l-Dopa (3,4-dihydroxyphenylalanine) is a chiral amino acid generatedviabiosynthesis froml-tyrosine in plants and some animals. The presence of multiple interacting sites makesl-Dopa a multifunctional building block for the preparation of supramolecular materials. The possibility to form hydrogen bonds and the presence of the aromatic ring allowl-Dopa molecules to interact through a series of non-covalent interactions. The additional presence of the catechol moiety really makes this compound unique: not only does it have implications in the self-assembly process of Dopa itself and with other substrates, but also it highly increases the number of applications of the final material, since it works as an antioxidant, radical trapper, metal chelator, reducing agent and adhesive.l-Dopa and catechol containing derivatives have been extensively introduced inside both synthetic and natural polymers to obtain amazing functional materials. In this review we report the preparation of small peptides containingl-Dopa, focusing on the supramolecular materials that can be obtained with them, ranging from fibrils to fibres, gels, films and coatings, all having the different applications mentioned above and many others.

Giuri D., Ravarino P., Tomasini C. (2021). l-Dopa in small peptides: an amazing functionality to form supramolecular materials. ORGANIC & BIOMOLECULAR CHEMISTRY, 19(21), 4622-4636 [10.1039/d1ob00378j].

l-Dopa in small peptides: an amazing functionality to form supramolecular materials

Giuri D.
Primo
Conceptualization
;
Ravarino P.
Secondo
Methodology
;
Tomasini C.
Ultimo
Writing – Original Draft Preparation
2021

Abstract

l-Dopa (3,4-dihydroxyphenylalanine) is a chiral amino acid generatedviabiosynthesis froml-tyrosine in plants and some animals. The presence of multiple interacting sites makesl-Dopa a multifunctional building block for the preparation of supramolecular materials. The possibility to form hydrogen bonds and the presence of the aromatic ring allowl-Dopa molecules to interact through a series of non-covalent interactions. The additional presence of the catechol moiety really makes this compound unique: not only does it have implications in the self-assembly process of Dopa itself and with other substrates, but also it highly increases the number of applications of the final material, since it works as an antioxidant, radical trapper, metal chelator, reducing agent and adhesive.l-Dopa and catechol containing derivatives have been extensively introduced inside both synthetic and natural polymers to obtain amazing functional materials. In this review we report the preparation of small peptides containingl-Dopa, focusing on the supramolecular materials that can be obtained with them, ranging from fibrils to fibres, gels, films and coatings, all having the different applications mentioned above and many others.
2021
Giuri D., Ravarino P., Tomasini C. (2021). l-Dopa in small peptides: an amazing functionality to form supramolecular materials. ORGANIC & BIOMOLECULAR CHEMISTRY, 19(21), 4622-4636 [10.1039/d1ob00378j].
Giuri D.; Ravarino P.; Tomasini C.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/840774
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