(A) Chemoenzymatic synthesis of AltNAc4NAz (75), a chemical reporter for pseudaminic acid-containing flagellin glycoprotein in C. jejuni. (B) Analysis of AltNAc4NAz-labeled flagellin from C. jejuni by Western blot. Wild-type or PseG-deficient C. jejuni were grown on agar containing 75, reacted with phosphine-biotin, lysed, and probed by streptavidin-horseradish peroxidase (HRP) or anti-flagellin Western blot. For streptavidin-HRP blot: lane 1, C. jejuni ΔpseG + 75; lane 2, C. jejuni ΔpseG no probe; lane 3, C. jejuni wild type no probe; lane 4, C. jejuni wild type + 75. For anti-flagellin blot: lane 1, C. jejuni ΔpseG + 75; lane 2, C. jejuni ΔpseG no probe; lane 3, C. jejuni wild type no probe. Reprinted with permission from ref 202. Copyright 2009 Wiley-VCH.