Synthesis of Fluorescent Ring-Fused 2-Pyridone Peptidomimetics

详细信息    查看全文

• 作者：K. Syam Krishnan ; Christoffer Bengtsson ; James A. D. Good ; Shamil Mirkhanov ; Erik Chorell ; Lennart B.-脜. Johansson ; Fredrik Almqvist
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：December 6, 2013
• 年：2013
• 卷：78
• 期：23
• 页码：12207-12213
• 全文大小：311K
• 年卷期：v.78,no.23(December 6, 2013)
• ISSN：1520-6904

文摘

Thiazolino fused 2-pyridone peptidomimetics are of significant biological importance due to their ability to interfere with adhesive fiber formation in uropathogenic Escherichia coli and oligomerization of amyloid fibers. We have developed an efficient synthetic route to fluorescent BODIPY analogues, with structural diversification from a key intermediate enabling introduction of C-2 substituents and late incorporation of the BODIPY moiety. A mild lithium halide mediated hydrolysis enabled preparation of peptidomimetic fluorophores with useful photophysical properties for further chemical biology applications.