Synthetic approaches to nucleopeptides containing all the four nucleobases, and nucleic acid-binding studies on a mixed-sequence nucleo-oligolysine(634 views) Roviello GN, Musumeci D
CNR, Istituto di Biostrutture e Bioimmagini-(Mezzacannone Site and Headquarters), Napoli, Italy
Università di Napoli Federico II, Dipartimento di Farmacia, Napoli, Italy
References: Not available.
Synthetic approaches to nucleopeptides containing all the four nucleobases, and nucleic acid-binding studies on a mixed-sequence nucleo-oligolysine
In this article we describe two solid-phase synthetic routes to obtain a
nucleo-oligolysine α-peptide containing all the four natural
nucleobases. The first one is based on the oligomerization of the
nucleobase-containing monomers, easily synthesized as herein described.
The second strategy has the advantage of avoiding the solution synthesis
of the monomeric building blocks, leading to the final nucleopeptide by
direct solid-phase couplings of the suitably protected nucleobases with
the free amino groups on the growing peptide chain still anchored to
the resin. Both strategies are general and can be applied to the
synthesis of nucleopeptides having backbones formed by any other diamino
acid moiety decorated with the four nucleobases. We here also reported
the CD and UV studies on the hybridization properties of the obtained
nucleopeptide, containing all the four nucleobases on alternate lysines
in the sequence, towards complementary DNA and RNA strands. The
nucleo-oligolysine of mixed-base sequence did not prove to bind a
complementary DNA, but was able to recognize the complementary RNA
forming a complex with higher melting temperature than that of the
corresponding RNA/RNA natural duplex and comparable with that of the
analogous PNA/RNA system.
Synthetic approaches to nucleopeptides containing all the four nucleobases, and nucleic acid-binding studies on a mixed-sequence nucleo-oligolysine