Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/72214
Título: | Non-isocyanate urethane linkage formation using l-lysine residues as amine sources |
Autor(es): | Peixoto, Cláudia Soares, Ana M. S. Araújo, Andreia Isabel Silva Olsen, Bradley D. Machado, A. V. |
Palavras-chave: | Amines Biocompatible Materials Drug Delivery Systems Isocyanates Lactoglobulins Lysine Polyurethanes Solid-Phase Synthesis Techniques l-Lysine Peptides Proteins ELP beta-Lactoglobulin Cyclic carbonate β-Lactoglobulin |
Data: | Set-2019 |
Editora: | Springer |
Revista: | Amino Acids |
Citação: | Peixoto, C., Soares, A.M.S., Araújo, A. et al. Non-isocyanate urethane linkage formation using L-lysine residues as amine sources. Amino Acids 51, 1323–1335 (2019). https://doi.org/10.1007/s00726-019-02770-x |
Resumo(s): | Bio-based polyurethane materials are broadly applied in medicine as drug delivery systems. Nevertheless, their synthesis comprises the use of petroleum-based toxic amines, isocyanates and polyols, and their biocompatibility or functionalization is limited. Therefore, the use of lysine residues as amine sources to create non-isocyanate urethane (NIU) linkages was investigated. Therefore, a five-membered biscyclic carbonate (BCC) was firstly synthetized and reacted with a protected lysine, a tripeptide and a heptapeptide to confirm the urethane linkage formation with lysine moiety and to optimize reaction conditions. Afterwards, the reactions between BCC and a model protein, elastin-like protein (ELP), and β-Lactoglobulin (BLG) obtained from whey protein, respectively, were performed. The synthesized protein materials were structural, thermally and morphologically characterized to confirm the urethane linkage formation. The results demonstrate that using both simple and more complex source of amines (lysine), urethane linkages were effectively achieved. This pioneering approach opens the possibility of using proteins to develop non-isocyanate polyurethanes (NIPUs) with tailored properties. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/72214 |
DOI: | 10.1007/s00726-019-02770-x |
ISSN: | 0939-4451 |
e-ISSN: | 1438-2199 |
Versão da editora: | https://link.springer.com/article/10.1007/s00726-019-02770-x |
Arbitragem científica: | yes |
Acesso: | Acesso restrito UMinho |
Aparece nas coleções: | IPC - Artigos em revistas científicas internacionais com arbitragem |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
Peixoto2019_Article_Non-isocyanateUrethaneLinkageF.pdf Acesso restrito! | 3,03 MB | Adobe PDF | Ver/Abrir |