Design and synthesis of fluorescent pilicides and curlicides: bioactive tools to study bacterial virulence mechanisms.
Design and synthesis of fluorescent pilicides and curlicides: bioactive tools to study bacterial virulence mechanisms.
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DOI：
10.1002/chem.201103936
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发表时间：
2012-04-10
影响因子：
4.3
通讯作者：
Almqvist, Fredrik
中科院分区：
文献类型：
--
作者：
Chorell, Erik;Pinkner, Jerome S.;Bengtsson, Christoffer;Edvinsson, Sofie;Cusumano, Corinne K.;Rosenbaum, Erik;Johansson, Lennart B. A.;Hultgren, Scott J.;Almqvist, Fredrik
杀菌剂和杀卷曲剂是分别阻止菌毛和卷曲毒力因子形成的化合物。为了促进这些化合物与菌毛和卷曲组装系统之间相互作用的研究，合成了荧光毛菌杀剂和卷曲杀剂。这是通过使用基于结构活性知识的策略实现的，其中环稠合二氢噻唑并 2-吡啶酮中心片段上的关键 pilicide 和 curicide 取代基被荧光团取代。根据菌毛和卷曲依赖性生物膜测定中的测量，所得的几种荧光化合物具有改善的活性。我们通过在拟肽 pilicide 和 Curicide 中心片段的两个位置引入香豆素和 4,4-二氟-4-bora-3a,4a-diaza-s-indacene (BODIPY) 荧光团来创建荧光 pilicide 和 curicide。在这些化合物存在下生长的尿路致病性大肠杆菌 (UPEC) 菌株 UTI89 的荧光图像表明，这些化合物与具有异质分布的细菌密切相关。
Pilicides and curlicides are compounds that block the formation of the virulence factors pili and curli, respectively. To facilitate studies of the interaction between these compounds and the pili and curli assembly systems, fluorescent pilicides and curlicides have been synthesized. This was achieved by using a strategy based on structure–activity knowledge, in which key pilicide and curlicide substituents on the ring-fused dihydrothiazolo 2-pyridone central fragment were replaced by fluorophores. Several of the resulting fluorescent compounds had improved activities as measured in pili- and curli-dependent biofilm assays. We created fluorescent pilicides and curlicides by introducing coumarin and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) fluorophores at two positions on the peptidomimetic pilicide and curlicide central fragment. Fluorescence images of the uropathogenic Escherichia coli (UPEC) strain UTI89 grown in the presence of these compounds shows that the compounds are strongly associated with the bacteria with a heterogeneous distribution.
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DOI：
10.1073/pnas.0812143106
发表时间：
2009-01-20
影响因子：
11.1
作者：
Nenninger, Ashley A.;Robinson, Lloyd S.;Hultgren, Scott J.
通讯作者：
Hultgren, Scott J.
影响因子：
3.6
作者：
Robinson, LS;Ashman, EM;Chapman, MR
通讯作者：
Chapman, MR
影响因子：
3.1
作者：
Schilling, JD;Lorenz, RG;Hultgren, SJ
通讯作者：
Hultgren, SJ
影响因子：
14.8
作者：
Cegelski, Lynette;Pinkner, Jerome S.;Hammer, Neal D.;Cusumano, Corinne K.;Hung, Chia S.;Chorell, Erik;Aberg, Veronica;Walker, Jennifer N.;Seed, Patrick C.;Almqvist, Fredrik;Chapman, Matthew R.;Hultgren, Scott J.
通讯作者：
Hultgren, Scott J.
影响因子：
11.8
作者：
Boucher, Helen W.;Talbot, George H.;Bartlett, John
通讯作者：
Bartlett, John