE (3 entities in total)
• Functional Keywords: o-glcnacase, glycosidase, epivalienamine, gh84, enzyme, hydrolase, inhibitor, inhibition
• Biological source: BACTEROIDES THETAIOTAOMICRON
• Total number of polymer chains: 2
• Total formula weight: 165070.81

Authors

Dennis, R.J.,Davies, G.J. (deposition date: 2007-07-02, release date: 2007-08-07, Last modification date: 2024-05-08)

Primary citation

Scaffidi, A.,Stubbs, K.A.,Dennis, R.J.,Taylor, E.J.,Davies, G.J.,Vocadlo, D.J.,Stick, R.V.
A 1-Acetamido Derivative of 6-Epi-Valienamine: An Inhibitor of a Diverse Group of Beta-N-Acetylglucosaminidases.
Org.Biomol.Chem., 5:3013-, 2007

PubMed Abstract: The synthesis of an analogue of 6-epi-valienamine bearing an acetamido group and its characterisation as an inhibitor of beta-N-acetylglucosaminidases are described. The compound is a good inhibitor of both human O-GlcNAcase and human beta-hexosaminidase, as well as two bacterial beta-N-acetylglucosaminidases. A 3-D structure of the complex of Bacteroides thetaiotaomicron BtGH84 with the inhibitor shows the unsaturated ring is surprisingly distorted away from its favoured solution phase conformation and reveals potential for improved inhibitor potency.

PubMed: 17728868
DOI: 10.1039/B709681J

Experimental method

X-RAY DIFFRACTION (1.95 Å)