4A6S

Structure of the PAIL lectin from Pseudomonas aeruginosa in complex with 2-Naphtyl-1-thio-beta-D-galactopyranoside

4A6S の概要

• エントリーDOI: 10.2210/pdb4a6s/pdb
• 関連するPDBエントリー: 1L7L 1OKO 1UOJ 2VXJ 2WYF 3ZYB 3ZYF 3ZYH
• 分子名称: PA-I GALACTOPHILIC LECTIN, CALCIUM ION, naphthalen-2-yl 1-thio-beta-D-galactopyranoside, ... (4 entities in total)
• 機能のキーワード: sugar-binding protein, glycomimetic, sugar binding protein
• 由来する生物種: PSEUDOMONAS AERUGINOSA
• 細胞内の位置: Cytoplasm: Q05097
• タンパク質・核酸の鎖数: 4
• 化学式量合計: 52530.36

構造登録者

Rodrigue, J.,Ganne, G.,Blanchard, B.,Saucier, C.,Giguere, D.,Chiao, T.S.,Varrot, A.,Imberty, A.,Roy, R. (登録日: 2011-11-08, 公開日: 2012-10-17, 最終更新日: 2026-01-21)

主引用文献

Rodrigue, J.,Ganne, G.,Blanchard, B.,Saucier, C.,Giguere, D.,Shiao, T.C.,Varrot, A.,Imberty, A.,Roy, R.
Aromatic Thioglycoside Inhibitors Against the Virulence Factor Leca from Pseudomonas Aeruginosa.
Org.Biomol.Chem., 11:6906-, 2013

PubMed Abstract: Three small families of hydrolytically stable thioaryl glycosides were prepared as inhibitors of the LecA (PA-IL) virulence factor corresponding to the carbohydrate binding lectin from the bacterial pathogen Pseudomonas aeruginosa. The monosaccharidic arylthio β-d-galactopyranosides served as a common template for the major series that was also substituted at the O-3 position. Arylthio disaccharides from lactose and from melibiose constituted the other two series members. In spite of the fact that the natural ligand for LecA is a glycolipid of the globotriaosylceramide having an α-d-galactopyranoside epitope, this study illustrated that the β-d-galactopyranoside configuration having a hydrophobic aglycon could override the requirement toward the anomeric configuration of the natural sugar. The enzyme linked lectin assay together with isothermal titration microcalorimetry established that naphthyl 1-thio-β-d-galactopyranoside () gave the best inhibition with an IC50 twenty-three times better than that of the reference methyl α-d-galactopyranoside. In addition it showed a KD of 6.3 μM which was ten times better than that of the reference compound. The X-ray crystal structure of LecA with was also obtained.

PubMed: 24057051
DOI: 10.1039/C3OB41422A

実験手法

X-RAY DIFFRACTION (2.15 Å)