Abstract:
:In this Letter, we investigated the binding properties towards nucleic acids of a thymine-functionalized oligolysine, composed of nucleobase-bearing amino acid moieties and underivatized l-lysine residues alternate in the backbone. The basic nucleopeptide proved to be well soluble in water and able to interact with both DNA and RNA, as suggested by circular dichroism, UV and surface plasmon resonance studies performed on the thymine-containing oligomer with both adenine-containing DNA (dA12) and RNA (rA12 and poly rA) molecules. In both cases the thymine-functionalized oligolysine was proven to form complexes characterized by a 1:1 T/A stoichiometric ratio, as evidenced by CD titration. UV melting experiments revealed that the complex formed between the homothymine oligolysine and rA12 RNA was more stable than the complex with dA12 DNA probably due to the additional H-bonding of the 2'-OH groups in RNA, that reinforces the overall interaction with the nucleopeptide. Finally, human serum stability assays were conducted on the thymine-bearing nucleopeptide which showed a half-life of 45min.
journal_name
Bioorg Med Chemjournal_title
Bioorganic & medicinal chemistryauthors
Roviello GN,Musumeci D,D'Alessandro C,Pedone Cdoi
10.1016/j.bmc.2013.12.053subject
Has Abstractpub_date
2014-02-01 00:00:00pages
997-1002issue
3eissn
0968-0896issn
1464-3391pii
S0968-0896(13)01061-4journal_volume
22pub_type
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