868584 | 16:0-d31 SM

N-palmitoyl-d31-D-erythro-sphingosylphosphorylcholine

16:0-d31 SM

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Info

16:0-d31 SM

N-palmitoyl-d31-D-erythro-sphingosylphosphorylcholine

Deuterated fatty acids experience exchange of the deuteriums on the alpha carbon to the carbonyl, i.e., C2 position, and will therefore be a mixture of compounds that are fully deuterated and partially deuterated at that position.

Data
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C39H48N2O6PD31
Percent Composition
C 63.80%, H 6.59%, D 8.50%, N 3.82%, O 13.07%, P 4.22%
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
807617-46-5
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
734.219
Exact Mass
733.762
Synonyms
N-hexadecanoyl(d31)-sphingomyelin
References

Doktorova M, Kučerka N, Kinnun JJ, Pan J, Marquardt D, Scott HL, Venable RM, Pastor RW, Wassall SR, Katsaras J, Heberle FA. Molecular Structure of Sphingomyelin in Fluid Phase Bilayers Determined by the Joint Analysis of Small-Angle Neutron and X-ray Scattering Data. J Phys Chem B. 2020 Jun 25;124(25):5186-5200. doi: 10.1021/acs.jpcb.0c03389. Epub 2020 Jun 16. PMID: 32468822.

PubMed ID: 32468822

Naser E, Kadow S, Schumacher F, Mohamed ZH, Kappe C, Hessler G, Pollmeier B, Kleuser B, Arenz C, Becker KA, Gulbins E, Carpinteiro A. Characterization of the small molecule ARC39, a direct and specific inhibitor of acid sphingomyelinase in vitro. J Lipid Res. 2020 Mar 10:jlr.RA120000682. doi: 10.1194/jlr.RA120000682. Epub ahead of print. PMID: 32156719.

PubMed ID: 32156719

Hama K, Fujiwara Y, Takashima S, Hayashi Y, Yamashita A, Shimozawa N, Yokoyama K. Hexacosenoyl-CoA is the most abundant very long-chain acyl-CoA in ATP-binding cassette transporter D1-deficient cells. J Lipid Res. 2020 Feb 19:jlr.P119000325. doi: 10.1194/jlr.P119000325. Epub ahead of print. PMID: 32075856.

PubMed ID: 32075856

Beckmann N, Becker KA, Kadow S, Schumacher F, Kramer M, Kühn C, Schulz-Schaeffer WJ, Edwards MJ, Kleuser B, Gulbins E, Carpinteiro A. Acid Sphingomyelinase Deficiency Ameliorates Farber Disease. Int J Mol Sci. 2019 Dec 11;20(24):6253. doi: 10.3390/ijms20246253. PMID: 31835809; PMCID: PMC6941101.

PubMed ID: 31835809

Siavashi R, Phaterpekar T, Leung SSW, Alonso A, Goñi FM, Thewalt JL. Lamellar Phases Composed of Phospholipid, Cholesterol, and Ceramide, as Studied by 2H NMR. Biophys J. 2019 Jul 23;117(2):296-306. doi: 10.1016/j.bpj.2019.05.027. Epub 2019 Jun 19.

PubMed ID: 31279446

Zeitler S, Ye L, Andreyeva A, Schumacher F, Monti J, Nürnberg B, Nowak G, Kleuser B, Reichel M, Fejtová A, Kornhuber J, Rhein C, Friedland K. Acid sphingomyelinase - a regulator of canonical transient receptor potential channel 6 (TRPC6) activity. J Neurochem. 2019 Jul 16. doi: 10.1111/jnc.14823. [Epub ahead of print]

PubMed ID: 31310676

Morris MC, Kassam F, Bercz A, Beckmann N, Schumacher F, Gulbins E, Makley AT, Goodman MD. The Role of Chemoprophylactic Agents in Modulating Platelet Aggregability After Traumatic Brain Injury. J Surg Res. 2019 Jul 3;244:1-8. doi: 10.1016/j.jss.2019.06.022. [Epub ahead of print]

PubMed ID: 31279258

Gao S, Wan Y, Li W, Huang C. Visualized Networking of Co-Regulated Lipids in Human Blood Based on High-Throughput Screening Data: Implications for Exposure Assessment. Environ Sci Technol. 2019 Feb 21. doi: 10.1021/acs.est.8b06289. [Epub ahead of print

PubMed ID: 30739451

Orsini M, Chateauvieux S, Rhim J, Gaigneaux A, Cheillan D, Christov C, Dicato M, Morceau F, Diederich M. Sphingolipid-mediated inflammatory signaling leading to autophagy inhibition converts erythropoiesis to myelopoiesis in human hematopoietic stem/progenitor cells. Cell Death Differ. 2018 Dec 13. doi: 10.1038/s41418-018-0245-x. [Epub ahead of print].

PubMed ID: 304546074
Certificates of Analysis

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