130945-04-9Relevant articles and documents
Synthesis of DNAs with succinamide internucleoside linkages and its application in discrimination of T-C mismatch
Sun, Yawei,Lü, Huanfang,Sun, Limei,Wang, Dong,Wang, Jiqian
, (2021)
Peptide nucleic acid (PNA) has many applications in molecular biology and biotechnology, and research continues on modifying the PNA backbone to improve its functionality. We synthesized PNA in our case, artificial DNA that contains neutral succimamide as internucleoside linkages and applied it to mismatch recognition. We embedded the succinamide linkages into DNA by incorporating thymidine–succinamide–thymidine (TST) phosphoramidite at specific sites via standard DNA synthesis. Ultraviolet spectroscopy and melting temperature experiments suggested that such mixed-backbone DNA forms a B-type duplex with natural DNA. We observed a 20 kJ/mol decrease in enthalpy when we incorporated a succinamide linkage into a DNA–PNA duplex. We examined mismatch recognition of the mixed-backbone DNA, and observed that TST embedded DNA recognizes T-C mismatches.
OLIGONUCLEOTIDE COMPOSITIONS AND METHODS OF MAKING THE SAME
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Paragraph 00488; 00505-00512, (2015/11/24)
The present disclosure provides a solid phase method of making oligonucleotides via sequential coupling cycles including at least one coupling of a dinucleotide dimer subunit to a free 3'-terminal group of a growing chain. The oligonucleotides include at least two nucleoside subunits joined by a N3'→P5' phosphoramidate linkage. The method may include the steps of (a) deprotecting the protected 3' amino group of a terminal nucleoside attached to a solid phase support, said deprotecting forming a free 3' amino group; (b) contacting the free 3' amino group with a 3'-protected amino-dinucleotide-5'-phosphoramidite dimer in the presence of a nucleophilic catalyst to form an internucleoside N3'→P5' phosphoramidite linkage; and (c) oxidizing (e.g., sulfurizing) the linkage. The compositions produced by the subject methods may include a reduced amount of one or more (N-x) oligonucleotide products. Also provided are pharmaceutical compositions including the subject oligonucleotide compositions.
Synthesis of all four nucleoside-based β-amino acids as protected precursors for the synthesis of polyamide-DNA with alternating α-amino acid and nucleoside-β-amino acids
Bagmare, Seema,Varada, Manojkumar,Banerjee, Anjan,Kumar, Vaijayanti A.
, p. 1210 - 1216 (2013/02/23)
A simple approach is described for the synthesis of all four orthogonally protected nucleoside-β-amino acids from commercially available starting materials. Synthesis of a model tetrameric DNA sequence in 5′-3'direction employing trityl strategy and glycine as α-amino acid alternating with nucleoside-β amino acids is described.
