A fluorescent cholesterol derivative
Related Products And Services
Alternative(s)
3013622-NBD Cholesterol
Unlabeled Version(s)
9003100Cholesterol39448Cholesterol (plant)39088Cholesterol (solution)
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25-NBD Cholesterol

Item No. 24617

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10,13-dimethyl-17-(6-(methyl(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)heptan-2-yl)-2,3S,4,7,8S,9S,10R,11,12,13R,14S,15,16,17R-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular Formula
C33H48N4O4
Formula Weight
564.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
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(C)CCCC(N(C)C5=CC=C([N+]([O-])=O)C6=NON=C56)C
InChi Code
InChI=1S/C33H48N4O4/c1-20(7-6-8-21(2)36(5)28-13-14-29(37(39)40)31-30(28)34-41-35-31)25-11-12-26-24-10-9-22-19-23(38)15-17-32(22,3)27(24)16-18-33(25,26)4/h9,13-14,20-21,23-27,38H,6-8,10-12,15-19H2,1-5H3/t20?,21?,23-,24-,25+,26-,27-,32-,33+/m0/s1
InChi Key
RMGLSQAGXRZCPZ-KYDGSCRASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $199

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    5 mg

    $448

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    Product Description

    25-NBD cholesterol is a fluorescently labeled form of cholesterol. NBD has excitation/emission maxima of 465/535 nm, respectively. Fluorescently labeled cholesterol has been used to study cholesterol uptake, metabolism, and membrane distribution in vitro and cholesterol absorption in hamsters.1,2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Faletrov, Y., Brzostek, A., Plocinska, R., et al. Uptake and metabolism of fluorescent steroids by mycobacterial cells. Steroids 117, 29-37 (2017).

    2. Frolov, A., Petrescu, A., Atshaves, B.P., et al. High density lipoprotein-mediated cholesterol uptake and targeting to lipid droplets in intact L-cell fibroblasts. A single- and multiphoton fluorescence approach. The Journal of Biological Chemisty 275(17), 12769-12780 (2000).

    3. Ramirez, D.M.C., Ogilvie, W.W., and Johnston, L.J. NBD-cholesterol probes to track cholesterol distribution in model membranes. Biochim. Biophys. Acta 1798(3), 558-568 (2010).

    4. Sparrow, C.P., Patel, S., Baffic, J., et al. A fluorescent cholesterol analog traces cholesterol absorption in hamsters and is esterified in vivo and in vitro. J. Lipid Res. 40(10), 1747-1757 (1999).