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Biophysical and RNA Interference Inhibitory Properties of Oligonucleotides Carrying Tetrathiafulvalene Groups at Terminal Positions
Author(s) -
Sónia PérezRentero,
Álvaro Somoza,
Santiago Grijalvo,
Jiří Janoušek,
Martin Bělohradský,
Irena G. Stará̈,
Ivo Starý,
Ramón Eritja
Publication year - 2013
Publication title -
journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.436
H-Index - 50
eISSN - 2090-9063
pISSN - 2090-9071
DOI - 10.1155/2013/650610
Subject(s) - oligonucleotide , chemistry , tetrathiafulvalene , pyrene , conjugate , combinatorial chemistry , rna , molecule , nucleic acid , stereochemistry , biochemistry , dna , organic chemistry , gene , mathematical analysis , mathematics
Oligonucleotide conjugates carrying a single functionalized tetrathiafulvalene (TTF) unit linked through a threoninol molecule to the 3′ or 5′ ends were synthesized together with their complementary oligonucleotides carrying a TTF, pyrene, or pentafluorophenyl group. TTF-oligonucleotide conjugates formed duplexes with higher thermal stability than the corresponding unmodified oligonucleotides and pyrene- and pentafluorophenyl-modified oligonucleotides. TTF-modified oligonucleotides are able to bind to citrate-stabilized gold nanoparticles (AuNPs) and produce stable gold AuNPs functionalized with oligonucleotides. Finally, TTF-oligoribonucleotides have been synthesized to produce siRNA duplexes carrying TTF units. The presence of the TTF molecule is compatible with the RNA interference mechanism for gene inhibition

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