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EnglishDipeptides and their cyclized 2,5-piperazinedione (or diketopiperazine, DKP) derivatives are attractive building blocks for supramolecular hydrogels. The Phe-Phe, (p-nitro)-Phe-Phe, and Phe-Val dipeptides and their corresponding DKPs are studied for self-assembly in water. The DKPs were obtained in high yields by microwave-assisted cyclization of the dipeptides in water, demonstrating that use of their methyl ester derivatives as reported in the literature is not necessary for successful cyclization. Single-crystal XRD structures are reported for two DKPs as well as stable hydrogels at neutral pH.
| Titolo: | Microwave-Assisted Cyclization of Unprotected Dipeptides in Water to 2,5-Piperazinediones and Self-Assembly Study of Products and Reagents |
| Autori: | MARCHESAN, SILVIA (Corresponding) |
| Data di pubblicazione: | 2019 |
| Stato di pubblicazione: | Pubblicato |
| Rivista: | |
| Abstract: | Dipeptides and their cyclized 2,5-piperazinedione (or diketopiperazine, DKP) derivatives are attractive building blocks for supramolecular hydrogels. The Phe-Phe, (p-nitro)-Phe-Phe, and Phe-Val dipeptides and their corresponding DKPs are studied for self-assembly in water. The DKPs were obtained in high yields by microwave-assisted cyclization of the dipeptides in water, demonstrating that use of their methyl ester derivatives as reported in the literature is not necessary for successful cyclization. Single-crystal XRD structures are reported for two DKPs as well as stable hydrogels at neutral pH. |
| Handle: | http://hdl.handle.net/11368/2945253 |
| Digital Object Identifier (DOI): | http://dx.doi.org/10.1055/s-0037-1612376 |
| URL: | https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0037-1612376 |
| Appare nelle tipologie: | 1.1 Articolo in Rivista |
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