595504 Thiol Fluorescent Probe IV - CAS 1173888-41-9 - Calbiochem

595504
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Overview

Replacement Information

Key Specifications Table

Empirical FormulaCAS #
C₁₄H₁₁NO₆ 1173888-41-9

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595504-10MG
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      Glass bottle 10 mg
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      Description
      OverviewA 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 Number595504
      Brand Family Calbiochem®
      Synonyms3-(7-Hydroxy-2-oxo-2H-chromen-3-ylcarbamoyl)acrylic acid methyl ester
      References
      ReferencesYi, L., et al. 2009. Angew Chem. Int. Ed. Engl. 48, 4034.
      Product Information
      CAS number1173888-41-9
      FormBrown solid
      Hill FormulaC₁₄H₁₁NO₆
      Chemical formulaC₁₄H₁₁NO₆
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥98% by HPLC
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage -20°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsUse only fresh DMSO that for reconstitution. Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications

      Documentation

      Thiol Fluorescent Probe IV - CAS 1173888-41-9 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      Thiol Fluorescent Probe IV - CAS 1173888-41-9 - Calbiochem Certificates of Analysis

      TitleLot Number
      595504

      References

      Reference overview
      Yi, L., et al. 2009. Angew Chem. Int. Ed. Engl. 48, 4034.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision19-April-2011 RFH
      Synonyms3-(7-Hydroxy-2-oxo-2H-chromen-3-ylcarbamoyl)acrylic acid methyl ester
      DescriptionA 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).
      FormBrown solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1173888-41-9
      Chemical formulaC₁₄H₁₁NO₆
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage -20°C
      Protect from light
      Do Not Freeze Ok to freeze
      Special InstructionsUse only fresh DMSO that for reconstitution. Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesYi, L., et al. 2009. Angew Chem. Int. Ed. Engl. 48, 4034.