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Empirical Formula | CAS # |
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C₁₄H₁₁NO₆ | 1173888-41-9 |
Description | |
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Overview | A cell-permeable, practically non-fluorescent (Φ0 = 0.001) coumarin cis-acrylate derivative that exhibits a 470-fold increase in fluorescence property (Φ = 0.47; Ex. 400 nm, Em. 465 nm) upon an 1:1 Michael adduct formation with thiol/sulfhydryl and acts as a fast-reacting (t1/2 = 3 msec with 50 µM probe and 50 mM 2-ME at t = 0), highly sensitive (Detection limit ≤0.5 nM GSH with 100 nM probe), and thiol-specific fluorogenic probe, displaying high reactivity toward 2-ME, GSH, and Cysteine, but not non-thiol-containing GSSG or Cystine. A more sensitive alternative to Coomassie Blue in staining of BSA on SDS-PAGE gels and has been applied successfully in fluorescent labeling cellular thiols in intact HEK293 cells as well as in detecting glutathione reductase activity in cell-free enzymatic assays. ThioGlo®1 (Cat. No. 595501), ThioGlo®3, and ThioGlo®5, in comparison, exhibit much lower fluorescence quantum yield increases upon reaction with thiol (61-, 156-, and 28-fold increase, respectively). |
Catalogue Number | 595504 |
Brand Family | Calbiochem® |
Synonyms | 3-(7-Hydroxy-2-oxo-2H-chromen-3-ylcarbamoyl)acrylic acid methyl ester |
References | |
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References | Yi, L., et al. 2009. Angew Chem. Int. Ed. Engl. 48, 4034. |
Product Information | |
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CAS number | 1173888-41-9 |
Form | Brown solid |
Hill Formula | C₁₄H₁₁NO₆ |
Chemical formula | C₁₄H₁₁NO₆ |
Structure formula Image |
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Purity | ≥98% by HPLC |
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Packaged under inert gas | Packaged under inert gas |
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