A fluorescently tagged cholesterol
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BODIPY 480/508-Cholesterol

Item No. 24618

Technical Information
Formal Name
(T-4)-[(3β)-24-(3,5-dimethyl-1H-pyrrol-2-yl-κN)-24-(3,5-dimethyl-2H-pyrrol-2-ylidene-κN)chol-5-en-3-olato]difluoro-boron
CAS Number
878557-19-8
Synonyms
  • BCh2
  • Green BODIPY-Cholesterol
Molecular Formula
C36H51BF2N2O
Formula Weight
Purity
≥98%
Emission
508 nm
Excitation
480 nm
A crystalline solid
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 0.5 mg/ml
λmax
243, 306, 496 nm
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC(C5=C(C)C=C(C)N5[B-]6(F)F)=C7[N+]6=C(C)C=C7C
InChi Code
InChI=1S/C36H51BF2N2O/c1-21(8-10-29-33-22(2)18-24(4)40(33)37(38,39)41-25(5)19-23(3)34(29)41)30-12-13-31-28-11-9-26-20-27(42)14-16-35(26,6)32(28)15-17-36(30,31)7/h9,18-19,21,27-28,30-32,42H,8,10-17,20H2,1-7H3/t21-,27+,28+,30-,31+,32+,35+,36-/m1/s1
InChi Key
CFFWELDLDWZNRO-ZVEUZXBYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    BODIPY 480/508-cholesterol is a biologically active and cell-permeable analog of cholesterol that is tagged with a fluorescent BODIPY group at carbon 24.1,2 It co-localizes with dehydroergosterol, a marker of cholesterol, in HeLa cells and is trafficked from the plasma membrane to the endocytic recycling compartment in BHK cells.2 BODIPY 480/508-cholesterol displays excitation/emission maxima of 480/508 nm, respectively, and has been used to monitor sterol uptake and inter-organelle sterol flux in cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, Z., Mintzer, E., and Bittman, R. First synthesis of free cholesterol-BODIPY conjugates. The Journal of Organic Chemistry 71(4), 1718-1721 (2006).

    2. Wüstner, D., Solanko, L., Sokol, E., et alQuantitative assessment of sterol traffic in living cells by dual labeling with dehydroergosterol and BODIPY-cholesterol. Chem. Phys. Lipids 164(3), 221-235 (2011).