Site-specific N-terminus conjugation of poly(mPEG1100) methacrylates to salmon calcitonin: synthesis and preliminary biological evaluation
- 1 July 2009
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Soft Matter
- Vol. 5 (16) , 3038-3046
Abstract
Recent advances in polymerization strategies have led to the development of novel polymer–(poly)peptide biohybrid materials with potential application in the field of macromolecular therapeutics. In this current work, comb-shaped α-aldehyde poly(monomethoxy polyethylene glycol)methacrylates (p(mPEG)MA) with molecular masses in the 6.5–109 kDa range were prepared and conjugated, via reductive amination, to the Cys1N-terminus of salmon calcitonin (sCT), a calcitropic hormone currently administered for the treatment of a number of hypercalcaemia-related diseases. The conjugation site was determined by tryptic digestion of the sCT–p(mPEG1100)MA biohybrids in conjunction with LC-MS MALDI-TOF spectrometry. Preliminary in vitro biological tests show that the polymer conjugation does not interfere with the biological activity of the sCT.Keywords
This publication has 61 references indexed in Scilit:
- Site-Directed Conjugation of “Clicked” Glycopolymers To Form Glycoprotein Mimics: Binding to Mammalian Lectin and Induction of Immunological FunctionJournal of the American Chemical Society, 2007
- Formation of giant amphiphiles by post-functionalization of hydrophilic protein–polymer conjugatesJournal of Materials Chemistry, 2007
- Influence of intramolecular cross-links on the molecular, structural and functional properties of PEGylated haemoglobinBiochemical Journal, 2007
- α-Functional glycopolymers: New materials for (poly)peptide conjugationPolymer, 2005
- Cysteine-Reactive Polymers Synthesized by Atom Transfer Radical Polymerization for Conjugation to ProteinsJournal of the American Chemical Society, 2004
- A new approach to bioconjugates for proteins and peptides (“pegylation”) utilising living radical polymerisationChemical Communications, 2004
- Atom Transfer Radical PolymerizationChemical Reviews, 2001
- Multiple Conformations and Proline cis-trans Isomerization in Salmon Calcitonin: A Combined Nuclear Magnetic Resonance, Distance Geometry, and Molecular Mechanics StudyBiochemistry, 1994
- Solution conformation of salmon calcitonin in sodium dodecyl sulfate micelles as determined by two-dimensional NMR and distance geometry calculationsBiochemistry, 1991
- Design, synthesis, and characterization of a model peptide having potent calcitonin-like biological activity: implications for calcitonin structure/activityBiochemistry, 1985