6HMG

Structure of the GH99 endo-alpha-mannanase from Bacteroides xylanisolvens in complex with alpha-Glc-1,3-(1,2-anhydro-carba-glucosamine)

6HMG の概要

• エントリーDOI: 10.2210/pdb6hmg/pdb
• 分子名称: 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)
• 機能のキーワード: hydrolase
• 由来する生物種: Bacteroides xylanisolvens XB1A
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 44331.98

構造登録者

Sobala, L.F.,Lu, D.,Zhu, S.,Bernardo-Seisdedos, G.,Millet, O.,Zhang, Y.,Sollogoub, M.,Jimenez-Barbero, J.,Davies, G.J. (登録日: 2018-09-12, 公開日: 2018-09-26, 最終更新日: 2024-01-24)

主引用文献

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

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: 30427198
DOI: 10.1021/acs.orglett.8b03260

実験手法

X-RAY DIFFRACTION (1.27 Å)