Chemoselective immobilization of peptides on abiotic and cell surfaces at controlled densities.
We report herein a new and enabling approach for decorating both abiotic and cell surfaces with the extracellular matrix IKVAV peptide in a site-specific manner using strain promoted azide-alkyne cycloaddition. A cyclooctyne-derivatized IKVAV peptide was synthesized and immobilized on the surface of pancreatic islets through strain-promoted azide-alkyne cycloaddition with cell surface azides generated by the electrostatic adsorption of a cytocompatible poly(L-lysine)-graft-poly(ethylene glycol) (PLL-g-PEG) copolymer bearing azido groups (PP-N(3)). Both "one-pot" and sequential addition of PP-N(3) and a cyclooctyne-derivatized IKVAV peptide conjugate enabled efficient modification of the pancreatic islet surface in less than 60 min. The ability to bind peptides at controlled surface densities was demonstrated in a quantitative manner using microarrays. Additionally, the technique is remarkably rapid and highly efficient, opening new avenues for the molecular engineering of cellular interfaces and protein and peptide microarrays.
Krishnamurthy
Venkata R
VR
Department of Biomedical Engineering, Emory University, Atlanta, Georgia 30322, USA.
Wilson
John T
JT
Cui
Wanxing
W
Song
XueZheng
X
Lasanajak
Yi
Y
Cummings
Richard D
RD
Chaikof
Elliot L
EL
D002462:Cell Membrane / Q000737:chemistry; D007515:Islets of Langerhans / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
D010455:Peptides
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