4.8 Article

Highly Fluorescent and Specific Molecular Probing of (Homo)Cysteine or Superoxide: Biothiol Detection Confirmed in Living Neuronal Cells

Journal

ORGANIC LETTERS
Volume 15, Issue 14, Pages 3630-3633

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401480w

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Funding

  1. National Research Foundation (NRF) [2010-0013660, 2011-0017280]
  2. National Research Foundation of Korea [2010-0013660] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Chemodosimetric action in detection of cysteine and homocysteine (310- and 290-fold) and superoxide inputs (336-fold increase) gives significant fluorescence intensity increases. Detection limits of 2.13 x 10(-5) M, 1.37 x 10(-5) M, and 2.71 x 10(-5) M, respectively, are biorelevant and are consistent with OR logic gating, demonstrated in intracellular biothiol detection in neuronal cells by way of novel fluorescein derivatization. As per our knowledge, this is the first example of a novel fluorescent probe based on the nucleophilic substitution reaction of biothiols and superoxide through ester cleavage.

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