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Multilayered Magnetic Nanoparticles as a Support in Solid-Phase Peptide Synthesis

Norén, Katarina LU and Kempe, Maria LU (2009) In International Journal of Peptide Research and Therapeutics 15(4). p.287-292
Abstract
The synthesis of multilayered magnetic nanoparticles (MNPs) for use as a support in solid-phase peptide synthesis (SPPS) is described. Silanization of magnetite (Fe3O4) nanoparticles with 3-(trimethoxysilyl)propyl methacrylate introduced polymerizable groups on the surface. Polymerization with allylamine, trimethylolpropane trimethacrylate, and trimethylolpropane ethoxylate (14/3 EO/OH) triacrylate provided a polymeric coating and amino groups to serve as starting points for the synthesis. After coupling of an internal reference amino acid and a cleavable linker, the coated MNPs were applied as the solid phase during synthesis of Leu-enkephalinamide and acyl carrier protein (65-74) by Fmoc chemistry. A "high-load" version of the MNP... (More)
The synthesis of multilayered magnetic nanoparticles (MNPs) for use as a support in solid-phase peptide synthesis (SPPS) is described. Silanization of magnetite (Fe3O4) nanoparticles with 3-(trimethoxysilyl)propyl methacrylate introduced polymerizable groups on the surface. Polymerization with allylamine, trimethylolpropane trimethacrylate, and trimethylolpropane ethoxylate (14/3 EO/OH) triacrylate provided a polymeric coating and amino groups to serve as starting points for the synthesis. After coupling of an internal reference amino acid and a cleavable linker, the coated MNPs were applied as the solid phase during synthesis of Leu-enkephalinamide and acyl carrier protein (65-74) by Fmoc chemistry. A "high-load" version of the MNP support (0.32 mmol/g) was prepared by four consecutive cycles of Fmoc-Lys(Fmoc)-OH coupling and Fmoc deprotection. Successful synthesis of Leu-enkephalin was demonstrated on the "high-load" MNPs. Chemical stability studies proved the particles to be stable under SPPS conditions and magnetization measurements showed that the magnetic properties of the particles were maintained throughout derivatizations and SPPS. The MNPs were further characterized by high-resolution transmission electron microscopy, inductively coupled plasma atomic emission spectrometry, elemental analysis, and nitrogen gas adsorption measurements. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Support, Solid-phase peptide synthesis, Polymer, Multilayer structure, Magnetite, Magnetic materials, Nanocomposites
in
International Journal of Peptide Research and Therapeutics
volume
15
issue
4
pages
287 - 292
publisher
Springer
external identifiers
  • wos:000271263800006
  • scopus:70350786917
ISSN
1573-3904
DOI
10.1007/s10989-009-9190-3
language
English
LU publication?
yes
id
efaa52cb-fe37-457f-9039-81f63426907c (old id 1505081)
date added to LUP
2009-11-24 16:45:35
date last changed
2017-11-19 03:32:10
@article{efaa52cb-fe37-457f-9039-81f63426907c,
  abstract     = {The synthesis of multilayered magnetic nanoparticles (MNPs) for use as a support in solid-phase peptide synthesis (SPPS) is described. Silanization of magnetite (Fe3O4) nanoparticles with 3-(trimethoxysilyl)propyl methacrylate introduced polymerizable groups on the surface. Polymerization with allylamine, trimethylolpropane trimethacrylate, and trimethylolpropane ethoxylate (14/3 EO/OH) triacrylate provided a polymeric coating and amino groups to serve as starting points for the synthesis. After coupling of an internal reference amino acid and a cleavable linker, the coated MNPs were applied as the solid phase during synthesis of Leu-enkephalinamide and acyl carrier protein (65-74) by Fmoc chemistry. A "high-load" version of the MNP support (0.32 mmol/g) was prepared by four consecutive cycles of Fmoc-Lys(Fmoc)-OH coupling and Fmoc deprotection. Successful synthesis of Leu-enkephalin was demonstrated on the "high-load" MNPs. Chemical stability studies proved the particles to be stable under SPPS conditions and magnetization measurements showed that the magnetic properties of the particles were maintained throughout derivatizations and SPPS. The MNPs were further characterized by high-resolution transmission electron microscopy, inductively coupled plasma atomic emission spectrometry, elemental analysis, and nitrogen gas adsorption measurements.},
  author       = {Norén, Katarina and Kempe, Maria},
  issn         = {1573-3904},
  keyword      = {Support,Solid-phase peptide synthesis,Polymer,Multilayer structure,Magnetite,Magnetic materials,Nanocomposites},
  language     = {eng},
  number       = {4},
  pages        = {287--292},
  publisher    = {Springer},
  series       = {International Journal of Peptide Research and Therapeutics},
  title        = {Multilayered Magnetic Nanoparticles as a Support in Solid-Phase Peptide Synthesis},
  url          = {http://dx.doi.org/10.1007/s10989-009-9190-3},
  volume       = {15},
  year         = {2009},
}