A thiol-reactive fluorescent probe
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ThioGlo1

Item No. 13235

Technical Information
Formal Name
10-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-9-methoxy-3-oxo-H-naphtho[2,1-b]pyran-2-carboxylic acid, methyl ester
CAS Number
137350-66-4
Synonyms
  • ThioGlo-1
Molecular Formula
C20H13NO7
Formula Weight
Purity
≥95%
Emission
513 nm
Excitation
384 nm
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.50 mg/ml
λmax
216, 238, 244 nm
SMILES
COC1=CC=C(C=CC(O2)=C3C=C(C(OC)=O)C2=O)C3=C1N4C(C=CC4=O)=O
InChi Code
InChI=1S/C20H13NO7/c1-26-14-6-4-10-3-5-13-11(9-12(19(24)27-2)20(25)28-13)17(10)18(14)21-15(22)7-8-16(21)23/h3-9H,1-2H3
InChi Key
NLQBAJWAMARDBZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    ThioGlo1 is a thiol-reactive fluorescent probe.1,2,3 Upon reaction with a thiol group, a fluorescent adduct is formed that displays excitation/emission maxima of 384/513 nm, respectively.2,3 It also reacts with sulfite to form a fluorescent adduct with similar spectral characteristics, and interference from sulfite during thiol determination must be accounted for using secondary methods. ThioGlo1 has been used to monitor the oxidative stability of beer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, J.-R., and Langmuir, M.E. Synthesis and properties of a maleimide fluorescent thiol reagent derived from a naphthopyranone. J. Heterocycl. Chem. 28(5), 1177-1180 (1991).

    2. Hoff, S., Larsen, F.S., Anderson, M.L., et alQuantification of protein thiols using ThioGlo 1 fluorescent derivatives and HPLC separation. Analyst 138(7), 2096-2103 (2013).

    3. Lund, M.N., and Andersen, M.L. Detection of thiol groups in beer and their correlation with oxidative stability. J. Am. Soc. Brew. Chem. 69(3), 163-169 (2011).