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SML3717

Sigma-Aldrich

C11-BODIPY581/591

≥95% (HPLC)

Synonym(s):

(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, BODIPY 581/591 C11, BP-C11, Borate(1-), (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]-, hydrogen (1:1), C11 BODIPY(581/591), C11 BODIPY581/591, C11-BDP, C11-BODIPY, C11-BP

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About This Item

Empirical Formula (Hill Notation):
C30H35BF2N2O2
CAS Number:
217075-36-0
Molecular Weight:
504.42
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

brown to black

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Biochem/physiol Actions

C11-BODIPY581/591 is an oxidation-sensitive fluorophore whose maximal ex/em wavelengths shift from 581/591 nm (red) to 500/510 (green) upon lipid peroxidation (LPO). The probe incorporates readily into lipid membranes and is useful for detecting and quantifying LPO of cell-free lipid preparations as well as in live cells by fluorometer (fluorimeter), fluorescence confocal microscopy (dual ex at 488 & 568 nm, detection by 530/30 nm and 590/30 nm bandpass filters) and flow cytometry (ex/em 484/510 for green, ex/em 581/610 for red signal).

Caution

Hygroscopic

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ratio-fluorescence microscopy of lipid oxidation in living cells using C11-BODIPY(581/591)
Febs Letters, 453(3), 278-282 (1999)
Overexpression of ferroptosis defense enzyme Gpx4 retards motor neuron disease of SOD1G93A mice
Scientific Reports, 11(1), 12890-12890 (2021)
Delin Chen et al.
Nature communications, 12(1), 3644-3644 (2021-06-17)
Here, we identify iPLA2β as a critical regulator for p53-driven ferroptosis upon reactive oxygen species (ROS)-induced stress. The calcium-independent phospholipase iPLA2β is known to cleave acyl tails from the glycerol backbone of lipids and release oxidized fatty acids from phospholipids.

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