[Ligands with affinity to specific sequences of DNA base pairs. X. Synthesis and binding of netropsin analogs, containing a chelating copper ion peptide, with DNA].
An analogue of netropsin has been synthesized consisting of two N-propylpyrrolcarboxamide units linked covalently to a copper-chelating tripeptide Gly-Gly-L-His by means of two and three glycine residues. Binding to DNA and synthetic polynucleotides of netropsin analogue containing three glycine residues between Gly-Gly-L-His tripeptide and the N-end of netropsin analogue (His-Nt) has been studied. It is shown that this netropsin analogue chelates a copper ion with 1:1 stoichiometry, similar to a free Gly-Gly-L-His peptide. It is found that this netropsin analogue occupies 3 to 4 base pairs upon binding to poly(dA).poly(dT) and poly[d(AT)].poly[d(AT)] polymers, irrespective of whether it binds in Cu(2+)-ligated or unligated forms. Binding constants and binding site sizes have been calculated for netropsin analogue complexes with DNA, poly(dA).poly(dT) and poly[d(AT)].poly[d(AT)] polymers at the [Cu2+]/[His-Nt] ratio equal to 0 and 1.0. In the three-component system including His-Nt and Cu(2+)-His-Nt, cooperative effects are recognized which can be explained by heterodimer generation on interaction of His-Nt and Cu(2+)-His-Nt at adjacent binding sites.
V A
VA
Nikolaev
A N
AN
Surovaia
N Iu
NIu
Sidorova
S L
SL
Grokhovskiĭ
A S
AS
Zasedatelev
G V
GV
Gurskiĭ
A L
AL
Zhuze
D000595:Amino Acid Sequence; D001665:Binding Sites; D002614:Chelating Agents; D003300:Copper / Q000737:chemistry*; D004247:DNA / Q000378:metabolism*; D008024:Ligands; D008969:Molecular Sequence Data; D009429:Netropsin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism; D009842:Oligopeptides / Q000737:chemistry*
D002614:Chelating Agents; D008024:Ligands; D009842:Oligopeptides; D009429:Netropsin; D003300:Copper; D004247:DNA