Department of Pharmaceutical Chemistry, Yerevan State University, 1 A. Manoogian Str., Yerevan, 0025, Armenia
Istituto di Biostrutture E Bioimmagini, CNR, Via Mezzocannone 16, Naples, I-80134, Italy
Dipartimento di Scienze Chimiche, Università di Napoli 'Federico II', Naples, 80126, Italy
Istituto Per L'Ambiente Marino Costiero, CNR, Calata Porta di Massa, Naples, 80133, Italy
References: Not available.
Thiophenyl-substituted triazolyl-thione L-alanine: asymmetric synthesis, aggregation and biological properties
In this work, we report the asymmetric synthesis and characterization of an artificial amino acid based on triazolyl-thione l-alanine, which was modified with a thiophenyl-substituted moiety, as well as in vitro studies of its nucleic acid-binding ability. We found, by dynamic light scattering studies, that the synthetic amino acid was able to form supramolecular aggregates having a hydrodynamic diameter higher than 200 nm. Furthermore, we demonstrated, by UV and CD experiments, that the heteroaromatic amino acid, whose enzymatic stability was demonstrated by HPLC analysis also after 24 h of incubation in human serum, was able to bind a RNA complex, which is a feature of biomedical interest in view of innovative antiviral strategies based on modulation of RNA-RNA molecular recognition.
Thiophenyl-substituted triazolyl-thione L-alanine: asymmetric synthesis, aggregation and biological properties