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. Author manuscript; available in PMC: 2020 Feb 6.
Published in final edited form as: J Am Chem Soc. 2019 Jan 24;141(5):1961–1969. doi: 10.1021/jacs.8b10521

Scheme 1.

Scheme 1.

Bimodular extender unit competition assay. The two final Pik modules are incubated with the synthetic pentaketide chain mimic 10 and a mixture of the native extender 8 and an equimolar amount of one of 9a-d in vitro. Products 1, 3a-d, and 4a-d are produced when the PikAIII-extended chain bypasses module 6 and is cyclized by the TE. Products 4a-d bypass the KR domain in PikAIII. Non-reduced products derived from the native extender 8 were not observed. NADPH was produced in situ with an NADPH regeneration system. Product distributions shown are for the wild-type system and are calculated separately for one- and two-extension products. Error was ± 5% of indicated value.