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DNA/RNA recognition controlled by the glycine linker and the guanidine moiety of phenanthridine peptides.

Abstract：

:The binding of four phenanthridine-guanidine peptides to DNA/RNA was evaluated via spectrophotometric/microcalorimetric methods and computations. The minor structural modifications-the type of the guanidine group (pyrrole guanidine (GCP) and arginine) and the linker length (presence or absence of glycine)-greatly affected the conformation of compounds and consequently the binding to double- (ds-) and single-stranded (ss-) polynucleotides. GCP peptide with shorter linker was able to distinguish between RNA (A-helix) and DNA (B-helix) by different circular dichroism response at 295 nm and thus can be used as a chiral probe. Opposed to the dominant stretched conformation of GCP peptide with shorter linker, the more flexible and longer linker of its analogue enabled the molecule to adopt the intramolecularly stacked form which resulted in weaker yet selective binding to DNA. Beside efficient organization of ss-polynucleotide structures, GCP peptide with shorter linker bound stronger to ss-DNA/RNA compared to arginine peptides which emphasize the importance of GCP unit.

journal_name

Int J Biol Macromol

journal_title

International journal of biological macromolecules

authors

Matić J,Šupljika F,Tandarić T,Dukši M,Piotrowski P,Vianello R,Brozovic A,Piantanida I,Schmuck C,Stojković MR

doi

10.1016/j.ijbiomac.2019.05.063

subject

Has Abstract

pub_date

2019-08-01 00:00:00

pages

422-434

eissn

0141-8130

issn

1879-0003

pii

S0141-8130(19)31892-6

journal_volume

134

pub_type

杂志文章

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