Shelf life (days): 1460.0
Formulation: A solid
Formal Name: (7S)-4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-14-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-9-oxo-3,5-dioxa-8-aza-4-phosphatetradecan-1-aminium, 4-oxide inner salt
Purity: ≥98% (mixture of isomers)
Formula Markup: C35H61N6O9P
Formula Weight: 740.867641
Notes: C6 NBD sphingomyelin is a biologically active derivative of sphingomyelin (Item Nos. 22674 / 24345) that is tagged with a fluorescent C6 nitrobenzoxadiazole (C6 NBD; Item No. 18871) group. C6 NBD sphingomyelin has been used to study the metabolism and transport of sphingomyelins.{38317,39498} It is degraded in the plasma membrane to C6 NBD ceramide (Item No. 62527) by neutral sphingomyelinase, an enzyme with three-fold higher activity in undifferentiated HT29 cells than in differentiated cells.{38317} Unlike endogenous long-chain sphingomyelin and C6 sphingomyelin, C6 NBD sphingomyelin can be transported to the cell surface even in the presence of the vesicular transport inhibitor brefeldin A (Item No. 11861), but this transport can be blocked by multidrug resistance protein inhibitors in CHO cells.{39498} This product is a mixture of the D-erythro and L-threo isomers of sphingomyelin. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1912]