NBD-Stearoyl-2-Arachidonoyl-sn-glycerol Exclusive

Cayman Chemical Item Number 10011300

NBD-SAG

NBD-Stearoyl-2-Arachidonoyl-sn-glycerol

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Description

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

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).

Synonyms
  • NBD-SAG
Formal Name N-​[7-​(4-​nitrobenz-​2-​oxa-​1,​3-​diazole)]-​1-​octadecanoyl-​2-​(52,​82,​112,​142)-​eicosatetraenoyl-​sn-​glycerol
Molecular Formula C47H74N4O8
Formula Weight 823.1
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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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
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​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
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PAKHIXWGWLKVNM-PRWNNGACSA-N

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Size Price Quantity Subtotal
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
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Cart Total $0.00

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Pricing updated 2014-04-16. Prices are subject to change without notice.

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

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