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. Author manuscript; available in PMC: 2012 Aug 15.
Published in final edited form as: Bioorg Med Chem Lett. 2011 Jun 22;21(16):4753–4757. doi: 10.1016/j.bmcl.2011.06.069

Figure 1.

Figure 1

(a) The proposed chemical mechanism for the sirtuin-catalyzed lysine Nε de(thio)acetylation reaction. When a ThAcK-containing suicide substrate (or mechanism-based inhibitor) (X = S) is used, the corresponding α-1′-S-alkylamidate intermediate is stalled along the reaction coordinate. ADP, adenosine diphosphate; B: refers to a general base. (b) Structural comparison of Nε-acetyl-lysine (AcK) and its analogs.