A dimethylated phosphatidylethanolamine
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1,2-Dipalmitoyl-sn-glycero-3-N,N-dimethyl-PE

Item No. 25589

Technical Information
Formal Name
hexadecanoic acid, 1,1'-[(1R)-1-(3-hydroxy-7-methyl-3-oxido-2,4-dioxa-7-aza-3-phosphaoct-1-yl)-1,2-ethanediyl] ester
CAS Number
3922-61-0
Synonyms
  • 16:0 Dimethyl PE
  • 1,2-Dipalmitoyl-sn-glycero-3-N,N-dimethyl-Phosphoethanolamine
  • 1,2-N,NMe2DPPE
Molecular Formula
C39H78NO8P
Formula Weight
Purity
≥95%
A crystalline solid
Chloroform: 3 mg/mL
SMILES
OP(OC[C@H](OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)(OCCN(C)C)=O
InChi Code
InChI=1S/C39H78NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h37H,5-36H2,1-4H3,(H,43,44)/t37-/m1/s1
InChi Key
SKWDCOTXHWCSGS-DIPNUNPCSA-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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    Product Description

    1,2-Dipalmitoyl-sn-glycero-3-N,N-dimethyl-PE is a form of 1,2-dipalmitoyl-sn-glycero-3-PE (1,2-DPPE; Item No. 15092) that contains two methyl groups on the sn-3 moiety. In aqueous suspensions, it lowers the phase transition temperature compared with aqueous suspensions of 1,2-DPPE and 1,2-dipalmitoyl-sn-glycero-3-N-methyl-PE (1,2-NMeDPPE; Item No. 26010).1 1,2-Dipalmitoyl-sn-glycero-3-N,N-dimethyl-PE has been used in the generation of liposomes and monolayers for use in the study of membrane permeability and monolayer viscosity, respectively.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chowdhry, B.Z., and Dalziel, A.W. Phase transition properties of 1,2- and 1,3-diacylphosphatidylethanolamines with modified head groups. Biochemistry 24(15), 4109-4117 (1985).

    2. Singer, M. Permeability of phosphatidylcholine and phosphatidylethanolamine bilayers. Chem. Phys. Lipids 28(3), 253-267 (1981).

    3. Evans, R.W. Aggregates of saturated phospholipids at the air-water interface. Chem. Phys. Lipids 78(2), 163-175 (1995).