TY - JOUR
T1 - Synthesis of biomembrane-mimic polymers with various phospholipid head groups
AU - Kim, Heejin
AU - Choi, Wonmin
AU - Lee, Seonju
AU - Kim, Sooyeol
AU - Ham, Jiyeon
AU - Seo, Ji Hun
AU - Jang, Sangmok
AU - Lee, Yan
N1 - Funding Information:
This work was supported by the Seoul National University Research Grant, the Mid-career Researcher Program (2011-0013569) through the National Research Foundation funded by Ministry of Science, ICT and Future Planning, and the GAIA project (2013000550004) funded by Ministry of Environment, Korea .
PY - 2014/1/30
Y1 - 2014/1/30
N2 - Lipid bilayers in biomembranes consist of diverse phospholipids, including phosphatidic acid (PA), phosphatidylcholine (PC), phosphatidylethanolamine (PE), and phosphatidylserine (PS) with various compositions according to the cell and tissue types. We synthesized biomembrane-mimic polymers, poly(2- methacryloyloxyethyl phosphoric acid) (PMPA), poly(2-methacryloyloxyethyl phosphorylethanolamine) (PMPE), and poly(2-methacryloyloxyethyl phosphorylserine) (PMPS), with PA, PE, and PS head groups, respectively. PA monomer was synthesized from 2-hydroxyethyl methacrylate (HEMA) and dimethyl chlorophosphate (DCP). PE and PS monomers were synthesized from N-tert-butoxycarbonyl (tBoc) protected ethanolamine and serine through the reaction with 2-chloro-2-oxo-1,3,2-dioxaphospholane (COP). Each biomembrane-mimic polymer was successfully synthesized by atom transfer radical polymerization (ATRP) from the monomer. The molecular weight distributions of PMPA, PMPE, and PMPS were analyzed by gel permeation chromatography (GPC) and in vitro cytotoxicity was also examined by 3-[4,5-dimethylthiazol-2-yl]-2,5- diphenyltetrazolium bromide (MTT) and lactate dehydrogenase (LDH) assay. The new biomembrane-mimic polymers could be used to prepare a polymeric platform that mimic a cell- or tissue-specific membrane for future applications in biomedical fields such as tissue engineering or bioimplants.
AB - Lipid bilayers in biomembranes consist of diverse phospholipids, including phosphatidic acid (PA), phosphatidylcholine (PC), phosphatidylethanolamine (PE), and phosphatidylserine (PS) with various compositions according to the cell and tissue types. We synthesized biomembrane-mimic polymers, poly(2- methacryloyloxyethyl phosphoric acid) (PMPA), poly(2-methacryloyloxyethyl phosphorylethanolamine) (PMPE), and poly(2-methacryloyloxyethyl phosphorylserine) (PMPS), with PA, PE, and PS head groups, respectively. PA monomer was synthesized from 2-hydroxyethyl methacrylate (HEMA) and dimethyl chlorophosphate (DCP). PE and PS monomers were synthesized from N-tert-butoxycarbonyl (tBoc) protected ethanolamine and serine through the reaction with 2-chloro-2-oxo-1,3,2-dioxaphospholane (COP). Each biomembrane-mimic polymer was successfully synthesized by atom transfer radical polymerization (ATRP) from the monomer. The molecular weight distributions of PMPA, PMPE, and PMPS were analyzed by gel permeation chromatography (GPC) and in vitro cytotoxicity was also examined by 3-[4,5-dimethylthiazol-2-yl]-2,5- diphenyltetrazolium bromide (MTT) and lactate dehydrogenase (LDH) assay. The new biomembrane-mimic polymers could be used to prepare a polymeric platform that mimic a cell- or tissue-specific membrane for future applications in biomedical fields such as tissue engineering or bioimplants.
KW - Biomembrane-mimic polymers
KW - Cytocompatibility
KW - Phospholipid head groups
UR - http://www.scopus.com/inward/record.url?scp=84892791941&partnerID=8YFLogxK
U2 - 10.1016/j.polymer.2013.12.020
DO - 10.1016/j.polymer.2013.12.020
M3 - Article
AN - SCOPUS:84892791941
SN - 0032-3861
VL - 55
SP - 517
EP - 524
JO - Polymer (United Kingdom)
JF - Polymer (United Kingdom)
IS - 2
ER -