2009
DOI: 10.1021/ol901951h
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Colorimetric Detection of Thiols Using a Chromene Molecule

Abstract: A new thiol-containing colorimetric probe has been developed by using a chromene derivative, 7-nitro-2,3-dihydro-1H-cyclopenta[b]chromen-1-one (1). The molecule exhibited high selectivity and sensitivity for detecting thiol species as cysteine, homocysteine, and glutathione in aqueous solution through a rapid visual color change from colorless to yellow.

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Cited by 132 publications
(49 citation statements)
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“…As one example, the high sensitivity of the absorption peak shift caused by addition of the thiol molecules (Fig. 4B), is comparable to what can be achieved with colorimetric organic dyes (42). The general concept of introducing a thin layer of differing conductivity from the core could also be useful in other areas such as surfaceenhanced Raman spectroscopy (SERS), fluorescence, energy harvesting, and even catalysis.…”
Section: Discussionmentioning
confidence: 83%
“…As one example, the high sensitivity of the absorption peak shift caused by addition of the thiol molecules (Fig. 4B), is comparable to what can be achieved with colorimetric organic dyes (42). The general concept of introducing a thin layer of differing conductivity from the core could also be useful in other areas such as surfaceenhanced Raman spectroscopy (SERS), fluorescence, energy harvesting, and even catalysis.…”
Section: Discussionmentioning
confidence: 83%
“…105 The bathochromic shift of the absorption band was explained by a thiol-mediated cleavage of the electron-withdrawing sulfonyl group of The second example uses a chromene derivative (67) (Figure 23). 106 In the presence of cysteine (HEPES, pH 7.0), the absorption peak at 292 nm of probe 67 decreases and a new peak appeared at 405 nm (change in colour from colourless to yellow). The effect caused by Cys was highly selective and for instance the authors report that solutions containing other amino acids (Ala, Arg, Asn, Asp, Gln, Glu, Gly, …”
mentioning
confidence: 99%
“…To this end, various analytical procedures (e.g., electrochemistry [9,10], high-performance liquid chromatography [11], fluorimetric [12], and spectrophotometry [13]) were developed to detect of the biological thiols. Beside of their good capabilities for detection of different thiols, these methods often suffer from a variety of disadvantages, such as use of sophisticated, expensive instruments and time consuming techniques also require derivatization with synthetic chemodosimeters [14,15].…”
Section: Introductionmentioning
confidence: 99%