And the articles themselves:
New J. Chem., 2008, 32, 676 - 679, DOI: 10.1039/b714237b
Extending helicity—capturing the helical character of longer ortho-phenylene ethynylene oligomers
Ticora V. Jones, Morris M. Slutsky and Gregory N. Tew
New ortho-phenylene ethynylene oligomers are shown to fold into helices of up to two full turns. Evidence of folding is shown by both 1D NMR, where – stacking is explored through both solvent and temperature titrations, as well as by 2D ROESY NMR which confirmed folding but also showed the dynamic nature of these helices through the flipping of the terminal TMS group into and out of a hydrophobic pocket created when the helix forms.
Extending helicity—capturing the helical character of longer ortho-phenylene ethynylene oligomers
Ticora V. Jones, Morris M. Slutsky and Gregory N. Tew
New ortho-phenylene ethynylene oligomers are shown to fold into helices of up to two full turns. Evidence of folding is shown by both 1D NMR, where – stacking is explored through both solvent and temperature titrations, as well as by 2D ROESY NMR which confirmed folding but also showed the dynamic nature of these helices through the flipping of the terminal TMS group into and out of a hydrophobic pocket created when the helix forms.
New J. Chem., 2008, 32, 670 - 675, DOI: 10.1039/b707618e
Synthesis and characterization of amphiphilic o-phenylene ethynylene oligomers
Morris M. Slutsky, Jason S. Phillip and Gregory N. Tew
We have previously reported the synthesis of short o-phenylene ethynylene oligomers with polar triethylene glycol side chains which adopt a helical conformation in solution with three residues per turn. Two new oligomers have been synthesized, a hexamer and a nonamer, incorporating a repeated triad motif of polar–nonpolar–polar sidechains in order to create a hydrophobic stripe in the folded conformation which we report here for the first time. Helical folding in solution was observed and, unlike the previously-reported oligomers, these new oligomers are ordered solids at room temperature. Although these oligomers were designed to assemble into helical bundle-like structures, no evidence for a quaternary-like structure was found. The difference in polarity between alkyl and triethylene glycol side chains is likely not strong enough to induce self-association of folded helices, especially since the molecules are not water soluble where the driving force for association of the nonpolar stripe would be larger. We expect that more polar side chains, granting water solubility, represent an important target for future research.
Synthesis and characterization of amphiphilic o-phenylene ethynylene oligomers
Morris M. Slutsky, Jason S. Phillip and Gregory N. Tew
We have previously reported the synthesis of short o-phenylene ethynylene oligomers with polar triethylene glycol side chains which adopt a helical conformation in solution with three residues per turn. Two new oligomers have been synthesized, a hexamer and a nonamer, incorporating a repeated triad motif of polar–nonpolar–polar sidechains in order to create a hydrophobic stripe in the folded conformation which we report here for the first time. Helical folding in solution was observed and, unlike the previously-reported oligomers, these new oligomers are ordered solids at room temperature. Although these oligomers were designed to assemble into helical bundle-like structures, no evidence for a quaternary-like structure was found. The difference in polarity between alkyl and triethylene glycol side chains is likely not strong enough to induce self-association of folded helices, especially since the molecules are not water soluble where the driving force for association of the nonpolar stripe would be larger. We expect that more polar side chains, granting water solubility, represent an important target for future research.
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Congrats!
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