A fluorescently tagged diacylglycerol
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1-NBD-decanoyl-2-decanoyl-sn-Glycerol

Item No. 9000341

Technical Information
Formal Name
1-NBD-1,2-bis(O-decanoyl-sn-glycerol)
CAS Number
2309189-98-6
Molecular Formula
C29H46N4O8
Formula Weight
Purity
≥98%
A 5 mg/ml solution in ethanol
DMF: 10 mg/mlDMSO: 3 mg/mlEthanol: 10 mg/ml
λmax
229, 334, 464 nm
SMILES
CCCCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCNc1ccc([N](=O)O)c2nonc12
InChi Code
InChI=1S/C29H46N4O8/c1-2-3-4-5-7-11-14-17-27(36)40-23(21-34)22-39-26(35)16-13-10-8-6-9-12-15-20-30-24-18-19-25(33(37)38)29-28(24)31-41-32-29/h18-19,23,30,34H,2-17,20-22H2,1H3/t23-/m0/s1
InChi Key
ITRQGXURHCHLOH-QHCPKHFHSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    1-NBD-decanoyl-2-decanoyl-sn-glycerol has the fluorophore nitrobenzoxadiazole (NBD) attached to the ω-end of the terminal decanoyl chain of the model diacylglycerol (DAG), 1,2-didecanoyl-sn-glycerol. 1-NBD-decanoyl-2-decanoyl-sn-glycerol is likely to have excitation/emission maxima of approximately 470/541 nm, respectively, based on the maxima of various NBD-labeled phospholipids.1 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.2,3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mazères, S., Schram, V., Tocanne, J.F., et al7-nitrobenz-2-oxa-1,3-diazole-4-yl-labeled phospholipids in lipid membranes: Differences in fluorescence behavior. Biophys J. 71(1), 327-335 (1996).

    2. Kumagai, K., Yasuda, S., Okemoto, K., et alCERT mediates intermembrane transfer of various molecular species of ceramides. The Journal of Biological Chemisty 280(8), 6488-6495 (2005).

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

    4. 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(3), 873-881 (2006).

    5. Loidl, A., Claus, R., Deigner, H.P., et alHigh-precision fluorescence assay for sphingomyelinase activity of isolated enzymes and cell lysates. J. Lipid Res. 43(5), 815-823 (2002).

    6. Tani, M., Okino, N., Mitsutake, S., et alSpecific and sensitive assay for alkaline and neutral ceramidases involving C12-NBD-ceramide. J. Biochem. 125(4), 746-749 (1999).