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. 2019 May 7;8:e44352. doi: 10.7554/eLife.44352

Figure 1. Structure elucidation of DdTPS8 product and biosynthetic mechanism.

(A) Structure of discoidol. (B) Contiguous spin systems indicated by bold lines observed in discoidol by 1H,1H-COSY NMR, single headed arrows indicate diagnostic HMBC correlations. (C) important NOESY correlations that are indicated by double headed arrows observed in discoidol. (D) biosynthetic mechanism from farnesyl diphosphate (FDP) to discoidol catalyzed by DdTPS8. See also Figure 1—figure supplements 1–4.

Figure 1.

Figure 1—figure supplement 1. Determination of the absolute configuration of discoidol.

Figure 1—figure supplement 1.

Figure 1—figure supplement 2. Investigation of the reprotonation step in the cyclization mechanism of discoidol.

Figure 1—figure supplement 2.

Figure 1—figure supplement 3. Investigation of the 1,2-hydride migration by incubation of (3–13C,2–2H)FDP with DdTPS8.

Figure 1—figure supplement 3.

Figure 1—figure supplement 4. Incubation experiments with (12–13C)FDP and (13–13C)FDP and DdTPS8.

Figure 1—figure supplement 4.