2010
DOI: 10.1002/marc.201000554
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Synthesis of a Novel Glycopeptide by Polymeranalogous Reaction of Gelatin with Mono‐6‐para‐toluenesulfonyl‐β‐cyclodextrin and its Supramolecular Properties

Abstract: A synthetic model glycoprotein was successfully synthesized using gelatin and mono-6-para-toluenesulfonyl-β-cyclodextrin which were reacted under microwave conditions in basic media. The resulting glycoprotein is observed to form intermolecular inclusion complexes through complexation of the aromatic moieties along the polymer chain by the attached cyclodextrins. This phenomenon was analyzed and proven by 2D NMR spectroscopy (ROESY) and dynamic light scattering (DLS). Above the denaturation temperature, a stro… Show more

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Cited by 10 publications
(9 citation statements)
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“…1d, and e, Video 1), indicating the robustness of the inter-gelatin host-guest crosslinking. In contrast, it has been reported that the b-CD-grafted gelatin can only form a viscous solution rather than stable hydrogels above 30 C [39]. Such ineffective hydrogel formation are likely attributed to the inefficient host-gust interaction due to the unfavorable entropy of binding between the aromatic residuals and b-CD when they are both fixed on the bulky polymer backbones [46].…”
Section: Fabrication Of Supramolecular Hgm Hydrogelsmentioning
confidence: 82%
“…1d, and e, Video 1), indicating the robustness of the inter-gelatin host-guest crosslinking. In contrast, it has been reported that the b-CD-grafted gelatin can only form a viscous solution rather than stable hydrogels above 30 C [39]. Such ineffective hydrogel formation are likely attributed to the inefficient host-gust interaction due to the unfavorable entropy of binding between the aromatic residuals and b-CD when they are both fixed on the bulky polymer backbones [46].…”
Section: Fabrication Of Supramolecular Hgm Hydrogelsmentioning
confidence: 82%
“…1 H-NMR (500 Hz, D 2 O) was conducted to verify whether the pluronic was successfully grafted to the gelatin backbone. As shown in Figure 2 and compared with another study [46,47,48], 1 H-NMR spectrum of GP-F127 includes both proton signals of the amino acid-forming gelatin and proton signals of F127. The peaks at 0.87 ppm is assigned to the methyl protons resonance of Leucine (Leu), Valine (Val) and Isoleucine (Ile).…”
Section: Resultsmentioning
confidence: 79%
“…The peaks at 2.65, 2.94, 3.16, and 3.58 ppm were derived from the amino acids aspartic acid (Asp), lysine (Lys), Arg, and proline (Pro). The resonance of the aromatic protons of tyrosine (Phe) appeared at 7.28 ppm ( Figures 1A,C ) ( Bernert et al, 2011 ). From the NMR spectrum ( Figure 1B ), we can see that the 1H of glucose derived from CD was apparent at 4.97 ppm.…”
Section: Resultsmentioning
confidence: 99%