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. 2003 Dec;67(4):686–723. doi: 10.1128/MMBR.67.4.686-723.2003

FIG. 6.

FIG. 6.

Formation of the acyl phosphodiester intermediate. Stabilization by hydrogen bonding of the C-2 hydroxyl of glycerol increases the electrophilicity of the carbonyl carbon. Protonation of the d-alanyl ester would result in ion pair formation with the phosphodiester and thus would inhibit the formation of the intermediate.