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Title: Design of a new fluorescent probe: Pyrrole/imidazole hairpin polyamides with pyrene conjugation at their γ-turn.
Authors: Vaijayanthi, Thangavel
Bando, Toshikazu  kyouindb  KAKEN_id
Hashiya, Kaori
Pandian, Ganesh N
Sugiyama, Hiroshi  kyouindb  KAKEN_id
Author's alias: 杉山, 弘
Keywords: Py–Im polyamides
Issue Date: 15-Feb-2013
Publisher: Elsevier Ltd.
Journal title: Bioorganic & medicinal chemistry
Volume: 21
Issue: 4
Start page: 852
End page: 855
Abstract: Fluorophores that are conjugated with N-methylpyrrole-N-methylimidazole (Py-Im) polyamides postulates versatile applications in biological and physicochemical studies. Here, we show the design and synthesis of new types of pyrene-conjugated hairpin Py-Im polyamides (1-5). We evaluated the steady state fluorescence of the synthesized conjugates (1-5) in the presence and absence of oligodeoxynucleotides 5'-CGTATGGACTCGG-3' (ODN 1) and 5'-CCGAGTCCATACG-3' (ODN 2) and observed a distinct increase in emission at 386nm with conjugates 4 and 5. Notably, conjugate 5 that contains a β-alanine linker had a stronger binding affinity (K(D)=1.73×10(-8)M) than that of conjugate 4 (K(D)=1.74×10(-6)M). Our data suggests that Py-Im polyamides containing pyrene fluorophore with a β-alanine linker at the γ-turn NH(2) position can be developed as the competent fluorescent DNA-binding probes.
Rights: © 2012 Elsevier Ltd.
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
DOI(Published Version): 10.1016/j.bmc.2012.12.018
PubMed ID: 23313608
Appears in Collections:Journal Articles

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