Mimicking the 2-oxoglutaric acid signalling function using molecular probes: insights from structural and functional investigations

2-Oxoglutaric acid (2-OG) has gained considerable attention because of its newly discovered signalling role in addition to its established metabolic functions. With the aim of further exploring the signalling function of 2-OG, here we present a structure-activity relationship study using 2-OG probes...

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Published in:Organic & biomolecular chemistry 2014-07, Vol.12 (26), p.4723-4729
Main Authors: Wang, Yang, Liu, Xinjun, Laurini, Erik, Posocco, Paola, Ziarelli, Fabio, Fermeglia, Maurizio, Qu, Fanqi, Pricl, Sabrina, Zhang, Cheng-Cai, Peng, Ling
Format: Article
Language:English
Subjects:
Anabaena - metabolism
DNA - metabolism
Ketoglutaric Acids - metabolism
Molecular Dynamics Simulation
Molecular Probes - chemical synthesis
Molecular Probes - chemistry
Molecular Probes - metabolism
Proton Magnetic Resonance Spectroscopy
Signal Transduction
Structure-Activity Relationship
Thermodynamics
Transcription Factors - metabolism
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cited_by cdi_FETCH-LOGICAL-c321t-c14a8409cbf95c10488ecbb5cdd178208d332ca5170ed406aca267b4dfbb48513
cites cdi_FETCH-LOGICAL-c321t-c14a8409cbf95c10488ecbb5cdd178208d332ca5170ed406aca267b4dfbb48513
container_end_page 4729
container_issue 26
container_start_page 4723
container_title Organic & biomolecular chemistry
container_volume 12
creator Wang, Yang
Liu, Xinjun
Laurini, Erik
Posocco, Paola
Ziarelli, Fabio
Fermeglia, Maurizio
Qu, Fanqi
Pricl, Sabrina
Zhang, Cheng-Cai
Peng, Ling
description 2-Oxoglutaric acid (2-OG) has gained considerable attention because of its newly discovered signalling role in addition to its established metabolic functions. With the aim of further exploring the signalling function of 2-OG, here we present a structure-activity relationship study using 2-OG probes bearing different carbon chain lengths and terminal groups. Our results highlight the importance of the five-membered carbon molecular skeleton and of the two carboxylic terminals in maintaining the signalling functions of the parent molecule 2-OG. These findings provide valuable information for designing new, effective molecular probes able to dissect and discriminate the newly discovered, complex signalling role of 2-OG from its canonical activity in metabolism.
doi_str_mv 10.1039/c4ob00630e
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subjects Anabaena - metabolism
DNA - metabolism
Ketoglutaric Acids - metabolism
Molecular Dynamics Simulation
Molecular Probes - chemical synthesis
Molecular Probes - chemistry
Molecular Probes - metabolism
Proton Magnetic Resonance Spectroscopy
Signal Transduction
Structure-Activity Relationship
Thermodynamics
Transcription Factors - metabolism
title Mimicking the 2-oxoglutaric acid signalling function using molecular probes: insights from structural and functional investigations
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