Fig. 2 | Nature Communications

Fig. 2

From: Cyanobacterial antimetabolite 7-deoxy-sedoheptulose blocks the shikimate pathway to inhibit the growth of prototrophic organisms

Fig. 2

Structure and chemoenzymatic synthesis of 7-deoxy-sedoheptulose (7dSh, 1). a Chemoenzymatic synthesis of 7-deoxy-sedoheptulose (7dSh). Absolute configurations of stereo-centers are indicated. b Chemical structure of 7dSh in the furanose form with given assignments of coupling constants (gray). c (1–4) 1H NMR spectra of 7dSh (CD3OD, 600 MHz) chromatographically purified from supernatants of stationary phase cultures of S. elongatus (1, green), of the purified 7dSh from the supernatants of Streptomyces setonensis as control (2, red), and of enzymatically synthesized 7dSh (3, black). Predicted from assigned NMR-data (4, blue) of 7dSh in the 7-deoxy-d-altro-heptulofuranose form (Bruker, TopSpin software). Additional proton NMR signals in 1–3 give evidence for the dynamic forms of 7dSh in solution (open chain tautomers, ring conformers)

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