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Selective deuteration reveals that GntC does not deprotonate the γ-position of substrate 1. (A) Synthesis of selectively γ-deuterated substrate 1-dγ. (B) UPLC-MS spectra for l-FDAA-derivatized substrates (1 and 1-dγ; left) and products (2 and 2-dγ; right) in the absence and presence of in vitro GntC. The increase of +1 Da in product 2-dγ supports that the γ-deuterium atom is retained throughout the GntC mechanism.
