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

doi:10.1039/c0sc00621a

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

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

89 Citations (Scopus)

173 Downloads (Pure)

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.

Original language	English
Pages (from-to)	1349-1355
Number of pages	7
Journal	Chemical Science
Volume	2
Issue number	7
Early online date	12 May 2011
DOIs	https://doi.org/10.1039/c0sc00621a
Publication status	Published - 2011

Keywords

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

Access to Document

10.1039/c0sc00621a

Royc0sc00621aFinal published version, 779 KB

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)
Murphy, J. (Principal Investigator), Coombs, G. (Co-investigator), Ferguson, A. (Co-investigator) & Florence, A. (Co-investigator)
Scottish Funding Council SFC, EPSRC (Engineering and Physical Sciences Research Council)
1/09/07 → 30/10/12
Project: Research

Fibrous Protein Nanocomposites for Tailored Hybrid Biostructures and Devices
Tuttle, T. (Invited speaker)
9 Oct 2012
Activity: Presenting or Organising an Event › Participation in conference
238th ACS National Meeting
Tuttle, T. (Speaker)
23 Aug 2012
Activity: Presenting or Organising an Event › Participation in conference

Cite this

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title = "Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles",

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.",

keywords = "supramolecular hydrogels , amino sugars , aromatic carbohydrate amphiphiles , CH-π interactions, TIC - Bionanotechnology",

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

year = "2011",

doi = "10.1039/c0sc00621a",

language = "English",

volume = "2",

pages = "1349--1355",

journal = "Chemical Science",

issn = "2041-6520",

publisher = "Royal Society of Chemistry",

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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

SN - 2041-6520

VL - 2

SP - 1349

EP - 1355

JO - Chemical Science

JF - Chemical Science

IS - 7

ER -

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

Abstract

Keywords

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Projects

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

Activities

Fibrous Protein Nanocomposites for Tailored Hybrid Biostructures and Devices

238th ACS National Meeting

Cite this