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- W1982506386 abstract "The first synthesis of the new C-branched spermine derivative 17, as well as its ability to stabilise DNA duplexes and triplexes, are reported. The C-branched spermine block 17 was converted into the corresponding O-(2-cyanoethyl)-(N,N-diisopropyl)phosphoramidite block 18 for incorporation at the 5′-end of DNA. It was also coupled to the 2′ of ara-U through a phosphate bridge, leading to the partially protected 3′-hydroxy block 23, which was either converted to the O-(2-cyanoethyl)-(N,N-diisopropyl)phosphoramidite24 or to the 3′-succinate block 25, leading to the synthesis of three model DNA 14-mers: 27 with tethered spermine at the 5′-end, 28 with tethered spermine at the middle of the DNA strand, and 29 with spermine at the 2′-end, using standard automated solid-phase chemistry and deprotection procedures. The Tm measurements showed that, at low salt with Mg2+ within the pH range of 5.5 – 7.6, the 5′-spermine-DNA conjugate 27 gives stabilised DNA triplexes with ΔhTms of ∼+3° C and ΔcTms of +5.5° to +8.5° C and the 2′-spermine-DNA conjugate 29 gives ΔhTms of ∼+5° to +6.5° C and ΔcTms of +7.5° to +9° C over the underivatised DNA counterpart 30. In contrast, the spermine block conjugated to the middle of the DNA as in 28 gave no triplex formation. Without Mg2+, these short T-rich oligonucleotides (27, 29 & 30) gave triplex formation only above 0.4M NaCl. At 1.4M, the ΔhTms for 27 and 29 over 30 were +9.5° C while the ΔcTms were +6° to +7° C. Oligonucleotide conjugates 27 & 29 gave only weak duplex stabilisations with ΔhTms of ≈+2° and ≈+1° C, respectively, over 30 at low salt with Mg2+ within the pH range 5.5 – 7.6." @default.
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- W1982506386 date "1996-09-01" @default.
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- W1982506386 title "Synthesis of C-branched spermine tethered oligo-DNA and the thermal stability of the duplexes and triplexes" @default.
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- W1982506386 doi "https://doi.org/10.1016/0040-4020(96)00731-4" @default.
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