An internal standard for the quantification of 1,2-dilinoleoyl-sn-glycero-3-PC
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Unlabeled Version(s)
209541,2-Dilinoleoyl-sn-glycero-3-PC
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1-Linoleoyl-d11-2-Linoleoyl-sn-glycero-3-PC

Item No. 9004419

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R,18Z,21Z)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[[(9Z,12Z)-1-oxo-9,12-octadecadien-14,14,15,15,16,16,17,17,18,18,18-d11-1-yl]oxy]-trioxa-4-phosphaheptacosa-18,21-dien-1-aminium, inner salt, 4-oxide
Synonyms
  • 1,2-Dilinoleoyl-sn-glycero-3-Phosphocholine-d11
  • DLPC-d11
  • 18:2 (cis) PC-d11
Molecular Formula
C44H69D11NO8P
Formula Weight
793.2
Purity
≥99% deuterated forms (d1-d11)
Formulation
A 1 mg/ml solution in chloroform
Solubility(Learn about Variance in Solubility)
Chloroform: Soluble
SMILES
O=P(OCC[N+](C)(C)C)([O-])OC[C@H](OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O
InChi Code
InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-/t42-/m1/s1/i1D3,6D2,8D2,10D2,12D2
InChi Key
FVXDQWZBHIXIEJ-NVLVOZRVSA-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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    Cayman Chemical
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    Product Description

    1-Linoleoyl-d11-2-linoleoyl-sn-glycero-3-PC is intended for use as an internal standard for the quantification of 1,2-dilinoleoyl-sn-glycero-3-PC (Item No. 20954) by GC- or LC-MS. 1,2-Dilinoleoyl-sn-glycero-3-PC is a phospholipid containing the polyunsaturated long-chain (18:2) linoleic acid (Item Nos. 90150 | 90150.1 | 21909) inserted at the sn-1 and sn-2 positions. It has been used to generate micelles, liposomes, and other types of artificial membranes.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ritter, M., Schmidt, S., Jakab, M., et al. Evidence for the formation of symmetric and asymmetric DLPC-DAPC lipid bilayer domains. Cell. Physiol. Biochem. 32(1), 46-52 (2013).

    2. Mazari, A., Iwamoto, S., and Yamauchi, R. Effects of linoleic acid position in phosphatidylcholines and cholesterol addition on their rates of peroxidation in unilamellar liposomes. Biosci. Biotechnol. Biochem. 74(5), 1013-1017 (2010).

    3. Bagatolli, L.A., and Gratton, E. A correlation between lipid domain shape and binary phospholipid mixture composition in free standing bilayers: A two-photon fluorescence microscopy study. Biophys. J. 79(1), 434-447 (2000).