870600 | PAzePC
1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine
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PAzePC
1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine
Oxidized phospholipids (OxPLs) are oxidation-specific epitopes that can arise through either enzymatic or non-enzymatic mechanisms. PAzePC, (1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine) plays a pivotal role in the intricate biosynthesis of phosphatidylcholine, which is vital for maintaining the structural integrity of cellular membranes. Its multifaceted functions extend to critical roles in cellular communication and neurotransmission processes.
PAzePC is characterized by a unique azelaoyl fatty acid chain and is used extensively in membrane biophysics research. Its distinct structure makes it ideal for studying lipid interactions, lipid membranes, and membrane dynamics.
Featuring carboxyl groups at the ends of its truncated sn-2 chains, this unique structure underpins its role as an oxidized lipid with significant implications in various biological contexts.
Applications
PAzePC is instrumental in lipid research and beyond, including. It serves as an oxidized lipid dopant in liposomes, facilitating investigations into the relationship between H2O2 permeation and lipid membrane structure. Additionally, PAzePC acts as a substrate for lysosomal phospholipase A2 studies, which is crucial for understanding the structural basis of enzyme inhibition by Zn2+.
Researchers also utilize PAzePC in the preparation of large unilamellar vesicles (LUVs) and giant unilamellar vesicles (GUVs). These vesicles are essential tools in membrane biophysics and drug delivery research.
Moreover, as a fatty acid modified lipid, PAzePC serves as a potential drug target for antipsychotic drugs and antimicrobial agents. This highlights its therapeutic potential in addressing neurodegenerative pathologies and inflammatory disorders.
Packaging
With Avanti Research products, such as our oxidized lipids, you can expect reliable research results every time. PAzePC is available in chloroform and powder forms in 1 mg packaging for your applications.
Avanti Research guarantees over 99% purity, providing researchers with a reliable and consistent basis for experimental protocols.
CAS Registry Number is a Registered Trademark of the American Chemical Society
Powered by BiozInoue KI, Takada C, Wang L, Morita A, Ye S. In Situ Monitoring of the Unsaturated Phospholipid Monolayer Oxidation in Ambient Air by HD-SFG Spectroscopy. J Phys Chem B. 2020 Jun 25;124(25):5246-5250. doi: 10.1021/acs.jpcb.0c03408. Epub 2020 Jun 16. PMID: 32478516.
PubMed ID: 32478516Ouchi Y, Unoura K, Nabika H. Role of Oxidized Lipids in Permeation of H2O2 Through a Lipid Membrane: Molecular Mechanism of an Inhibitor to Promoter Switch. Sci Rep. 2019 Aug 29;9(1):12497. doi: 10.1038/s41598-019-48954-z.
PubMed ID: 31467337Baxter AM, Wittenberg NJ. Excitation of Fluorescent Lipid Probes Accelerates Supported Lipid Bilayer Formation via Photosensitized Lipid Oxidation. Langmuir. 2019 Sep 3;35(35):11542-11549. doi: 10.1021/acs.langmuir.9b01535. Epub 2019 Aug 22.
PubMed ID: 31411482Baxter A, Wittenberg NJ. Excitation of Fluorescent Lipid Probes Accelerates Supported Lipid Bilayer Formation via Photosensitized Lipid Oxidation. Langmuir. 2019 Aug 14. doi: 10.1021/acs.langmuir.9b01535. [Epub ahead of print]
PubMed ID: 31411482Colombo S, Criscuolo A, Zeller M, Fedorova M, Domingues MR, Domingues P. Analysis of oxidised and glycated aminophospholipids: Complete structural characterisation by C30 liquid chromatography-high resolution tandem mass spectrometry. Free Radic Biol Med. 2019 May 28. pii: S0891-5849(19)30356-9. doi: 10.1016/j.freeradbiomed.2019.05.025. [Epub ahead of print]
PubMed ID: 31141712Misra SK, Wu Z, Ostadhossein F, Ye M, Boateng K, Schulten K, Tajkhorshid E, Pan D. Pro-Nifuroxazide Self-Assembly Leads to Triggerable Nanomedicine for Anti-cancer Therapy. ACS Appl Mater Interfaces. 2019 May 22;11(20):18074-18089. doi: 10.1021/acsami.9b01343. Epub 2019 May 13.
PubMed ID: 31013055Bouley RA, Hinkovska-Galcheva V, Shayman JA, Tesmer JJG. Structural Basis of Lysosomal Phospholipase A2 Inhibition by Zn2. Biochemistry. 2019 Apr 2;58(13):1709-1717. doi: 10.1021/acs.biochem.8b01124. Epub 2019 Mar 13.
PubMed ID: 30830753Bouley RA, Hinkovska-Galcheva V, Shayman JA, Tesmer JJG. Structural Basis of Lysosomal Phospholipase A2 Inhibition by Zn2. Biochemistry. 2019 Mar 13. doi: 10.1021/acs.biochem.8b01124. [Epub ahead of print]
PubMed ID: 30830753Tsubone TM, Junqueira HC, Baptista MS, Itri R. Contrasting roles of oxidized lipids in modulating membrane microdomains. Biochim Biophys Acta Biomembr. 2019 Mar 1;1861(3):660-669. doi: 10.1016/j.bbamem.2018.12.017. Epub 2018 Dec 31.
PubMed ID: 30605637Ke 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: 30521374Kawai C, Ferreira JC, Baptista MS, Nantes IL. Not only oxidation of cardiolipin affects the affinity of cytochrome C for lipid bilayers. J Phys Chem B. 2014 Oct 16;118(41):11863-72. doi: 10.1021/jp504518g. Epub 2014 Oct 6.
PubMed ID: 25247479Amirkavei, M. and P.K. Kinnunen. (2016). Interactions and dynamics of two extended conformation adapting phosphatidylcholines in model biomembranes. Biochim Biophys Acta 1858:264-73.
PubMed ID: 26656184- Certificate of Analysis (Lot No. 870600C-1MG-A-013 and 6206CGA013)
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