Using chirality to influence supramolecular gelation

Kate McAulay, Bart Dietrich, Hao Su, Michael T. Scott, Sarah Rogers, Youssra K. Al-Hilaly, Honggang Cui, Louise C. Serpell, Annela M. Seddon, Emily R. Draper, Dave J. Adams

Research output: Contribution to journalArticle

10 Downloads (Pure)

Abstract

Most low molecular weight gelators are chiral, with racemic mixtures often unable to form gels. Here, we show an example where all enantiomers, diastereomers and racemates of a single functionalized dipeptide can form gels. At high pH, different self-assembled aggregates are formed and these directly template the structures formed in the gel. Hence, solutions and gels with different properties can be accessed simply by varying the chirality. This opens up new design rules for the field.
Original languageEnglish
Pages (from-to)7801-7806
Number of pages6
JournalChemical Science
Volume10
Issue number33
DOIs
Publication statusPublished - 3 Jul 2019

Fingerprint

Chirality
Gelation
Gels
Enantiomers
Dipeptides
Molecular weight

Keywords

  • hydrogel
  • chiral
  • small angle scattering

Cite this

McAulay, K., Dietrich, B., Su, H., Scott, M. T., Rogers, S., Al-Hilaly, Y. K., ... Adams, D. J. (2019). Using chirality to influence supramolecular gelation. Chemical Science, 10(33), 7801-7806. https://doi.org/10.1039/C9SC02239B
McAulay, Kate ; Dietrich, Bart ; Su, Hao ; Scott, Michael T. ; Rogers, Sarah ; Al-Hilaly, Youssra K. ; Cui, Honggang ; Serpell, Louise C. ; Seddon, Annela M. ; Draper, Emily R. ; Adams, Dave J. / Using chirality to influence supramolecular gelation. In: Chemical Science. 2019 ; Vol. 10, No. 33. pp. 7801-7806.
@article{791910e429474a1b96fca7320eb19d61,
title = "Using chirality to influence supramolecular gelation",
abstract = "Most low molecular weight gelators are chiral, with racemic mixtures often unable to form gels. Here, we show an example where all enantiomers, diastereomers and racemates of a single functionalized dipeptide can form gels. At high pH, different self-assembled aggregates are formed and these directly template the structures formed in the gel. Hence, solutions and gels with different properties can be accessed simply by varying the chirality. This opens up new design rules for the field.",
keywords = "hydrogel, chiral, small angle scattering",
author = "Kate McAulay and Bart Dietrich and Hao Su and Scott, {Michael T.} and Sarah Rogers and Al-Hilaly, {Youssra K.} and Honggang Cui and Serpell, {Louise C.} and Seddon, {Annela M.} and Draper, {Emily R.} and Adams, {Dave J.}",
note = "Acceptance from webpage OA article Applied Gold exception as journal is OA and would be immediate OA with acceptable CC licence. ET 16/1/20",
year = "2019",
month = "7",
day = "3",
doi = "10.1039/C9SC02239B",
language = "English",
volume = "10",
pages = "7801--7806",
number = "33",

}

McAulay, K, Dietrich, B, Su, H, Scott, MT, Rogers, S, Al-Hilaly, YK, Cui, H, Serpell, LC, Seddon, AM, Draper, ER & Adams, DJ 2019, 'Using chirality to influence supramolecular gelation', Chemical Science, vol. 10, no. 33, pp. 7801-7806. https://doi.org/10.1039/C9SC02239B

Using chirality to influence supramolecular gelation. / McAulay, Kate; Dietrich, Bart; Su, Hao; Scott, Michael T.; Rogers, Sarah; Al-Hilaly, Youssra K.; Cui, Honggang; Serpell, Louise C.; Seddon, Annela M.; Draper, Emily R.; Adams, Dave J.

In: Chemical Science, Vol. 10, No. 33, 03.07.2019, p. 7801-7806.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Using chirality to influence supramolecular gelation

AU - McAulay, Kate

AU - Dietrich, Bart

AU - Su, Hao

AU - Scott, Michael T.

AU - Rogers, Sarah

AU - Al-Hilaly, Youssra K.

AU - Cui, Honggang

AU - Serpell, Louise C.

AU - Seddon, Annela M.

AU - Draper, Emily R.

AU - Adams, Dave J.

N1 - Acceptance from webpage OA article Applied Gold exception as journal is OA and would be immediate OA with acceptable CC licence. ET 16/1/20

PY - 2019/7/3

Y1 - 2019/7/3

N2 - Most low molecular weight gelators are chiral, with racemic mixtures often unable to form gels. Here, we show an example where all enantiomers, diastereomers and racemates of a single functionalized dipeptide can form gels. At high pH, different self-assembled aggregates are formed and these directly template the structures formed in the gel. Hence, solutions and gels with different properties can be accessed simply by varying the chirality. This opens up new design rules for the field.

AB - Most low molecular weight gelators are chiral, with racemic mixtures often unable to form gels. Here, we show an example where all enantiomers, diastereomers and racemates of a single functionalized dipeptide can form gels. At high pH, different self-assembled aggregates are formed and these directly template the structures formed in the gel. Hence, solutions and gels with different properties can be accessed simply by varying the chirality. This opens up new design rules for the field.

KW - hydrogel

KW - chiral

KW - small angle scattering

U2 - 10.1039/C9SC02239B

DO - 10.1039/C9SC02239B

M3 - Article

VL - 10

SP - 7801

EP - 7806

IS - 33

ER -

McAulay K, Dietrich B, Su H, Scott MT, Rogers S, Al-Hilaly YK et al. Using chirality to influence supramolecular gelation. Chemical Science. 2019 Jul 3;10(33):7801-7806. https://doi.org/10.1039/C9SC02239B