C16 Sphingomyelin-d9 (d18:1/16:0-d9) (Synonyms: Palmitoyl Sphingomyelin-d9)

C16 Sphingomyelin-d9 is intended for use as an internal standard for the quantification of C16 sphingomyelin by GC- or LC-MS. C16 Sphingomyelin is a naturally occurring sphingolipid.[1],[2],[3] Levels of C16 sphingomyelin are elevated in the prefrontal cortex and cerebellum in a rat model of diabetes induced by streptozotocin , as well as in the liver in mouse models of Niemann-Pick type C1 disease.[1],[2] Plasma levels of C16 sphingomyelin are decreased in patients with prostate cancer.3 Model membranes containing C16 sphingomyelin, 1-palmitoyl-2-oleoyl-sn-glycero-3-PC , and cholesterol have been used in the study of lipid raft dynamics and membrane organization.[4],[5]

Reference:
[1]. Fiedorowicz, A., Prokopiuk, S., Zendzian-Piotrowska, M., et al. Sphingolipid profiles are altered in prefrontal cortex of rats under acute hyperglycemia. Neuroscience 256, 282-291 (2014).
[2]. Praggastis, M., Tortelli, B., Zhang, J., et al. A murine Niemann-Pick C1 I1061T knock-in model recapitulates the pathological features of the most prevalent human disease allele. J. Neurosci. 35(21), 8091-8106 (2015).
[3]. Awwad, H.M., Ohlmann, C.H., Stoeckle, M., et al. Choline-phospholipids inter-conversion is altered in elderly patients with prostate cancer. Biochimie 126, 108-114 (2016).
[4]. de Almeida, R.F.M., Loura, L.M.S., Fedorov, A., et al. Lipid rafts have different sizes depending on membrane composition: A time-resolved fluorescence resonance energy transfer study. J. Mol. Biol. 346(4), 1109-1120 (2005).
[5]. Halling, K.K., Ramstedt, B., Nyström, J.H., et al. Cholesterol interactions with fluid-phase phospholipids: Effect on the lateral organization of the bilayer. Biophys. J. 95(8), 3861-3871 (2008).