850459 | 16:0-20:4 PC

1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine

Chloroform

Size SKU Packaging Price
25mg 850459C-25mg 850459C-25mg 1 x 25mg 10mg/mL 2.5mL $266.75
200mg 850459C-200mg 850459C-200mg 2 x 100mg 25mg/mL 4mL $878.00
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16:0-20:4 PC

16:0-20:4 PC

1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine

Hygroscopic
Yes
Light Sensitive
Yes
Molecular Formula
C44H80NO8P
Percent Composition
C 67.57%, H 10.31%, N 1.79%, O 16.37%, P 3.96
Purity
>99%
Stability
3 Months
Storage Temperature
-20°C
CAS Number
35418-58-7
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
782.082
Exact Mass
781.562
Synonyms
1-hexadecanoyl-2--(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
PAPC
PC(16:0/20:4(5Z,8Z,11Z,14Z))

Valdivia AO, Agarwal PK, Bhattacharya SK. Myelin Basic Protein Phospholipid Complexation Likely Competes with Deimination in Experimental Autoimmune Encephalomyelitis Mouse Model. ACS Omega. 2020 Jun 16;5(25):15454-15467. doi: 10.1021/acsomega.0c01590. PMID: 32637820; PMCID: PMC7331039.

 PubMed ID: 32637820

Muri J, Feng Q, Wolleb H, Shamshiev A, Ebner C, Tortola L, Broz P, Carreira EM, Kopf M. Cyclopentenone Prostaglandins and Structurally Related Oxidized Lipid Species Instigate and Share Distinct Pro- and Anti-inflammatory Pathways. Cell Rep. 2020 Mar 31;30(13):4399-4417.e7. doi: 10.1016/j.celrep.2020.03.019. PMID: 32234476.

 PubMed ID: 32234476

Di Gioia M, Spreafico R, Springstead JR, Mendelson MM, Joehanes R, Levy D, Zanoni I.Endogenous oxidized phospholipids reprogram cellular metabolism and boost hyperinflammation. Nat Immunol. 2020 Jan;21(1):42-53. doi: 10.1038/s41590-019-0539-2. Epub 2019 Nov 25.

 PubMed ID: 31768073

Ni Z, Sousa BC, Colombo S, Afonso CB, Melo T, Pitt AR, Spickett CM, Domingues P, Domingues MR, Fedorova M, Criscuolo A. Evaluation of air oxidized PAPC: A multi laboratory study by LC-MS/MS. Free Radic Biol Med. 2019 Jun 15. pii: S0891-5849(19)30347-8. doi: 10.1016/j.freeradbiomed.2019.06.013. [Epub ahead of print]

 PubMed ID: 31212065

Imbs AB, Dang LPT, Nguyen KB. Comparative lipidomic analysis of phospholipids of hydrocorals and corals from tropical and cold-water regions. PLoS One. 2019 Apr 29;14(4):e0215759. doi: 10.1371/journal.pone.0215759. eCollection 2019.

 PubMed ID: 31034482

Daniel J. Stephenson, H. Patrick MacKnight, L. Alexis Hoeferlin, Margaret A. Park, Jeremy C. Allegood, Christopher L. Cardona, and Charles E. Chalfant. A rapid and adaptable lipidomics method for quantitative UPLC-mass spectrometric analysis of phosphatidylethanolamine and phosphatidylcholine in vitro, and in cells. Anal. Methods, 2019,11, 1765-1776. doi: 10.1039/C9AY00052F

Parra-Ortiz E, Browning KL, Damgaard LSE, Nordström R, Micciulla S, Bucciarelli S, Malmsten M. Effects of oxidation on the physicochemical properties of polyunsaturated lipid membranes. J Colloid Interface Sci. 2019 Mar 7;538:404-419. doi: 10.1016/j.jcis.2018.12.007. Epub 2018 Dec 3.

 PubMed ID: 30530078

Ke Y, Karki P, Kim J, Son S, Berdyshev E, Bochkov VN, Birukova AA, Birukov KG. Elevated truncated oxidized phospholipids as a factor exacerbating ALI in the aging lungs. FASEB J. 2018 Dec 6:fj201800981R. doi: 10.1096/fj.201800981R. [Epub ahead of print].

 PubMed ID: 30521374

Turner, W.W., K. Hartvigsen, A. Boullier, E.N. Montano, J.L. Witztum, and M.S. VanNieuwenhze. (2012). Design and synthesis of a stable oxidized phospholipid mimic with specific binding recognition for macrophage scavenger receptors. J Med Chem 55:8178-82.

 PubMed ID: 22934615

Ausili A, Martinez Valera P, Torrecillas A, Gómez-Murcia V, deGodos AM, Corbalan-Garcia S, Teruel JA, Gomez-Fernandez JC. The anticancer agent edelfosine exhibits a high affinity for cholesterol and disorganizes liquid ordered membrane structures. Langmuir. 2018 Jun 20. doi: 10.1021/acs.langmuir.8b01539. [Epub ahead of print]

PubMed ID: 29924618