About: Novel poly(ethylene oxide monomethyl ether)-b-poly(.epsilon.-caprolactone) diblock copolymers containing a pH-acid labile ketal group as a block linkage     Goto   Sponge   NotDistinct   Permalink

An Entity of Type : http://linked.opendata.cz/ontology/domain/vavai/Vysledek, within Data Space : linked.opendata.cz associated with source document(s)

AttributesValues
rdf:type
Description
  • A new biocompatible and biodegradable diblock copolymer that contains a specific acid-labile degradable linkage (acyclic ketal group) between the hydrophobic poly(ε-caprolactone) (PCL) and the hydrophilic poly(ethylene oxide monomethyl ether) (MPEO) blocks is described herein. A multi-step synthetic method that combines carbodiimide chemistry, a “click reaction and ring-opening polymerization (ROP) was employed to successfully produce a series of MPEO-b-PCL diblock copolymers (herein referred to as MPEO44-b-PCL17 and MPEO44-b-PCL44). 2-{[2-(2-Azidoethoxy)propan-2-yl]}ethan-1-ol was obtained as a linker between the two blocks through a three-step synthetic approach. Furthermore, a newly developed α-methoxy-ω-hydroxy-poly(ethylene oxide) that contains an acid-labile ketal linkage was designed as a macroinitiator via a “click reaction for the sequential controlled ring-opening polymerization of ε-CL. The newly obtained compounds (precursors, macromer, macroinitiator and final diblock copolymers) were assessed by 1H NMR, 13C NMR and FT-IR spectroscopy and SEC analysis, which are described in this manuscript. Upon dissolution in a mild organic solvent, the MPEO44-b-PCL17 block copolymer self-assembled in water–PBS into regular, spherical, stable nanoparticles (NPs). Furthermore, the presence of the acid-labile ketal linker enabled the disassembly of these nanoparticles in a buffer that simulated acidic cytosolic or endosomal conditions in tumour cells as evaluated by dynamic light scattering (DLS), nanoparticle tracking analysis (NTA) and transmission electron microscopy (TEM) images. This disassembly led to hydrolysis profiles that resulted in neutral degradation products.
  • A new biocompatible and biodegradable diblock copolymer that contains a specific acid-labile degradable linkage (acyclic ketal group) between the hydrophobic poly(ε-caprolactone) (PCL) and the hydrophilic poly(ethylene oxide monomethyl ether) (MPEO) blocks is described herein. A multi-step synthetic method that combines carbodiimide chemistry, a “click reaction and ring-opening polymerization (ROP) was employed to successfully produce a series of MPEO-b-PCL diblock copolymers (herein referred to as MPEO44-b-PCL17 and MPEO44-b-PCL44). 2-{[2-(2-Azidoethoxy)propan-2-yl]}ethan-1-ol was obtained as a linker between the two blocks through a three-step synthetic approach. Furthermore, a newly developed α-methoxy-ω-hydroxy-poly(ethylene oxide) that contains an acid-labile ketal linkage was designed as a macroinitiator via a “click reaction for the sequential controlled ring-opening polymerization of ε-CL. The newly obtained compounds (precursors, macromer, macroinitiator and final diblock copolymers) were assessed by 1H NMR, 13C NMR and FT-IR spectroscopy and SEC analysis, which are described in this manuscript. Upon dissolution in a mild organic solvent, the MPEO44-b-PCL17 block copolymer self-assembled in water–PBS into regular, spherical, stable nanoparticles (NPs). Furthermore, the presence of the acid-labile ketal linker enabled the disassembly of these nanoparticles in a buffer that simulated acidic cytosolic or endosomal conditions in tumour cells as evaluated by dynamic light scattering (DLS), nanoparticle tracking analysis (NTA) and transmission electron microscopy (TEM) images. This disassembly led to hydrolysis profiles that resulted in neutral degradation products. (en)
Title
  • Novel poly(ethylene oxide monomethyl ether)-b-poly(.epsilon.-caprolactone) diblock copolymers containing a pH-acid labile ketal group as a block linkage
  • Novel poly(ethylene oxide monomethyl ether)-b-poly(.epsilon.-caprolactone) diblock copolymers containing a pH-acid labile ketal group as a block linkage (en)
skos:prefLabel
  • Novel poly(ethylene oxide monomethyl ether)-b-poly(.epsilon.-caprolactone) diblock copolymers containing a pH-acid labile ketal group as a block linkage
  • Novel poly(ethylene oxide monomethyl ether)-b-poly(.epsilon.-caprolactone) diblock copolymers containing a pH-acid labile ketal group as a block linkage (en)
skos:notation
  • RIV/61389013:_____/14:00428455!RIV15-GA0-61389013
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GAP208/10/1600), P(TE01020118)
http://linked.open...iv/cisloPeriodika
  • 12
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 33106
http://linked.open...ai/riv/idVysledku
  • RIV/61389013:_____/14:00428455
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • MPOE-b-PCL diblock copolymers; ring-opening polymerization; %22click%22 chemistry (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [1525D5894222]
http://linked.open...i/riv/nazevZdroje
  • Polymer Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 5
http://linked.open...iv/tvurceVysledku
  • Spěváček, Jiří
  • Štěpánek, Petr
  • Pavlova, Ewa
  • Jäger, Alessandro
  • Jäger, Eliezer
  • Konefal, Rafal
  • Petrova, Svetlana
  • Venturini, Cristina Garcia
http://linked.open...ain/vavai/riv/wos
  • 000336804800019
issn
  • 1759-9954
number of pages
http://bibframe.org/vocab/doi
  • 10.1039/C4PY00114A
Faceted Search & Find service v1.16.118 as of Jun 21 2024


Alternative Linked Data Documents: ODE     Content Formats:   [cxml] [csv]     RDF   [text] [turtle] [ld+json] [rdf+json] [rdf+xml]     ODATA   [atom+xml] [odata+json]     Microdata   [microdata+json] [html]    About   
This material is Open Knowledge   W3C Semantic Web Technology [RDF Data] Valid XHTML + RDFa
OpenLink Virtuoso version 07.20.3240 as of Jun 21 2024, on Linux (x86_64-pc-linux-gnu), Single-Server Edition (126 GB total memory, 58 GB memory in use)
Data on this page belongs to its respective rights holders.
Virtuoso Faceted Browser Copyright © 2009-2024 OpenLink Software