Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles

Louise Birchall, Sangita Roy, Vineetha Jayawarna, Meghan Hughes, Eleanore Jane Irvine, G.T. Okorogheye, Nabil Saudi, E De Santis, Tell Tuttle, A.A. Edwards, Rein Vincent Ulijn

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

A novel class of supramolecular hydrogels derived from amino sugars is reported, where the self-assembly of aromatic carbohydrate amphiphiles is driven by CH-π interactions, rather than π–π stacking and H-bonding associated with gelators based on aromatic peptide amphiphiles. Spectroscopic data is provided as evidence for this mode of self-assembly and in silico studies revealed that a combination of CH-π and T-stacking of the fluorenyl groups contribute to the formation of the aggregated structures.
LanguageEnglish
Pages1349-1355
Number of pages7
JournalChemical Science
Volume2
Issue number7
Early online date12 May 2011
DOIs
Publication statusPublished - 2011

Fingerprint

Amphiphiles
Hydrogels
Self assembly
Carbohydrates
Amino Sugars
Peptides

Keywords

  • supramolecular hydrogels
  • amino sugars
  • aromatic carbohydrate amphiphiles
  • CH-π interactions
  • TIC - Bionanotechnology

Cite this

Birchall, L., Roy, S., Jayawarna, V., Hughes, M., Irvine, E. J., Okorogheye, G. T., ... Ulijn, R. V. (2011). Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles. Chemical Science, 2(7), 1349-1355. https://doi.org/10.1039/c0sc00621a
Birchall, Louise ; Roy, Sangita ; Jayawarna, Vineetha ; Hughes, Meghan ; Irvine, Eleanore Jane ; Okorogheye, G.T. ; Saudi, Nabil ; De Santis, E ; Tuttle, Tell ; Edwards, A.A. ; Ulijn, Rein Vincent. / Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles. In: Chemical Science. 2011 ; Vol. 2, No. 7. pp. 1349-1355.
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abstract = "A novel class of supramolecular hydrogels derived from amino sugars is reported, where the self-assembly of aromatic carbohydrate amphiphiles is driven by CH-π interactions, rather than π–π stacking and H-bonding associated with gelators based on aromatic peptide amphiphiles. Spectroscopic data is provided as evidence for this mode of self-assembly and in silico studies revealed that a combination of CH-π and T-stacking of the fluorenyl groups contribute to the formation of the aggregated structures.",
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Birchall, L, Roy, S, Jayawarna, V, Hughes, M, Irvine, EJ, Okorogheye, GT, Saudi, N, De Santis, E, Tuttle, T, Edwards, AA & Ulijn, RV 2011, 'Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles' Chemical Science, vol. 2, no. 7, pp. 1349-1355. https://doi.org/10.1039/c0sc00621a

Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles. / Birchall, Louise; Roy, Sangita; Jayawarna, Vineetha; Hughes, Meghan; Irvine, Eleanore Jane; Okorogheye, G.T.; Saudi, Nabil; De Santis, E; Tuttle, Tell; Edwards, A.A.; Ulijn, Rein Vincent.

In: Chemical Science, Vol. 2, No. 7, 2011, p. 1349-1355.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles

AU - Birchall, Louise

AU - Roy, Sangita

AU - Jayawarna, Vineetha

AU - Hughes, Meghan

AU - Irvine, Eleanore Jane

AU - Okorogheye, G.T.

AU - Saudi, Nabil

AU - De Santis, E

AU - Tuttle, Tell

AU - Edwards, A.A.

AU - Ulijn, Rein Vincent

PY - 2011

Y1 - 2011

N2 - A novel class of supramolecular hydrogels derived from amino sugars is reported, where the self-assembly of aromatic carbohydrate amphiphiles is driven by CH-π interactions, rather than π–π stacking and H-bonding associated with gelators based on aromatic peptide amphiphiles. Spectroscopic data is provided as evidence for this mode of self-assembly and in silico studies revealed that a combination of CH-π and T-stacking of the fluorenyl groups contribute to the formation of the aggregated structures.

AB - A novel class of supramolecular hydrogels derived from amino sugars is reported, where the self-assembly of aromatic carbohydrate amphiphiles is driven by CH-π interactions, rather than π–π stacking and H-bonding associated with gelators based on aromatic peptide amphiphiles. Spectroscopic data is provided as evidence for this mode of self-assembly and in silico studies revealed that a combination of CH-π and T-stacking of the fluorenyl groups contribute to the formation of the aggregated structures.

KW - supramolecular hydrogels

KW - amino sugars

KW - aromatic carbohydrate amphiphiles

KW - CH-π interactions

KW - TIC - Bionanotechnology

U2 - 10.1039/c0sc00621a

DO - 10.1039/c0sc00621a

M3 - Article

VL - 2

SP - 1349

EP - 1355

JO - Chemical Science

T2 - Chemical Science

JF - Chemical Science

SN - 2041-6520

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ER -

Birchall L, Roy S, Jayawarna V, Hughes M, Irvine EJ, Okorogheye GT et al. Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles. Chemical Science. 2011;2(7):1349-1355. https://doi.org/10.1039/c0sc00621a