4.7 Article

Novel organoboron complexes with robust core: Synthesis, functionalization, and subcellular targeting

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BIOORGANIC CHEMISTRY
卷 138, 期 -, 页码 -

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ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.bioorg.2023.106662

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Organoboron complexes; Seven-membered ring; Post-functionalization; TD-DFT calculations; Subcellular targeting

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A new molecular platform, boron indolin-3-one-pyrrol (BOIN3OPY), was developed via a two-step sequential reaction. The dyes produced from this platform exhibit an N,O-bidentate seven-membered ring center, significantly redshifted absorption, and a larger Stokes shift compared to standard BODIPY. This study establishes a new molecular platform that provides more flexibility for the functional regulation of dyes.
The construction of novel organoboron complexes with facile synthesis and unique advantages for biological imaging remains a challenge and thus has garnered considerable attention. Herein, we developed a new molecular platform, boron indolin-3-one-pyrrol (BOIN3OPY) via a two-step sequential reaction. The molecular core is robust enough to allow for post-functionalization to produce versatile dyes. When compared to the standard BODIPY, these dyes feature an N,O-bidentate seven-membered ring center, significantly redshifted absorption, and a larger Stokes shift. This study establishes a new molecular platform that provides more flexibility for the functional regulation of dyes.

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