Structurally Diverse Polyamines: Solid-Phase Synthesis and Interaction with DNA

A versatile solid‐phase approach based on peptide chemistry was used to construct four classes of structurally diverse polyamines with modified backbones: linear, partially constrained, branched, and cyclic. Their effects on DNA duplex stability and structure were examined. The polyamines showed dis...

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Veröffentlicht in:Chembiochem : a European journal of chemical biology 2015-08, Vol.16 (12), p.1811-1819
Hauptverfasser: Umezawa, Naoki, Horai, Yuhei, Imamura, Yuki, Kawakubo, Makoto, Nakahira, Mariko, Kato, Nobuki, Muramatsu, Akira, Yoshikawa, Yuko, Yoshikawa, Kenichi, Higuchi, Tsunehiko
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Sprache:eng
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Zusammenfassung:A versatile solid‐phase approach based on peptide chemistry was used to construct four classes of structurally diverse polyamines with modified backbones: linear, partially constrained, branched, and cyclic. Their effects on DNA duplex stability and structure were examined. The polyamines showed distinct activities, thus highlighting the importance of polyamine backbone structure. Interestingly, the rank order of polyamine ability for DNA compaction was different to that for their effects on circular dichroism and melting temperature, thus indicating that these polyamines have distinct effects on secondary and higher‐order structures of DNA. Versatile solid‐phase synthesis of polyamines: A peptide chemistry approach was used to construct linear, partially constrained, branched, and cyclic polyamines. Examination of the effects on DNA duplex stability and structure revealed that the polyamines exhibit distinct activities, thus highlighting the importance of polyamine backbone structure.
ISSN:1439-4227
1439-7633
DOI:10.1002/cbic.201500121