A phospholipid
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1-Oleoyl-2-Palmitoyl-sn-glycero-3-PC

Item No. 26012

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-N,N,N-trimethyl-10-oxo-7R-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-phosphaheptacos-18Z-en-1-aminium 4-oxide, inner salt
CAS Number
59491-62-2
Synonyms
  • 1-Oleoyl-2-Palmitoyl-sn-glycero-3-Phosphocholine
  • L-α-1-Oleoyl-2-Palmitoyl-Phosphatidylcholine
  • 1,2-OPPC
  • PC(18:1(9Z)/16:0)
Molecular Formula
C42H82NO8P
Formula Weight
760.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 25 mg/ml
SMILES
O=C(CCCCCCC/C=C\CCCCCCCC)OC[C@@H](OC(CCCCCCCCCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
InChi Code
InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1
InChi Key
RRVPPYNAZJRZFR-VYOBOKEXSA-N
Side Chain Carbon Sum
34:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $41

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    10 mg

    $72

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    25 mg

    $128

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    Cayman Chemical
    Learn More About Leveraging Helper Lipids to Achieve Versatile LNPs
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    Product Description

    1-Oleoyl-2-palmitoyl-sn-glycero-3-PC (1,2-OPPC) is a phospholipid containing oleic acid (Item No. 90260) and palmitic acid (Item No. 10006627) at the sn-1 and sn-2 positions, respectively, that is found in biological membranes.1 It can be used in the generation of liposomes and other artificial membranes.2,3,4 Artificial membranes containing 1,2-OPPC have been used to study S. aureus α-toxin assembly and the effects of phytol on membranes, as well as for the characterization of phospholipase A2.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kuge, H., Akahori, K., Yagyu, K., et al. Functional compartmentalization of the plasma membrane of neurons by a unique acyl chain composition of phospholipids. The Journal of Biological Chemisty 289(39), 26783-26793 (2014).

    2. Tomita, T., Watanabe, M., and Yasuda, T. Influence of membrane fluidity on the assembly of Staphylococcus aureus α-toxin, a channel-forming protein, in liposome membrane. The Journal of Biological Chemisty 267(19), 13391-13397 (1992).

    3. Bayburt, T., Yu, B.-Z., Lin, H.-K., et al. Human nonpancreatic secreted phospholipase A2: Interfacial parameters, substrate specificities, and competitive inhibitors. Biochemistry 32(2), 573-582 (1993).

    4. Picquart, M., and Lefèvre, T. Raman and Fourier transform infrared study of phytol effects on saturated and unsaturated lipid multibilayers. J. Raman Spectrosc. 34(1), 4–12 (2003).