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Highly fluorescent 2-amino-6-cyanopurines as new bioimaging tools for studying ...
Gonçalves, João N. D.; Gonçalves, Jorge M.; Rodrigues, L. R.; Coutinho, Paulo J. G.; Sá, Paulo Correia de; Castanheira, Elisabete M. S.Fluorescent nucleobase analogues (FNAs) have been extensively used for scientific and biomedical purposes owing to their relevant photophysical properties. In this study, five newly synthesized 2-amino-6-cyanopurines were evaluated for their fluorescent probing and imaging capabilities using Saccharomyces cerevisiae as model organism. The new compounds, which were synthesized using highly efficient cost-effecti...
2,4,5-Triaminopyrimidines as blue fluorescent probes for cell viability monitor...
Gonçalves, Jorge M.; Gonçalves, João N. D.; Sousa, Luís F.; Rodrigues, L. R.; Correia-de-Sá, Paulo; Coutinho, Paulo J. G.; Castanheira, Elisabete M. S.Monitoring cell viability is critical in cell biology, pathology, and drug discovery. Most cell viability assays are cell-destructive, time-consuming, expensive, and/or hazardous. Herein, we present a series of newly synthesized 2,4,5-triaminopyrimidine derivatives able to discriminate between live and dead cells. To our knowledge, these compounds are the first fluorescent nucleobase analogues (FNAs) with cell ...
Synthesis of 6,8-diaminopurines via acid-induced cascade cyclization of 5-amino...
Senhorães, Nádia R.; Silva, Bruna F.; Sousa, Raquel; Leite, Bruna P.; Gonçalves, Jorge M.; Paz, Filipe A. Almeida; Pereira-Wilson, Cristina; Dias, AliceInspired by the pharmacological interest generated by 6-substituted purine roscovitine for cancer treatment, 5-aminoimidazole-4-carboxamidine precursors containing a cyanamide unit were prepared by condensation of 5-amino-N-cyanoimidazole-4-carbimidoyl cyanides with a wide range of primary amines. When these amidine precursors were combined with acids, a fast cascade cyclization occurred at room temperature, af...
Novel imidazole-based hydrazonoyl cyanides and amidrazones containing N(N,O)-he...
Fernandes, Soraia P. S.; Gonçalves, Jorge M.; Silva, Bruna F.; Pereira, Eva Q.; Coutinho, Paulo J. G.; Pereira-Wilson, Cristina; Dias, AliceTwo series of novel hybrid heterocyclic compounds that combine the imidazole ring with bioactive piperidine, morpholine or piperazine heterosystems, through a hydrazone unit, were easily obtained by two competitive pathways. Starting from 5-amino-4-cyanoformimidoyl imidazoles and 1-aminopiperidine, 4-aminomorpholine or 1-amino-4-methylpiperazine under mild acidic media led to the selective synthesis of 5-aminoi...
Highly fluorescent 2‐Aminopurine derivatives: synthesis, photo‐physical charact...
Gonçalves, Jorge M.; Gonçalves, João N. D.; Pêra, Ana S.; Senhorães, Nádia R.; Rodrigues, Ana Rita Oliveira; Oliveira, Rui Pedro Soares deNew fluorescent nucleobase analogues (FBAs) are emerg-ing as extraordinarily useful tools for DNA labelling tech-nologies. The highly fluorescent adenine analogue 2 aminopurine (2AP) is still the most used within the few hundreds of newly FBAs synthesized, but its excitation in the UV region demands for high energy sources endanger-ing living cells. New and highly fluorescent 2AP deriva-tives, 2-amino-6-cyanopu...