Effect of extended conjugation with a phenylethynyl group on the fluorescent properties of water-soluble arylboronic acids

Effect of extended conjugation with a phenylethynyl group on the fluorescent properties of water-soluble arylboronic acids

Boronic acids that change fluorescent properties upon sugar binding are very important reporter units for the development of small molecule lectin mimics (boronolectins). Aimed at developing long wavelength fluorescent boronic acid reporter compounds, we have designed and synthesized a series of bor...

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Veröffentlicht in:Tetrahedron 2007-06, Vol.63 (25), p.5427-5436
Hauptverfasser: Zheng, Shi-Long, Lin, Na, Reid, Suazette, Wang, Binghe
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container_issue 25
container_start_page 5427
container_title Tetrahedron
container_volume 63
creator Zheng, Shi-Long
Lin, Na
Reid, Suazette
Wang, Binghe
description Boronic acids that change fluorescent properties upon sugar binding are very important reporter units for the development of small molecule lectin mimics (boronolectins). Aimed at developing long wavelength fluorescent boronic acid reporter compounds, we have designed and synthesized a series of boronic acid analogs 2a-d with an extended π conjugation. Such designs are based on earlier fluorescent boronic acids that change fluorescent properties upon sugar binding. Compared with the corresponding parent chromophores, these new compounds with extended conjugations show longer excitation and emission wavelengths as designed. The patterns of fluorescent changes for the new compounds are also different from that of the corresponding parent compounds.
doi_str_mv 10.1016/j.tet.2007.04.035
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title Effect of extended conjugation with a phenylethynyl group on the fluorescent properties of water-soluble arylboronic acids
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