5 documents found, page 1 of 1
Supramolecular systems generated by peptide-saccharide conjugates to mimic the ...
Costa, Diana Soares da; Brito, Alexandra Manuela Fernandes; Reis, R. L.; Pashkuleva, I.Carbohydrates and proteins are the main constituents of the extracellular matrix (ECM). Their supramolecular hierarchical assembly results in cell- and tissue-specific signatures that are tightly controlled in terms of biomechanical forces and biochemical functions. Over the last decade, supramolecular glycopeptide systems have emerged as synthetic mimics of the ECM. Their main advantage is the simpler structur...
Expanding the conformational landscape of minimalistic tripeptides by their O‑g...
Brito, Alexandra Manuela Fernandes; Dave, Dhwanit; Lampel, Ayala; Castro, Vânia Isabel Baptista; Kroiss, Daniela; Reis, R. L.; Tuttle, TellWe report on the supramolecular self-assembly of tripeptides and their O-glycosylated analogues, in which the carbohydrate moiety is coupled to a central serine or threonine flanked by phenylalanine residues. The substitution of serine with threonine introduces differential side-chain interactions, which results in the formation of aggregates with different morphology. O-glycosylation decreases the aggregatio...
Carbohydrate amphiphiles for supramolecular biomaterials: design, self-assembly...
Brito, Alexandra Manuela Fernandes; Kassem, Salma; Reis, R. L.; Ulijn, Rein V.; Pires, R. A.; Pashkuleva, I.Carbohydrate-containing biopolymers such as glycoproteins, proteoglycans, and glycolipids are an incredibly diverse and complex set of natural building blocks used by biological systems to endorse a wide range of molecular functions that are critical to life processes. Simplified synthetic analogs of these polymeric glycoconjugates can capture some of these functions and are increasingly exploited toward the de...
Aromatic carbohydrate amphiphile disrupts cancer spheroids and prevents relapse
Brito, Alexandra Manuela Fernandes; Pereira, P. M. R.; Reis, R. L.; Ulijn, R. V.; Lewis, J. S.; Pires, R. A.; Pashkuleva, I.Spheroids recapitulate the organization, heterogeneity and microenvironment of solid tumors. Herein, we targeted spatiotemporally the accelerated metabolism of proliferative cells located on the spheroid surface that ensure structure maintenance and/or growth. We demonstrate that phosphorylated carbohydrate amphiphile acts as a potent antimetabolite due to glycolysis inhibition and to in situ formation of supra...
Supramolecular assembly of carbohydrate amphiphiles for biomedical applications
Brito, Alexandra Manuela FernandesCarbohydrates are involved in all essential processes within the life cycle of cells and organisms - they exert their bioactivities via simultaneous multivalent non-covalent interactions with other biomolecules. Supramolecular systems, therefore, provide the ideal means to generate polyvalent architectures for studying and modulating these interactions: the inherent reversibility of the self assembling process ...