1-NBD-decanoyl-2-decanoyl-sn-Glycerol

Diacylglycerols (DAG) are produced by the hydrolysis of membrane phospholipids. They act as lipid second messengers, activating PKC and regulating cell growth and apoptosis. They also serve as substrates for DAG kinases for the production of phosphatidic acid, another important lipid messenger. 1-NBD-decanoyl-2-decanoyl-sn-glycerol has the fluorophore nitrobenzoxadiazole (NBD) attached to the omega-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. 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. Formal Name: 1-NBD-1,2-bis(O-decanoyl-sn-glycerol). Molecular Formula: C29H46N4O8. Formula Weight: 578.7. Purity: >98%. Formulation: A solution in ethanol. Solubility: DMF: 10 mg/ml, DMSO: 3 mg/ml, Ethanol: 10 mg/ml. lambdamax: 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.