HUANG Xiaonan, DU Fusheng, YANG Jun, LI Zichen. ACID SENSITIVE MICELLAR AGGREGATES BASED ON AMPHIPHILIC BLOCK COPOLYMERS WITH PENDANT CYCLIC ORTHOESTER[J]. Acta Polymerica Sinica, 2009,(1):88-92.
HUANG Xiaonan, DU Fusheng, YANG Jun, LI Zichen. ACID SENSITIVE MICELLAR AGGREGATES BASED ON AMPHIPHILIC BLOCK COPOLYMERS WITH PENDANT CYCLIC ORTHOESTER[J]. Acta Polymerica Sinica, 2009,(1):88-92. DOI: 10.3724/SP.J.1105.2009.00088.
Acid-sensitive polymeric micelles have great potential as carriers for target drug delivery systems.In this work
a methacrylate monomer with cyclic orthoester group
(2-ethoxy-5-methyl-1
3-dioxan-5-yl)methyl methacrylate (EDMM)
was synthesized.Two acidsensitive amphiphilic block copolymers
PEO-b-PEDMM17 and PEO-b-PEDMM34
were prepared by the atom transfer radical polymerization of EDMM using a PEO macroinitiator (molecular weight ca. 2000 Da).The compositions and molecular weights of the two block copolymers were measured by using 1H-NMR and GPC
respectively.Both polymers are not water soluble due to the hydrophobicity of PEDMM segments.However
micellar aggregates with sizes of 60~200 nm were obtained by slowly adding excessive phosphate buffer (10 mmol/L
pH 7.4) to the polymer solutions in tetrahydrofuran (THF) and then evaporating THF.The micellar aggregates were characterized by dynamic light scattering
transmission electronic microscopy and Nile Red fluorescence probe.PEO-b-PEDMM17
the polymer with a shorter hydrophobic chain length
had a lower critical aggregation concentration(cac) and formed micellar aggregates with smaller size compared with PEO-b-PEDMM34.pH-Dependent hydrolysis of the aggregates were monitored by Nile Red(NR)probe and 1H-NMR approaches
showing that the polymer aggregates were stable at pH 7.4
but the polarity of the micellar core increased with time at pH 5.0 due to the acid-triggered hydrolysis of the orthoester groups.This type of acid sensitive micellar aggregates may find applications as carriers for tumor tissue and/or intracellular drug delivery.