Selective labeling of living cells by a photo-triggered click reaction.
Selective labeling of living cells by a photo-triggered click reaction.
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DOI:
10.1021/ja9054096
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发表时间:
2009-11-04
影响因子:
15
通讯作者:
Popik VV
中科院分区:
文献类型:
--
作者:
Poloukhtine AA;Mbua NE;Wolfert MA;Boons GJ;Popik VV
Photo-triggering of the metal-free azide to acetylene cycloaddition reaction was achieved by masking the triple bond of dibenzocyclooctynes as cyclopropenone. Such masked cyclooctynes do not react with azides in the dark. Irradiation of cyclopropenones results in the efficient (Φ355 = 0.33) and clean regeneration of the corresponding dibenzocyclooctynes, which then undergo facile catalyst-free cycloadditions with azides to give corresponding triazoles under ambient conditions. In-situ light activation of a cyclopropenone linked to biotin made it possible to label living cells expressing glycoproteins containing N-azidoacetyl-sialic acid. The cyclopropenone-based photo-triggered click chemistry offers exciting opportunities to label living organisms in a temporally and spatially controlled manner and may facilitate the preparation of microarrays.
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影响因子:
15
作者:
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通讯作者:
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DOI:
10.1073/pnas.0811481106
发表时间:
2009-01-06
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