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Self-Assembly of Unprotected Dipeptides into Hydrogels: Water-Channels Make the Difference.


ABSTRACT: Unprotected dipeptides are attractive building blocks for environmentally friendly hydrogel biomaterials by virtue of their low-cost and ease of preparation. This work investigates the self-assembling behaviour of the distinct stereoisomers of Ile-Phe and Phe-Ile in phosphate buffered saline (PBS) to form hydrogels, using transmission electron microscopy (TEM), attenuated total reflectance infrared spectroscopy (ATR-IR), circular dichroism (CD), and oscillatory rheometry. Each peptide purity and identity was also confirmed by 1 H- and 13 C-NMR spectroscopy and HPLC-MS. Finally, single-crystal XRD data allowed the key interactions responsible for the supramolecular packing into amphipathic layers or water-channels to be revealed. The presence of the latter in the crystal structure is a distinctive feature of the only gelator of this work that self-organizes into stable hydrogels, with fast kinetics and the highest elastic modulus amongst its structural isomers and stereoisomers.

SUBMITTER: Bellotto O 

PROVIDER: S-EPMC9299199 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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Self-Assembly of Unprotected Dipeptides into Hydrogels: Water-Channels Make the Difference.

Bellotto Ottavia O   Kralj Slavko S   Melchionna Michele M   Pengo Paolo P   Kisovec Matic M   Podobnik Marjetka M   De Zorzi Rita R   Marchesan Silvia S  

Chembiochem : a European journal of chemical biology 20211126 2


Unprotected dipeptides are attractive building blocks for environmentally friendly hydrogel biomaterials by virtue of their low-cost and ease of preparation. This work investigates the self-assembling behaviour of the distinct stereoisomers of Ile-Phe and Phe-Ile in phosphate buffered saline (PBS) to form hydrogels, using transmission electron microscopy (TEM), attenuated total reflectance infrared spectroscopy (ATR-IR), circular dichroism (CD), and oscillatory rheometry. Each peptide purity and  ...[more]

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