3 documents found, page 1 of 1
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...
Inhibiting cancer metabolism by aromatic carbohydrate amphiphiles that act as a...
Brito, Alexandra; Pereira, Patrícia M.; Costa, Diana Soares da; Reis, R. L.; Ulijn, Rein V.; Lewis, Rein V.; Pires, R. A.; Pashkuleva, I.We report on aromatic N-glucosides that inhibit selectively the cancer metabolism via two coexistent mechanisms: by initial deprivation of the glucose uptake through competitive binding in the glucose binding pocket of GLUT1 and by formation of a sequestering nanoscale supramolecular network at the cell surface through localized (biocatalytic) self-assembly. We demonstrate that the expression of the cancer asso...