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1 article(s) from Šijaković Vujičić, Nataša

Oxalyl retro-peptide gelators. Synthesis, gelation properties and stereochemical effects

Janja Makarević,
Milan Jokić,
Leo Frkanec,
Vesna Čaplar,
Nataša Šijaković Vujičić and
Mladen Žinić

Beilstein J. Org. Chem. 2010, 6, 945–959, doi:10.3762/bjoc.6.106

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Graphical Abstract

Scheme 1: Oxalyl retro-dipetide gelators; each b to a, (a) LiOH/MeOH, H₂O; (b) H⁺; each b to c: (c) NH₃/MeOH.

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Figure 1: Chiral bis(amino acid)-(I) and bis(amino alcohol)-(II)-oxalamide gelators.

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Figure 2: TEM images (PWK staining) of: (S,S)-1a H₂O/DMSO gel.

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Figure 3: TEM images (PWK staining) of: (S,R)-1a H₂O/DMSO gel.

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Figure 4: TEM images (PWK staining) of: (S,R)-1b toluene gel showing the presence of short tape like aggregat...

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Figure 5: The concentration dependence of NH and C*H chemical shifts in (S,R)-1b toluene-d₈ gel samples (conc...

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Figure 6: The concentration dependence of NH and C*H chemical shifts in (S,S)-1b and its racemate (S,S)-1b/(R...

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Figure 7: Temperature dependence of: a) oxalamide NH protons (▲), Leu-NH protons (Δ) and b) oxalamide-α-Leu-C...

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Figure 8: Temperature dependent CD spectra of: a) (S,R)-1b decalin gel (c = 3.4·10⁻² M); b) (S,S)-1b decalin ...

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Figure 9: X-ray powder diffractograms of (a) (S,R)-1b and (b) (S,S)-1b xerogels prepared from their toluene g...

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Figure 10: (a) Fully minimized the lowest energy conformations of (S,S)-1b (top) and (S,R)-1b generated by sys...

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Figure 11: Schematic presentation of the proposed (S,S)-1b and (S,R)-1b basic packing model based on XRPD, ¹H ...

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Figure 12: X-ray powder diffraction (XRPD) diagram of (S,R)-1a water/DMSO xerogel.

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Published 04 Oct 2010

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