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Self-Assembling Peptide−Polymer Conjugates Comprising (d-alt-l)-Cyclopeptides as Aggregator Domains
journal contribution
posted on 2006-11-14, 00:00 authored by Mattijs G. J. ten Cate, Nikolai Severin, Hans G. BörnerThe synthesis of peptide−polymer conjugates comprising (d-alt-l)-cyclopeptides as aggregator
domains and their self-assembly into tubelike structures is described. By coupling two well-defined poly(n-butyl
acrylate) blocks to opposite sides of a preformed cyclic (d-alt-l)-α-octapeptide, a coil−ring−coil bioconjugate
was accessed. The applied solution-phase coupling route allowed a multigram scale synthesis of the conjugate
and assured both a controlled synthesis and ease of analysis. The controlled self-assembly of the conjugate leads
to uniform tube structures. Atomic force microscopy (AFM) of these aggregates deposited on mica revealed a
height of 1.4 ± 0.2 nm, a width of 5 nm, and roughly estimated lengths of up to 200−300 nm. A model is
proposed, explaining the structure dimensions. This includes the formation of a tubular peptide core build via
stacking of the cyclopeptides and a poly(n-butyl acrylate) shell wrapping around the peptide tube. The model is
consistent with infrared spectroscopy and electron diffraction measurements, verifying that the peptide segment
of the conjugate adopts a β-sheet structure, similar to unsubstituted (d-alt-l)-cyclopeptides. Hence, the stacks of
peptide rings are stabilized along the fiber axis via inter-ring β-sheet H-bonding. The tube structures are capable
to interact laterally, organizing further into weak networks as was evidenced by AFM and transmission electron
microscopy.
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peptide segmentstructure dimensionstransmission electron microscopytubelike structurespeptide tubeelectron diffraction measurementstube structuresAFMpreformed cyclic5 nmfiber axispolypeptide coreAtomic force microscopyAggregator DomainsThe synthesisaggregator domainsconjugateuniform tube structurespeptide ringsmultigram scale synthesismodelacrylate
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