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Chirality-directed hydrogel assembly and interactions with enantiomers of an active pharmaceutical ingredient

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Publication details

JournalChemical communications
DateAccepted/In press - 1 Mar 2022
DateE-pub ahead of print (current) - 4 Mar 2022
Early online date4/03/22
Original languageEnglish


Enantiomers of the low-molecular-weight gelator (LMWG) DBS CONHNH2, based on D- or L- 1,3:2,4-dibenzylidenesorbitol (DBS), were synthesised. Enantiomeric gels are equivalent, but when mixtures of enantiomers are used, although gels still form, they are weaker than homochiral gels. Nanoscale chirality is lost on adding even a small proportion of the opposite enantiomer – homochiral assembly underpins effective gelation. Enantiomeric gels encapsulate the two enantiomers of anti-inflammatory drug naproxen, with thermal & mechanical differences between diastereomeric systems. We hence demonstrate the importance of chirality in DBS assembly and its interactions with chiral additives.

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© Royal Society of Chemistry 2022. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

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