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The mechanism-based inhibitor 2,4-dinitrophenyl 2-deoxy-2-fluoro-β-d-galactopyranoside (DNP2FGal) was used to inactivate the Family 42 β-galactosidase (YesZ) from Bacillus subtilis via the trapping of a glycosyl-enzyme intermediate, thereby tagging the catalytic nucleophile in the active site. Proteolytic digestion of the inactivated enzyme and of a control sample of unlabeled enzyme, followed by...
2,4-Dinitrophenyl 2-acetamido-2-deoxy-β-d-glucopyranosyl-(1→4)-2-deoxy-2-fluoro-β-d-glucopyranoside (GN2FG-DNP) and 2-acetamido-2-deoxy-β-d-glucopyranosyl-(1→4)-2-deoxy-2-fluoro-β-d-glucopyranosyl fluoride (GN2FG-F) were prepared using a divergent synthetic approach involving 10 steps. The key steps involved the preparation of 1-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-fluoro-α/β-d-glucopyranose using Selectfluor...
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