Abstract
Aromatic peptide amphiphile hydrogelators commonly utilise the fluorenyl-9-methoxycarbonyl moiety as an N-terminal capping group. Material properties and spectroscopic techniques show the influence of alternative linkers between the fluorenyl moiety and the peptide. This study establishes whether methoxycarbonyl is an optimal or mainly convenient linker, for this class of self-assembling systems.
Highlights
Aromatic peptide amphiphile hydrogelators commonly utilise the fluorenyl-9-methoxycarbonyl moiety as an N-terminal capping group
This study establishes whether methoxycarbonyl is an optimal or mainly convenient linker, for this class of self-assembling systems
Aromatic peptide amphiphiles contain a short peptide sequence, with the N-terminus capped by a synthetic aromatic moiety.[1]
Summary
Aromatic peptide amphiphile hydrogelators commonly utilise the fluorenyl-9-methoxycarbonyl moiety as an N-terminal capping group. Self-assembly is based upon aromatic stacking interactions, and the propensity of the peptide to form a b-sheet type H-bonding arrangement.[2,3,4,5] A variety of aromatic capping groups have been reported in the literature, such as naphthalene,[6,7,8] azobenzene,[9,10] and pyrene derivatives.[11,12] by far the most commonly utilised functionality is the fluorenyl-9-methoxycarbonyl (Fmoc) group,[13,14,15,16,17,18,19] due in part to its role as a protecting group in peptide synthesis.
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