Faculty of Chemistry, Institute for Biological Chemistry & Centre for Microbiology and Environmental Systems Science, Department of Microbiology and Ecosystems Science, University of Vienna, Josef-Holaubek-Platz 2 (UZA II), 1090 Vienna, Austria.
Vienna Doctoral School in Chemistry (DoSChem), University of Vienna, Währinger Str. 42, 1090 Vienna, Austria.
Org Biomol Chem. 2023 Jun 28;21(25):5158-5163. doi: 10.1039/d3ob00710c.
The quinolone signal (PQS) is an important quorum sensing signal controlling virulence of the human pathogen . PQS also exhibits multiple additional biological functions for . , including the trapping of ferric iron. The PQS-motif has proven as privileged structure with great potential which is why we here explored the synthesis of two different types of crosslinked dimeric PQS-motifs as potential iron chelators. These compounds indeed chelated ferric iron and produced colorful and fluorescent complexes also with other metal ions. Inspired by these results, we revisited the metal ion binding capabilities of the natural product PQS and were able to detect further metal complexes beyond ferric iron and confirm the complex stoichiometry by mass spectrometry.
喹诺酮信号(PQS)是一种重要的群体感应信号,控制着人类病原体的毒力。PQS 还表现出多种额外的生物学功能,包括铁离子的捕获。PQS 基序已被证明是一种具有巨大潜力的特权结构,这就是为什么我们在这里探索合成两种不同类型的交联二聚体 PQS 基序作为潜在的铁螯合剂。这些化合物确实螯合了三价铁,并产生了彩色和荧光复合物,也与其他金属离子结合。受这些结果的启发,我们重新研究了天然产物 PQS 的金属离子结合能力,并能够检测到除三价铁以外的进一步金属配合物,并通过质谱法确认配合物的化学计量。