A short chain analog of phosphatidylcholine
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1,2-Dioctanoyl-sn-glycero-3-PC

Item No. 10009874

Technical Information
Formal Name
(7R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxooctyl)oxy]-3,5,9-trioxa-4-phosphaheptadecan-1-aminium, inner salt, 4-oxide
CAS Number
19191-91-4
Synonyms
  • 1,2-bis(O-octanoyl)-sn-glyceryl-Phophorylcholine
  • 1,2-DCPC
  • 1,2-Dioctanoyl PC
  • 1,2-Dioctanoyl Phosphatidylcholine
Molecular Formula
C24H48NO8P
Formula Weight
Purity
≥98%
A 25 mg/ml solution in ethanol
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlETOH:PBS (pH 7.2)(1:1): 0.5 mg/ml
SMILES
CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC
InChi Code
InChI=1S/C24H48NO8P/c1-6-8-10-12-14-16-23(26)30-20-22(33-24(27)17-15-13-11-9-7-2)21-32-34(28,29)31-19-18-25(3,4)5/h22H,6-21H2,1-5H3/t22-/m1/s1
InChi Key
YHIXRNNWDBPKPW-JOCHJYFZSA-N
Side Chain Carbon Sum
16:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Phosphatidylcholine (PC) species are a common class of phospholipids that comprise the mammalian cell membrane. 1,2-Dioctanoyl-sn-glycero-3-PC is a synthetic analog of natural phosphatidylcholine species containing saturated C8:O fatty acids in the sn-1 and sn-2 positions of the glycerol backbone. It exhibits a critical micelle concentration (CMC) value of 0.25 mM at 27°C.1 1,2-Dioctanoyl-sn-glycero-3-PC serves as an efficient substrate for phospholipase D (PLD) as well as sPLA2 isozymes from bovine pancreas and bee venom.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Davis, L.L., Maglio, J.J., and Horwitz, J. Phospholipase D hydrolyzes short-chain analogs of phosphatidylcholine in the absence of detergent. Lipids 33, 223-227 (1998).

    2. Lin, G., Noel, J., Loffredo, W., et alUse of short-chain cyclopentano-phosphatidycholines to probe the mode of activation of phospholipase A2 from bovine pancreas and bee venom. The Journal of Biological Chemisty 263(26), 13208-13214 (1988).