Fig. 14.
Flavoprotein alcohol oxidases carrying out net four electron oxidations: (a) structures of glycopeptides antibiotics vancomy cin, teicoplanin, and acetylglucosamine residue of A40926 in two discrete steps, via the aldehyde, A40926; (b) the flavoprotein oxidase Dbv29 oxidizes the C6-OH of the N-generating the GlcNAc-6-carboxylate product; capture of the aldehyde intermediate by long chain amines and oxidation of the hemiaminal adduct produces amide variant products with two long hydrophobic substituents that confer distinct antibiotic properties; (c) Aclacinomycin oxidase acts first as an alcohol to ketone oxidase on the terminal rhodinose sugar to yield cinerulose and then carries out an α,β-desaturation to the enone functionality in the terminal sugar L-aculose.