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. Author manuscript; available in PMC: 2018 Jul 19.
Published in final edited form as: Nat Prod Rep. 2018 Jul 18;35(7):660–694. doi: 10.1039/c8np00006a

Fig. 14.

Fig. 14

Biosynthesis of tunicamine-containing antibiotics. (a) Structures of a representative tunicamycin, corynetoxin and streptoviridin. The 11-carbon tunicamine structure is highlighted in red, and the unique C5′–C6′ in the blue ovals. (b) Proposed tunicamycin biosynthetic pathway. The only experimentally demonstrated steps are those catalyzed by TunA and TunF. TunB is proposed to catalyze free radical-mediated C–C bond formation between UDP-6-deoxy-5,6-ene-GalNAc (11) and uridine to form the tunicamine backbone of UDP-N-acetyltunicamine-uracil (12).