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3-hexanoyl-NBD Cholesterol (Synonyms: 3C6NBD Cholesterol)

Catalog No.GC42273

3-hexanoyl-NBD cholesterol is a fluorescently-tagged cholesterol derivative with the hydrophilic NBD fluorophore attached to carbon 3, at the hydrophilic end of cholesterol, separated by a 6-carbon spacer.

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3-hexanoyl-NBD Cholesterol Chemical Structure

Cas No.: 201731-19-3

Size Price Stock Qty
500μg
$116.00
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1mg
$221.00
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5mg
$932.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

3-hexanoyl-NBD cholesterol is a fluorescently-tagged cholesterol derivative with the hydrophilic NBD fluorophore attached to carbon 3, at the hydrophilic end of cholesterol, separated by a 6-carbon spacer. This design allows the cholesterol to properly orient in membrane bilayers while the fluorescent tag is presented outside of the bilayer. This should model the behavior of cholesterol in membranes better than the previously-used 25-NBD cholesterol, which positions NBD directly on the 25th carbon of cholesterol at the hydrophobic terminus. 3-hexanoyl-NBD cholesterol has excitation/emission maxima of 473/536 nm, respectively, in vesicles comprised of dioleolylphosphatidylcholine (DOPC), however, the maxima will vary depending on membrane composition. NBD has excitation/emission maxima of 465/535 nm, respectively. Fluorescently-tagged lipids have been used to study their interactions with proteins, their utilization by cells and liposomes, and for the development of assays for lipid metabolism.

Chemical Properties

Cas No. 201731-19-3 SDF
Synonyms 3C6NBD Cholesterol
Canonical SMILES [H]N(C1=CC=C([N+]([O-])=O)C2=NON=C12)CCCCCC(O[C@H](C3)CC[C@@]4(C)C3=CC[C@]5([H])[C@]4([H])CC[C@@]6(C)[C@@]5([H])CC[C@]6([H])[C@@](C)([H])CCCC(C)C)=O
Formula C39H58N4O5 M.Wt 662.9
Solubility DMF: 1 mg/ml,DMSO: 0.25 mg/ml,Ethanol: 1 mg/ml Storage Store at -20°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.5085 mL 7.5426 mL 15.0852 mL
5 mM 0.3017 mL 1.5085 mL 3.017 mL
10 mM 0.1509 mL 0.7543 mL 1.5085 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 23 reference(s) in Google Scholar.)

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