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Boron based dynamic bonding: an emerging construction tool for Chemical Biology

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Recent appreciation for the unique Boron-Nitrogen bond properties triggered a burgeoning interest for this motif. B-N bonds have been extensively exploited to construct self-assembled molecularly defined nanostructures, polymeric materials and sensors. Recently, the isosterism between B-N and C-C bonds was also recognized as a powerful tool to tune the properties of organic molecules. In this communication, will be presented the use of this bonding motif to create useful heterocyclic compounds with natural-product like structures and to efficiently modify proteins promoting the assemblage of therapeutically useful conjugates.

Key publications for this presentation:

1. “Targeting Cancer Cells with Folic Acid-Iminoboronate Fluorescent Conjugates” P. M. S. D. Cal, R. F. M. Frade, V. Chudasama, C. Cordeiro, S. Caddick, P. M. P. Gois Chem. Comm. 2014, 50, 5261-5263. 2. “Iminoboronates: A New Strategy for Reversible Protein Modification” P. M. S. D. Cal, J. B. Vicente, E. Pires, A. V. Coelho, L. F. Veiros, C. Cordeiro, P. M. P. Gois J. Am. Chem. Soc. 2012, 134, 10299. 3. “Discovery of new heterocycles with activity against human neutrophile elastase based on a boron promoted one-pot assembly reaction” F. Montalbano, P. M. S. D. Cal, M. A. B. R. Carvalho, L. M. Gonçalves, S. D. Lucas, R. C. Guedes, L. F. Veiros, R. Moreira, P. M. P. Gois Org. Biomol. Chem. 2013, 11, 4465–4472. 4. “Four Component Assembly of Chiral N-B Heterocycles with a Natural Product Like Framework” F. Montalbano, N R . Candeias, L. F. Veiros, V. André, M. T. Duarte, M. R. Bronze, R. Moreira, P. M. P. Gois, Org. Lett., 2012, 14, 988-991.

This talk is part of the Biological Chemistry Research Interest Group series.

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