Synonym
1-Palmitoyl-2-Docosahexaenoyl-sn-glycero-3-PC; 1-Palmitoyl-2-Docosahexaenoyl-sn-glycero-3-Phosphocholine; 1-Palmitoyl-2-Docosahexaenoyl-sn-glycero-3-Phosphatidylcholine; PC(16:0/22:6); 16:0/22:6-PC; PDPC;
IUPAC/Chemical Name
(R)-2-(((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl)oxy)-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
InChi Key
IESVDEZGAHUQJU-ZLBXKVHBSA-N
InChi Code
InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23-24,27,29,33,35,44H,6-7,9,11-13,15,17-19,22,25-26,28,30-32,34,36-43H2,1-5H3/b10-8-,16-14-,21-20-,24-23-,29-27-,35-33-/t44-/m1/s1
SMILES Code
O=C(CCCCCCCCCCCCCCC)OC[C@H](COP([O-])(OCC[N+](C)(C)C)=O)OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
806.12
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Marquardt D, Heberle FA, Pan J, Cheng X, Pabst G, Harroun TA, Kučerka N, Katsaras J. The structures of polyunsaturated lipid bilayers by joint refinement of neutron and X-ray scattering data. Chem Phys Lipids. 2020 Jul;229:104892. doi: 10.1016/j.chemphyslip.2020.104892. Epub 2020 Feb 12. PMID: 32061581.
2: Wassall SR, Leng X, Canner SW, Pennington ER, Kinnun JJ, Cavazos AT, Dadoo S, Johnson D, Heberle FA, Katsaras J, Shaikh SR. Docosahexaenoic acid regulates the formation of lipid rafts: A unified view from experiment and simulation. Biochim Biophys Acta Biomembr. 2018 Oct;1860(10):1985-1993. doi: 10.1016/j.bbamem.2018.04.016. Epub 2018 May 3. PMID: 29730243; PMCID: PMC6218320.
3: Kinnun JJ, Bittman R, Shaikh SR, Wassall SR. DHA Modifies the Size and Composition of Raftlike Domains: A Solid-State 2H NMR Study. Biophys J. 2018 Jan 23;114(2):380-391. doi: 10.1016/j.bpj.2017.11.023. PMID: 29401435; PMCID: PMC5984975.
4: Ausili A, de Godos AM, Torrecillas A, Aranda FJ, Corbalán-García S, Gómez- Fernández JC. The vertical location of α-tocopherol in phosphatidylcholine membranes is not altered as a function of the degree of unsaturation of the fatty acyl chains. Phys Chem Chem Phys. 2017 Mar 1;19(9):6731-6742. doi: 10.1039/c6cp08872d. PMID: 28211935.
5: Al Sazzad MA, Slotte JP. Effect of Phosphatidylcholine Unsaturation on the Lateral Segregation of Palmitoyl Ceramide and Palmitoyl Dihydroceramide in Bilayer Membranes. Langmuir. 2016 Jun 14;32(23):5973-80. doi: 10.1021/acs.langmuir.6b00859. Epub 2016 Jun 1. PMID: 27218704.
