An internal standard for the quantification of C16 ceramide
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Unlabeled Version(s)
10681C16 Ceramide (d18:1/16:0)
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C16 Ceramide-d7 (d18:1-d7/16:0)

Item No. 22787

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-((2S,3R,E)-1,3-dihydroxyoctadec-4-en-2-yl-16,16,17,17,18,18,18-d7)palmitamide
CAS Number
1840942-13-3
Synonyms
  • Cer-d7 (d18:1-d7/16:0)
  • Ceramide-d7 (d18:1-d7/16:0)
  • N-hexadecanoyl-D-erythro-Sphingosine-d7
Molecular Formula
C34H60D7NO3
Formula Weight
545.0
Purity
≥99% deuterated forms (d1-d7)
Formulation
A 1 mg/ml solution in methanol:chloroform (1:1)
Solubility(Learn about Variance in Solubility)
DMF: 0.15 mg/ml
SMILES
OC[C@H](NC(CCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1/i1D3,3D2,5D2
InChi Key
YDNKGFDKKRUKPY-HJSOYJPBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    C16 Ceramide-d7 is intended for use as an internal standard for the quantification of C16 ceramide (d18:1/16:0) by GC- or LC-MS. C16 Ceramide is a sphingolipid. It incorporates into the mitochondrial outer membrane and forms channels that increase its permeability.1 C16 Ceramide levels are increased by PPMP or MAPP in isolated human neutrophils and are correlated with an increase in apoptosis.2 It accumulates in the lungs of patients with cystic fibrosis compared with the lungs of patients with pulmonary hypertension.3 Plasma levels of C16 ceramide are also increased in patients with acute coronary syndrome, and an increased plasma ratio of C16 to C24:0 ceramide is associated with major adverse cardiac events.4 It is also increased in tumor tissue from patients with breast cancer and is associated with metastatic cancer.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Siskind, L.J., Kolesnick, R.N., and Colombini, M. Ceramide forms channels in mitochondrial outer membranes at physiologically relevant concentrations. Mitochondrion 6(3), 118-125 (2006).

    2. Seumois, G., Fillet, M., Gillet, L., et al. De novo C16- and C24-ceramide generation contributes to spontaneous neutrophil apoptosis. J. Leukoc. Biol. 81(6), 1477-1486 (2007).

    3. Brodlie, M., McKean, M.C., Johnson, G.E., et al. Ceramide is increased in the lower airway epithelium of people with advanced cystic fibrosis lung disease. Am. J. Respir. Crit. Care Med. 182(3), 369-375 (2010).

    4. Anroedh, S., Hilvo, M., Akkerhuis, K.M., et al. Plasma concentrations of molecular lipid species predict long-term clinical outcome in coronary artery disease patients. J. Lipid Res. 59(9), 1729-1737 (2018).

    5. Schiffmann, S., Sandner, J., Birod, K., et al. Ceramide synthases and ceramide levels are increased in breast cancer tissue. Carcinogenesis 30(5), 745-752 (2009).