6HMG
Structure of the GH99 endo-alpha-mannanase from Bacteroides xylanisolvens in complex with alpha-Glc-1,3-(1,2-anhydro-carba-glucosamine)
Summary for 6HMG
| Entry DOI | 10.2210/pdb6hmg/pdb |
| Descriptor | Glycosyl hydrolase family 71, ACETATE ION, (1~{S},2~{R},3~{R},4~{R},6~{S})-4-(hydroxymethyl)-7-azabicyclo[4.1.0]heptane-2,3-diol, ... (5 entities in total) |
| Functional Keywords | hydrolase |
| Biological source | Bacteroides xylanisolvens XB1A |
| Total number of polymer chains | 1 |
| Total formula weight | 44331.98 |
| Authors | Sobala, L.F.,Lu, D.,Zhu, S.,Bernardo-Seisdedos, G.,Millet, O.,Zhang, Y.,Sollogoub, M.,Jimenez-Barbero, J.,Davies, G.J. (deposition date: 2018-09-12, release date: 2018-09-26, Last modification date: 2024-01-24) |
| Primary citation | Lu, D.,Zhu, S.,Sobala, L.F.,Bernardo-Seisdedos, G.,Millet, O.,Zhang, Y.,Jimenez-Barbero, J.,Davies, G.J.,Sollogoub, M. From 1,4-Disaccharide to 1,3-Glycosyl Carbasugar: Synthesis of a Bespoke Inhibitor of Family GH99 Endo-alpha-mannosidase. Org.Lett., 20:7488-7492, 2018 Cited by PubMed Abstract: Understanding the enzyme reaction mechanism can lead to the design of enzyme inhibitors. A Claisen rearrangement was used to allow conversion of an α-1,4-disaccharide into an α-1,3-linked glycosyl carbasugar to target the endo-α-mannosidase from the GH99 glycosidase family, which, unusually, is believed to act through a 1,2-anhydrosugar "epoxide" intermediate. Using NMR and X-ray crystallography, it is shown that glucosyl carbasugar α-aziridines can act as reasonably potent endo-α-mannosidase inhibitors, likely by virtue of their shape mimicry and the interactions of the aziridine nitrogen with the conserved catalytic acid/base of the enzyme active site. PubMed: 30427198DOI: 10.1021/acs.orglett.8b03260 PDB entries with the same primary citation |
| Experimental method | X-RAY DIFFRACTION (1.27 Å) |
Structure validation
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