Millipore Sigma Vibrant Logo
Attention: We have moved. EMD Millipore products are no longer available for purchase on emdmillipore.com.Learn More

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

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 3-(7-Hydroxy-2-oxo-2H-chromen-3-ylcarbamoyl)acrylic acid methyl ester

595504
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
1173888-41-9C₁₄H₁₁NO₆

Products

Catalog NumberPackaging Qty/Pack
595504-10MG Glass bottle 10 mg
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
Global Trade Item Number
Catalog Number GTIN
595504-10MG 04055977189094

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 Protect from light
-20°C
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.