Structural requirements of 2-oxoglutaric acid analogues to mimic its signaling function.

Xinjun Liu, Yang Wang, Erik Laurini, Paola Posocco, Han Chen, Fabio Ziarelli, Annick Janicki, Fanqi Qu, Maurizio Fermeglia, Sabrina Pricl, Cheng-Cai Zhang, Ling Peng

Index: Org. Lett. 15(18) , 4662-5, (2013)

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Abstract

A 2-oxoglutaric acid (2-OG) probe bearing a methylene group introduced at the C4 position and a vinyl group to replace the carbonyl group at the C2 position elicited characteristic affinity for NtcA, the 2-OG receptor, while maintaining the signaling function of the parent natural metabolite 2-OG. This discovery opens new perspectives in the design, synthesis, and implementation of specific 2-OG analogues as molecular probes for investigating the complex 2-OG signaling pathways.