2-Difluoromethylene-4-methylenepentanoic Acid, A Paradoxical Probe Able To Mimic the Signaling Role of 2-Oxoglutaric Acid in Cyanobacteria

X.J. Liu (1) , H. Chen , E. Laurini , Y. Wang (1) , V. Dal Col , P. Posocco , F. Ziarelli , M. Fermeglia , C.C. Zhang , S. Pricl , Ling Peng (1)

1 CINaM - Centre Interdisciplinaire de Nanoscience de Marseille

2-Difluoromethylene-4-methylenepentanoic acid (DFMPA), a seemingly deviated analog of 2-oxoglutaric acid (2-OG), could surprisingly mimic its signaling function in cyanobacteria. Computer modeling revealed the favorable binding of DFMPA toward the 2-OG receptor, NtcA, via mutual conformational changes, suggesting that structural alteration of 2-OG is tolerated for it to exercise its signaling role. This extremely useful finding could be exploited for the design of affinity probes with which to study new 2-OG receptors in related signaling pathways.

Domaines: Chimie

X.J. Liu, H. Chen, E. Laurini, Y. Wang, V. Dal Col, et al.. 2-Difluoromethylene-4-methylenepentanoic Acid, A Paradoxical Probe Able To Mimic the Signaling Role of 2-Oxoglutaric Acid in Cyanobacteria. Organic Letters, 2011, 13 (11), pp.2924-2927. ⟨10.1021/ol2009544⟩. ⟨hal-00624846⟩