2012
DOI: 10.1021/ja303679z
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New Application of Proton Nuclear Spin Relaxation Unraveling the Intermolecular Structural Features of Low-Molecular-Weight Organogel Fibers

Abstract: Proton nuclear spin relaxation has been for the first time extensively used for a structural and dynamical study of low-molecular-weight organogels. The gelator in the present study is a modified phenylalanine amino acid bearing a naphthalimide moiety. From T(1) (spin-lattice relaxation time in the laboratory frame) and T(1ρ) (spin-lattice relaxation time in the rotating frame) measurements, it is shown that the visible gelator NMR spectrum below the liquid-gel transition temperature corresponds to a so-called… Show more

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Cited by 24 publications
(51 citation statements)
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“…Negative nOe enhancements were detected in 1 H‐ 1 H 2D NOESY NMR spectra for Phe protons in Phe hydrogels (Figure S9 in Supporting Information). This is characteristic of large molecules which transfer magnetisation efficiently through dipolar interactions . Since these Phe‐based hydrogel systems are composed exclusively of low molecular weight species, these findings indicated that molecules in solution contain information from the fibrous network due to their fast dynamics of exchange in the NMR frequency time scale.…”
Section: Resultsmentioning
confidence: 64%
See 2 more Smart Citations
“…Negative nOe enhancements were detected in 1 H‐ 1 H 2D NOESY NMR spectra for Phe protons in Phe hydrogels (Figure S9 in Supporting Information). This is characteristic of large molecules which transfer magnetisation efficiently through dipolar interactions . Since these Phe‐based hydrogel systems are composed exclusively of low molecular weight species, these findings indicated that molecules in solution contain information from the fibrous network due to their fast dynamics of exchange in the NMR frequency time scale.…”
Section: Resultsmentioning
confidence: 64%
“…Since these Phe‐based hydrogel systems are composed exclusively of low molecular weight species, these findings indicated that molecules in solution contain information from the fibrous network due to their fast dynamics of exchange in the NMR frequency time scale. The phenomenon of solution‐state NMR spectra containing information from the hydrogel fibres due to fast molecular exchange between solution and gel states has been described previously and further confirmed by the determination of a single diffusion regime (see above). Strong negative cross‐peaks were also recorded between Phe and Trp or Tyr, supporting the hypothesis that Trp and Tyr were in close proximity with Phe due to their incorporation in the Phe/Trp and Phe/Tyr hydrogel fibres.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…[16,17] In the 1 H NMR spectrum of the [D 8 ]toluene gel sample (c = 1.48 × 10 -2 M) recorded at room temperature, signals of the dissolved major and minor diastereomer could be observed ( Figure S5, Supporting Information). When the temperature was increased, the intensity of all the gelator signals increased due to disassembly of NMR-silent gel network into smaller NMR-observable aggregates.…”
Section: Ftir and Nmr Spectroscopic Studiesmentioning
confidence: 99%
“…When the temperature was increased, the intensity of all the gelator signals increased due to disassembly of NMR-silent gel network into smaller NMR-observable aggregates. [16,17] In the 1 H NMR spectrum of the [D 8 ]toluene gel sample (c = 1.48 × 10 -2 M) recorded at room temperature, signals of the dissolved major and minor diastereomer could be observed ( Figure S5, Supporting Information). The variations of the rela-tive concentrations of the dissolved major (R,aR,R)-3 diss and minor (R,aS,R) diss , diastereomers, as well as that of the assembled diastereomer, that occur with an increase in temperature were calculated based on the intensity changes of the biphenyl NH, C*-NH and biphenyl C-3-H signals relative to the intensity of the internal standard (Figure 7, a).…”
Section: Ftir and Nmr Spectroscopic Studiesmentioning
confidence: 99%