0000000001308125
AUTHOR
Piotr Cmoch
Dynamic formation of hybrid peptidic capsules by chiral self-sorting and self-assembly.
Owing to their versatility and biocompatibility, peptide-based self-assembled structures constitute valuable targets for complex functional designs. It is now shown that artificial capsules based on β-barrel binding motifs can be obtained by means of dynamic covalent chemistry (DCC) and self-assembly. Short peptides (up to tetrapeptides) are reversibly attached to resorcinarene scaffolds. Peptidic capsules are thus selectively formed in either a heterochiral or a homochiral way by simultaneous and spontaneous processes, involving chiral sorting, tautomerization, diastereoselective induction of inherent chirality, and chiral self-assembly. Self-assembly is shown to direct the regioselectivit…
Synthesis, structure and properties of N-acetylated derivatives of methyl 5-amino-1H-[1,2,4]triazole-3-carboxylate.
Methyl 5-amino-1H-[1,2,4]triazole-3-carboxylate hydrochloride (1). and free ester (2). were obtained and 2 was reacted with Ac(2)O to give the acetylated products 3-6. Compounds 1-6 were studied using HPLC, GC-MS, FTIR and multinuclear NMR spectroscopy, including the cross-polarisation magic angle spinning (CPMAS) technique. The results of the acetylation of 2 were compared to those of the acetylation of 5-amino-1H-[1,2,4]triazole, and for 2 a significant decrease in the susceptibility to acetylation was found. The reaction of 2 with Ac(2)O at 20 degrees C, regardless of the amount and the concentration of the latter, including neat Ac(2)O, proceeds fully regioselectively and leads to one p…
CCDC 1006725: Experimental Crystal Structure Determination
Related Article: Hanna Jędrzejewska, Michał Wierzbicki, Piotr Cmoch, Kari Rissanen, Agnieszka Szumna|2014|Angew.Chem.,Int.Ed.|53|13760|doi:10.1002/anie.201407802
CCDC 1006724: Experimental Crystal Structure Determination
Related Article: Hanna Jędrzejewska, Michał Wierzbicki, Piotr Cmoch, Kari Rissanen, Agnieszka Szumna|2014|Angew.Chem.,Int.Ed.|53|13760|doi:10.1002/anie.201407802
CCDC 1006726: Experimental Crystal Structure Determination
Related Article: Hanna Jędrzejewska, Michał Wierzbicki, Piotr Cmoch, Kari Rissanen, Agnieszka Szumna|2014|Angew.Chem.,Int.Ed.|53|13760|doi:10.1002/anie.201407802