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The plot thickens, gelation by phenylalanine in water and dimethyl sulfoxide

The plot thickens, gelation by phenylalanine in water and dimethyl sulfoxide
The plot thickens, gelation by phenylalanine in water and dimethyl sulfoxide
Phenylalanine (Phe) is an amino acid of great interest as coupling of an aromatic group with a chiral hydrophilic region imparts a number of unique properties. Recently there has been an increased interest in the crystalline and gel forms of this compound, part as a result of the complex and undetermined structures of the materials and the relationship of the solid forms of Phe with the disease phenylketonuria. In this report, we highlight the relationship between gelation, crystallisation and the dynamics of the self-assembly processes of Phe. We do this by describing the gelation of the amino acid, the gel to crystal relationship, crystal structure predictions for this relatively simple compound and the dynamics of assembly as determined by NMR in both water and dimethylsulfoxide. This will provide guidance to future research into Phe assemblies, possible treatments for phenylketonuria and diseases related to formation of amyloid-like fibres.
1528-7483
Nartowski, Karol P.
14340f60-e6cd-42d3-9e7b-a68fdc490a4f
Ramalhete, Susana M.
64cee88c-52b8-4dad-aaef-7c35c22401bf
Martin, Peter C.
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Foster, Jamie S.
914edc48-9dd4-446a-9fae-a2fb845127fb
Heinrich, Margaux
995a6d37-254b-4872-a16e-a125ce23b986
Eddleston, Mark D.
01211ad8-8115-43de-914c-6501d1d4c584
Green, Hayley R.
415ffa7f-4838-4bb4-a022-7c0fb31f8802
Day, Graeme M.
e3be79ba-ad12-4461-b735-74d5c4355636
Khimyak, Yaroslav Z.
7705dc0f-42a7-4a0b-aa57-f95ff886454d
Lloyd, Gareth O.
b98c6a60-d8d2-493c-8969-9612593fe59a
Nartowski, Karol P.
14340f60-e6cd-42d3-9e7b-a68fdc490a4f
Ramalhete, Susana M.
64cee88c-52b8-4dad-aaef-7c35c22401bf
Martin, Peter C.
5c34a1fe-2d7a-4b48-a829-40a6f356c450
Foster, Jamie S.
914edc48-9dd4-446a-9fae-a2fb845127fb
Heinrich, Margaux
995a6d37-254b-4872-a16e-a125ce23b986
Eddleston, Mark D.
01211ad8-8115-43de-914c-6501d1d4c584
Green, Hayley R.
415ffa7f-4838-4bb4-a022-7c0fb31f8802
Day, Graeme M.
e3be79ba-ad12-4461-b735-74d5c4355636
Khimyak, Yaroslav Z.
7705dc0f-42a7-4a0b-aa57-f95ff886454d
Lloyd, Gareth O.
b98c6a60-d8d2-493c-8969-9612593fe59a

Nartowski, Karol P., Ramalhete, Susana M., Martin, Peter C., Foster, Jamie S., Heinrich, Margaux, Eddleston, Mark D., Green, Hayley R., Day, Graeme M., Khimyak, Yaroslav Z. and Lloyd, Gareth O. (2017) The plot thickens, gelation by phenylalanine in water and dimethyl sulfoxide. Crystal Growth & Design. (doi:10.1021/acs.cgd.7b00213).

Record type: Article

Abstract

Phenylalanine (Phe) is an amino acid of great interest as coupling of an aromatic group with a chiral hydrophilic region imparts a number of unique properties. Recently there has been an increased interest in the crystalline and gel forms of this compound, part as a result of the complex and undetermined structures of the materials and the relationship of the solid forms of Phe with the disease phenylketonuria. In this report, we highlight the relationship between gelation, crystallisation and the dynamics of the self-assembly processes of Phe. We do this by describing the gelation of the amino acid, the gel to crystal relationship, crystal structure predictions for this relatively simple compound and the dynamics of assembly as determined by NMR in both water and dimethylsulfoxide. This will provide guidance to future research into Phe assemblies, possible treatments for phenylketonuria and diseases related to formation of amyloid-like fibres.

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Accepted/In Press date: 30 June 2017
e-pub ahead of print date: 30 June 2017
Organisations: Computational Systems Chemistry

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Local EPrints ID: 411987
URI: http://eprints.soton.ac.uk/id/eprint/411987
ISSN: 1528-7483
PURE UUID: f298f740-3aec-4db4-94f9-41e69f267575
ORCID for Graeme M. Day: ORCID iD orcid.org/0000-0001-8396-2771

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Date deposited: 04 Jul 2017 16:31
Last modified: 16 Mar 2024 05:29

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Contributors

Author: Karol P. Nartowski
Author: Susana M. Ramalhete
Author: Peter C. Martin
Author: Jamie S. Foster
Author: Margaux Heinrich
Author: Mark D. Eddleston
Author: Hayley R. Green
Author: Graeme M. Day ORCID iD
Author: Yaroslav Z. Khimyak
Author: Gareth O. Lloyd

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