A fluorogenic substrate for redox-sensitive enzymes
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Dieosinediglutathione

Item No. 11547

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[(2′,4′,5′,7′-tetrabromo-3′,6′-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-5-yl)amino]thioxomethyl]-L-γ-glutamyl-L-cysteinyl-glycine, bimol. (2→2′)-disulfide, dipotassium salt
Synonyms
  • DiEGSSG
Molecular Formula
C62H44Br8N8O22S4 • 2K
Formula Weight
2098.7
Emission
545 nm
Excitation
525 nm
Formulation (Request formulation change)
A lyophilized powder
SMILES
OC1=C(Br)C(OC(C2=C3C4=CC=C(NC(N[C@@H](CCC(N[C@H](C(NCC(O)=O)=O)CSSC[C@@H](C(NCC(O)=O)=O)NC(CC[C@H](NC(NC5=CC=C(C(C(C=C(Br)C(O)=C6Br)=C6O7)=C8C7=C(Br)C(C(Br)=C8)=O)C(C(O)=O)=C5)=S)C([O-])=O)=O)=O)C([O-])=O)=S)C=C4C(O)=O)=C(Br)C(C(Br)=C2)=O)=C3C=C1Br.[K+].[K+]
InChi Code
InChI=1S/C62H46Br8N8O22S4.2K/c63-29-11-25-41(26-12-30(64)48(86)44(68)52(26)99-51(25)43(67)47(29)85)21-3-1-19(9-23(21)57(91)92)73-61(101)77-33(59(95)96)5-7-37(79)75-35(55(89)71-15-39(81)82)17-103-104-18-36(56(90)72-16-40(83)84)76-38(80)8-6-34(60(97)98)78-62(102)74-20-2-4-22(24(10-20)58(93)94)42-27-13-31(65)49(87)45(69)53(27)100-54-28(42)14-32(66)50(88)46(54)70;;/h1-4,9-14,33-36,85,87H,5-8,15-18H2,(H,71,89)(H,72,90)(H,75,79)(H,76,80)(H,81,82)(H,83,84)(H,91,92)(H,93,94)(H,95,96)(H,97,98)(H2,73,77,101)(H2,74,78,102);;/q;2*+1/p-2/t33-,34-,35-,36-;;/m0../s1
InChi Key
QRZQIVMBTFEZPX-SPRBZRACSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $336

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    Product Description

    Dieosinediglutathione (DiEGSSG) is a fluorogenic substrate for redox-sensitive enzymes.1,2,3 It exhibits low fluorescence due to self-quenching in its disulfide form, whereas its reduced form, eosin-glutathione (eosin-GSH), is highly fluorescent and displays excitation/emission maxima of 525/545 nm, respectively.1 DiEGSSG has been used to determine the activity of glutaredoxin 1 (Grx1) and Grx2, as well as thioredoxin 1 (Trx1) and thioredoxin reductase (TrxR), in cell-free assays.2,3 Reconstitute in 0.1M Potassium Phosphate buffer, pH 7.4, containing 1 mM EDTA.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Raturi, A., and Mutus, B. Characterization of redox state and reductase activity of protein disulfide isomerase under different redox environments using a sensitive fluorescent assay. Free Radic. Biol. Med. 43(1), 62-70 (2007).

    2. Coppo, L., Montano, S.J., Padilla, A.C., et al. Determination of glutaredoxin enzyme activity and protein S-glutathionylation using fluorescent eosin-glutathione. Anal. Biochem. 499, 24-33 (2016).

    3. Montano, S.J., Lu, J., Gustafsson, T.N., et al. Activity assays of mammalian thioredoxin and thioredoxin reductase: Fluorescent disulfide substrates, mechanisms, and use with tissue samples. Anal. Biochem. 449, 139-146 (2014).