NBD-Stearoyl-2-Arachidonoyl-sn-glycerol
Item № 10011300
Purity ≥95%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
500 µg $92.00 $0.00
1 mg $175.00 $0.00
5 mg $736.00 $0.00
10 mg $1,288.00 $0.00

Pricing updated 2015-09-02. Prices are subject to change without notice.

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Description
Synonyms
  • NBD-SAG

1-Stearoyl-2-arachidonoyl-sn-glycerol is a diacylglycerol (DAG) that contains stearic acid in the sn-1 site and arachidonic acid at the sn-2 position of the glycerol backbone, as is commonly found in DAG from biological phospholipids. NBD-Stearoyl-2-arachidonoyl-sn-glycerol has the fluorophore nitrobenzoxadiazole (NBD) attached to the ω-end of the stearoyl chain of 1-stearoyl-2-arachidonoyl-sn-glycerol. 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.1,2,3,4,5

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Technical Information
Formal Name N-​[7-​(4-​nitrobenz-​2-​oxa-​1,​3-​diazole)]-​1-​octadecanoyl-​2-​(5Z,​8Z,​11Z,​14Z)-​eicosatetraenoyl-​sn-​glycerol
Synonyms
  • NBD-SAG
Molecular Formula C47H74N4O8
Formula Weight 823.1
Purity ≥95%
Formulation A solution in ethanol
λmax 228, 332, 465 nm
SMILES OC[C@H]​(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)​=O)​COC(CCCCCCCCCCCCCCCCCNC1=CC=C([N+]​([O-]​)​=O)​C2=NON=C12)​=O
InChI Code ​1S/C47H74N4O8/c1-2-3-4-5-6-7-8-9-10-11-13-17-20-23-26-29-32-35-45(54)​58-41(39-52)​40-57-44(53)​34-31-28-25-22-19-16-14-12-15-18-21-24-27-30-33-38-48-42-36-37-43(51(55)​56)​47-46(42)​49-59-50-47/h6-7,9-10,13,17,23,26,36-37,41,48,52H,2-5,8,11-12,14-16
InChI Key PAKHIXWGWLKVNM-PRWNNGACSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 110 Kb PDF

Download Safety Data Sheet (SDS) 28 Kb PDF

Download free InChI Key generation software

Additional Information

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References & Background Reading
Product Description References

1. Kumagai, K., Yasuda, S., Okemoto, K., et al. CERT mediates intermembrane transfer of various molecular species of ceramides. J Biol Chem 280(8) 6488-6495 (2005).

2. Luo, M., Jones, S.M., Peters-Golden, M., et al. Nuclear localization of 5-lipoxygenase as a determinant of leukotriene B4 synthetic capacity. Proc Natl Acad Sci USA 100(21) 12165-12170 (2003).

3. Moreno, M.J., Estronca, L.M.B.B., and Vaz, W.L.C. Translocation of phospholipids and dithionite permeability in liquid-ordered and liquid-disordered membranes. Biophys J 91 873-881 (2006).

4. Loidl, A., Claus, R., Deigner, H.P., et al. High-precision fluorescence assay for sphingomyelinase activity of isolated enzymes and cell lysates. J Lipid Res 43 815-823 (2002).

5. Tani, M., Okino, N., Mitsutake, S., et al. Specific and sensitive assay for alkaline and neutral ceramidases involving C12-NBD-ceramide. J Biochem 125 746-749 (1999).

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