A ratiometric fluorescent indicator of lipid oxidation
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C11 BODIPY 581/591

Item No. 27086

Technical Information
Formal Name
(T-4)-difluoro[5-[[5-[(1E,3E)-4-phenyl-1,3-butadien-1-yl]-2H-pyrrol-2-ylidene-κN]methyl]-1H-pyrrole-2-undecanoato(2-)-κN1]-borate(1-), monohydrogen
CAS Number
217075-36-0
Molecular Formula
C30H34BF2N2O2 • H
Formula Weight
Purity
≥95%
Emission
591 nm (reduced), 510 nm (oxidized)
Excitation
581 nm (reduced), 500 nm (oxidized)
A solid
DMSO: 30 mg/mlMethanol: Slightly soluble
λmax
581 nm
SMILES
[F][B-]1([N+]2=C(/C=C/C=C/C3=CC=CC=C3)C=CC2=CC4=CC=C(CCCCCCCCCCC([O-])=O)[N]14)[F].[H+]
InChi Code
InChI=1S/C30H35BF2N2O2/c32-31(33)34-26(17-10-5-3-1-2-4-6-11-19-30(36)37)20-22-28(34)24-29-23-21-27(35(29)31)18-13-12-16-25-14-8-7-9-15-25/h7-9,12-16,18,20-24H,1-6,10-11,17,19H2,(H,36,37)/b16-12+,18-13+
InChi Key
KXOYQMUYGHQCBT-CMQZKQKJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C11 BODIPY 581/591 is a lipid-soluble ratiometric fluorescent indicator of lipid oxidation.1 Upon oxidation, its excitation maximum shifts from 581 to 500 nm and the emission maximum shifts from 591 to 510 nm. C11 BODIPY 581/591 has been used in the quantitation of ferroptosis.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pap, E.H.W., Drummen, G.P.C., Winter, V.J., et alRatio-fluorescence microscopy of lipid oxidation in living cells using C11-BODIPY581/591. FEBS Lett. 453(3), 278-282 (1999).

    2. Naguib, Y.M.A. A fluorometric method for measurement of peroxyl radical scavenging activities of lipophilic antioxidants. Anal. Biochem. 265(2), 290-298 (1998).

    Product Citations

    Yong, Y., Yan, L., Wei, J., et alA novel ferroptosis inhibitor, Thonningianin A, improves Alzheimer’s disease by activating GPX4. Theranostics 14(16), 6161-6184 (2024).

    Lien, T.S., Sun, D.-S., Hung, S.-C., et alDengue virus envelope protein domain III induces Nlrp3 inflammasome-dependent NETosis-mediated inflammation in mice. Front. Immunol. 12, 618577 (2021).