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. Author manuscript; available in PMC: 2008 Oct 29.
Published in final edited form as: Chembiochem. 2008 Sep 22;9(14):2295–2304. doi: 10.1002/cbic.200800299

Scheme 1.

Scheme 1

Chemical structures of A) mithramycin (1), premithramycinone (2), premithramycin A1 (3), and mithramycin derivatives with altered glycosylation profiles produced by recombinant strains of B) S. argillaceus wild-type and C) S. argillaceus M7U1. Demycarosyl-mithramycin (4), dideolivosyl-6-β-d-amicetosyl-mithramycin (5), demycarosyl-3D-β-d-digitoxosyl-mithramycin (6), deoliosyl-demycarosyl-3C-β-d-boivinosyl-mithramycin (7), deoliosyl-3C-β-d-mycarosyl-mithramycin (8), deoliosyl-demycarosyl-3C-β-d-olivosyl-3D-β-d-digitoxosyl-mithramycin (9), dideolivosyl-6-β-d-amicetosyl-deoliosyl-3C-β-d-olivosyl-mithramycin (10), dideolivosyl-6-β-d-amicetosyl-deoliosyl-demycarosyl-3C-β-d-olivosyl-3D-β-d-digitoxosyl-mithramycin (11), and dideolivosyl-6-β-d-amicetosyl-deoliosyl-demycarosyl-3C-β-d-boivinosyl-mithramycin (12). Structural differences from mithramycin are highlighted with gray circles.