135672-64-9Relevant academic research and scientific papers
Synthesis of phosphorodiamidate morpholino oligonucleotides by H-phosphonate method
Bhadra, Jhuma,Kundu, Jayanta,Ghosh, Keshab Ch.,Sinha, Surajit
, p. 4565 - 4568 (2015)
Synthesis of T-containing phosphorodiamidate morpholino oligomers (PMO) by H-phosphonate method on solid support has been reported for the first time. Initially, 5-mer then 15-mer of T-containing PMO using H-phosphonate-T monomer was synthesized on polystyrene resin bead. The phosphonamidate backbone was oxidized by iodine-dimethylamine mixture followed by the cleavage from solid support by aqueous ammonia to obtain 15-mer T-containing PMO.
Synthesis and cellular uptake of a fluorescently labeled cyclic PNA-based compound
Caldarelli, Sergio,Depecker, Geoffrey,Patino, Nadia,Di Giorgio, Audrey,Barouillet, Thibault,Doglio, Alain,Condom, Roger
, p. 4435 - 4438 (2007/10/03)
A cyclic hexameric PNA-based compound labeled with fluorescein has been prepared following the liquid phase FPB strategy. Its cellular uptake, without and with electroporation, has been investigated by fluorescence microscopy.
Solid-Phase Synthesis of Positively Charged Deoxynucleic Guanidine (DNG) Tethering a Hoechst 33258 Analogue: Triplex and Duplex Stabilization by Simultaneous Minor Groove Binding
Reddy, Putta Mallikarjuna,Bruice, Thomas C.
, p. 3736 - 3747 (2007/10/03)
Deoxynucleic guanidine (DNG), a DNA analogue in which positively charged guanidine replaces the phosphodiester linkages, tethering to Hoechst 33258 fluorophore by varying lengths has been synthesized. A pentameric thymidine DNG was synthesized on solid phase in the 3′ → 5′ direction that allowed stepwise incorporation of straight chain amino acid linkers and a bis-benzimidazole (Hoechst 33258) ligand at the 5′-terminus using PyBOP/HOBt chemistry. The stability of (DNA)2·DNG-H triplexes and DNA. DNG-H duplexes formed by DNG and DNG-Hoechst 33258 (DNG-H) conjugates with 30-mer double-strand (ds) DNA, d(CGCCGCGCGCGCGAAAAACCCGGCGCGCGC)/d(GCGGCGCGCGCGCTTTTTGGGCCGCGCGCG), and single-strand (ss) DNA, 5′-CGCCGCGCGCGCGAAAAACCCGGCGCGCGC-3′, respectively, has been evaluated by thermal melting and fluorescence emission experiments. The presence of tethered Hoechst ligand in the 5′-terminus of the DNG enhances the (DNA)2·DNG-H triplex stability by a ΔTm of 13 °C. The fluorescence emission studies of (DNA)2·DNG-H triplex complexes show that the DNG moiety of the conjugates bind in the major groove while the Hoechst ligand resides in the A:T rich minor groove of dsDNA. A single G:C base pair mismatch in the target site decreases the (DNA)2·DNG triplex stability by 11 °C, whereas (DNA)2·DNG-H triplex stability was decreased by 23 °C. Inversion of A:T base pair into T:A base pair in the center of the binding site, which provides a mismatch selectively for DNG moiety, decreases the triplex stability by only 5-6 °C. Upon hybridization of DNG-Hoechst conjugates with the 30-mer ssDNA, the DNA·DNG-H duplex exhibited significant increase in the fluorescence emission due to the binding of the tethered Hoechst ligand in the generated DNA·DNG minor groove, and the duplex stability was enhanced by ΔTm of 7 °C. The stability of (DNA)2·DNG triplexes and DNA·DNG duplexes is independent of pH, whereas the stability of (DNA)2·DNG-H triplexes decreases with increase in pH.
Synthesis of new N-(trifluoroacetyl) doxorubicin analogues
Berube,Richardson,Ford
, p. 931 - 944 (2007/10/02)
Four new 14-O-acyl derivatives of N-(trifluoroacetyl) doxorubicin possessing a terminal primary amino group have been synthesized in a two steps process under mild reaction conditions.
