Fluorescent Probes for the Selective Detection of Cysteine in Water

Hae Jo Kim

doi:10.4028/www.scientific.net/KEM.605.19

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HomeKey Engineering MaterialsKey Engineering Materials Vol. 605Fluorescent Probes for the Selective Detection of...

Fluorescent Probes for the Selective Detection of Cysteine in Water

Abstract:

Two novel fluorescent chemodosimeters will be presented for the selective detection of cysteine over homocysteine and glutathione in aqueous solvent. First, a rhodamine-based fluorescent probe (1) will be reported. Masked with a para-hydroxybenzyl alcohol (HBA) unit, probe 1 initially showed a weak fluorescence but displayed a strong fluorescence through a series of reactions of Michael addition and intramolecular cyclization of cysteine, followed by deprotection of HBA. The caged probe (1) exhibited a selective and sensitive response toward cysteine over homocysteine and glutathione in HEPES buffer. Secondly, a fluorescein-based fluorescent probe will be discussed. A bromoacetyl functionalized fluorescein chemodosimeter (2) was utilized as a fluorescent probe for cysteine. The probe showed a selective and sensitive response to cysteine over homocysteine and glutathione in aqueous buffer through a rapid cyclization reaction. When cysteine was added, a fast fluorescence turn-on change of 2 was observed and applied to the in-vivo imaging of cysteine.

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Periodical:

Key Engineering Materials (Volume 605)

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19-22

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https://doi.org/10.4028/www.scientific.net/KEM.605.19

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Online since:

April 2014

Authors:

Hae Jo Kim*

Keywords:

Chemodosimeter, Cyclization, Cysteine, Fluorescein, Rhodamine

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