850311 | DOCP
2-((2,3-bis(oleoyloxy)propyl)dimethylammonio)ethyl hydrogen phosphate

DOCP
2-((2,3-bis(oleoyloxy)propyl)dimethylammonio)ethyl hydrogen phosphate
Inverse-phosphocholine lipids, a remix of a common phospholipid, contain headgroups with an inverted charge orientation relative to phosphocholine (PC) lipids. The iPC lipid headgroup has a quaternary amine adjacent to the bilayer interface and a phosphate that extends into the aqueous phase.
Therefore iPC lipids afford a unique opportunity to investigate the biophysical and bioactivity-related ramifications of a charge inversion at the bilayer surface.
CAS Registry Number is a Registered Trademark of the American Chemical Society
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- 3D Structure
- Structure
- Safety Data Sheet
- Safety Data Sheet
- Certificate of Analysis (Lot No. 850311C-200MG-A-013 and 5631CNA013)
- Certificate of Analysis (Lot No. 850311C-25MG-A-013 and 5631CJA013)
- Certificate of Analysis (Lot No. 850311P-100MG-A-013 and 5631PLA013)
- Certificate of Analysis (Lot No. 850311P-200MG-A-013 and 5631PNA013)
- Certificate of Analysis (Lot No. 850311C-25MG-B-013 and 5631CJB013)
- Certificate of Analysis (Lot No. 850311P-100MG-B-013 and 5631PLB013)
- Certificate of Analysis (Lot No. 850311P-100MG-A-014 and 5631PLA014)
- Certificate of Analysis (Lot No. 850311P-100MG-C-013 and 5631PLC013)
- Certificate of Analysis (Lot No. 850311P-100MG-B-014 and 5631PLB014)
- Certificate of Analysis (Lot No. 850311C-25MG-A-014 and 5631CJA014)
Nazemidashtarjandi S, Vahedi A, Farnoud AM. Lipid Chemical Structure Modulates the Disruptive Effects of Nanomaterials on Membrane Models. Langmuir. 2020 Apr 20. doi: 10.1021/acs.langmuir.0c00295. Epub ahead of print. PMID: 32312045.
PubMed ID: 32312045Cardenas AE, Anderson CM, Elber R, Webb LJ. Partition of Positively and Negatively Charged Tryptophan Ions in Membranes with Inverted Phospholipid Heads: Simulations and Experiments. J Phys Chem B. 2019 Apr 9. doi: 10.1021/acs.jpcb.9b00754. [Epub ahead of print]
PubMed ID: 30912653Wang X, Li X, Wang H, Zhang X, Zhang L, Wang F, Liu J. Charge and Coordination Directed Liposome Fusion onto SiO2 and TiO2 Nanoparticles. Langmuir. 2019 Feb 5;35(5):1672-1681. doi: 10.1021/acs.langmuir.8b02979. Epub 2018 Dec 26.
PubMed ID: 30558422Zhang X, Barraza KM, Upton KT, Beauchamp JL. Subtle Changes in Lipid Environment Have Profound Effects on Membrane Oxidation Chemistry. J Am Chem Soc. 2018 Nov 21. doi: 10.1021/jacs.8b08610. [Epub ahead of print]
PubMed ID: 30461271Wang X, Li X, Wang H, Zhang X, Zhang L, Wang F, Liu J. Charge and Coordination Directed Liposome Fusion onto SiO2 and TiO2 Nanoparticles. Langmuir. 2018 Dec 18. doi: 10.1021/acs.langmuir.8b02979. [Epub ahead of print]
PubMed ID: 30558422Liu Y, Wang F, Liu J. Headgroup-Inversed Liposomes: Biointerfaces, Supported Bilayers and Applications. Langmuir. 2018 Aug 14;34(32):9337-9348. doi: 10.1021/acs.langmuir.7b04369. Epub 2018 Mar 16.
PubMed ID: 29526108Liu Y, Liu J. Cu2+-Directed Liposome Membrane Fusion, Positive-Stain Electron Microscopy, and Oxidation. Langmuir. 2018 Jun 12. doi: 10.1021/acs.langmuir.8b00864. [Epub ahead of print]
PubMed ID: 29804456Wang, F. and J. Liu. (2015). A Stable Lipid/TiO Interface with Headgroup-Inversed Phosphocholine and a Comparison with SiO. J Am Chem Soc
PubMed ID: 26302371Perttu, E.K., A.G. Kohli, and F.C. Szoka Jr. (2012). Inverse-phosphocholine lipids: a remix of a common phospholipid. J Am Chem Soc 134:4485-8.
PubMed ID: 22364493