Skip to main content
. Author manuscript; available in PMC: 2009 Dec 22.
Published in final edited form as: Angew Chem Int Ed Engl. 2008;47(51):9814–9859. doi: 10.1002/anie.200801204

Figure 11. Novel indolocarbazoles generated by combinatorial biosynthesis in Streptomyces albus.

Figure 11

The indolocarbazoles rebeccamycin (267) and staurosporine (193) both contain unusual N-glycosidic linkages. Staurosporine biosynthesis was reconstituted in Streptomyces albus by expressing genes required for the formation of the staurosporine aglycone (268), genes encoding production of different deoxysugars (34, 61, 65, 78, and 79), along with the N-GT (StaG) and the P450 enzyme (StaN) responsible for the oxidative crosslinking between C5′ of the sugar and the N-12 atom of the aglycone. While StaG coupled both l- and d-sugars to 268, only the l-sugars could be oxidatively crosslinked by StaN to give 193 and 274–277.