An internal standard for the quantification of 1,2-dipalmitoyl-sn-glycero-3-PC
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1,2-Dipalmitoyl-13C-sn-glycero-3-PC

Item No. 29133

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl-1-13C)oxy]-3,5,9-trioxa-4-phosphapentacosan-1-aminium-10-13C, 4-oxide, inner salt
CAS Number
65277-91-0
Synonyms
  • 1,2-Dihexadecanoyl-13C-sn-glycero-3-Phosphatidylcholine
  • 1,2-Dihexadecanoyl-13C-sn-glycero-3-Phosphocholine
  • DPPC-13C2
  • 16:0-13C/16:0-13C-PC
  • PC(16:0-13C/16:0-13C)
Molecular Formula
C38[13C]2H80NO8P
Formula Weight
736.0
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: 30 mg/ml
SMILES
O=[13C](CCCCCCCCCCCCCCC)OC[C@@H](O[13C](CCCCCCCCCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
InChi Code
InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1/i39+1,40+1
InChi Key
KILNVBDSWZSGLL-NYGHEXGZSA-N
Side Chain Carbon Sum
32:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    1,2-Dipalmitoyl-13C-sn-glycero-3-PC is intended for use as an internal standard for the quantification of 1,2-dipalmitoyl-sn-glycero-3-PC (Item No. 10009473) by GC- or LC-MS. 1,2-Dipalmitoyl-sn-glycero-3-PC (DPPC) is a zwitterionic glycerophospholipid commonly used in the formation of lipid monolayers, bilayers, and liposomes for use in a variety of applications.1,2,3,4 It has been used in the formation of proteoliposomes for implantation of γ-glutamyl transpeptidase into human erythrocyte membranes.3 Incorporation of glycosphingolipid antigens into DPPC-containing liposomes increases the immunogenicity of the antigens in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ege, C., and Lee, K.Y.C. Insertion of Alzheimer’s Aβ40 peptide into lipid monolayers. Biophys. J. 87(3), 1732-1740 (2004).

    2. Leekumjorn, S., and Sum, A.K. Molecular simulation study of structural and dynamic properties of mixed DPPC/DPPE bilayers. Biophys. J. 90(11), 3951-3965 (2006).

    3. Kalra, V.K., Sikka, S.C., and Sethi, G.S. Transport of amino acids in γ-glutamyl transpeptidase-implanted human erythrocytes. The Journal of Biological Chemisty 256(11), 5567-5571 (1981).

    4. Uemura, A., Watarai, S., Iwasaki, T., et al. Induction of immune responses against glycosphingolipid antigens: Comparison of antibody responses in mice immunized with antigen associated with liposomes prepared from various phospholipids. J. Vet. Med. Sci. 67(12), 1197-1201 (2005).