Wang, Lei published the artcileEffect of the 3-halo substitution of the 2′-deoxy aminopyridinyl-pseudocytidine derivatives on the selectivity and stability of antiparallel triplex DNA with a CG inversion site, SDS of cas: 25391-56-4, the main research area is deoxyaminopyridinyl pseudocytidine halo derivative antiparallel triplex DNA CG inversion; Antiparallel triplex DNA; Artificial nucleoside analogue; Inversion site; Non-natural type triplex DNA.
Triplex formation against a target duplex DNA has the potential to become a tool for genome research. However, there is an intrinsic restriction on duplex DNA sequences capable of forming the triplex DNA. Recently, we demonstrated the selective formation of the stable antiparallel triplexes containing CG inversion sites using a 2′-deoxy-1-methylpseudocytidine derivative (ΨdC), whose amino group was conjugated with the 2-aminopyridine at its 5-position as an addnl. H-bonding unit (AP-ΨdC). The 1-N position of 2-aminopyridine was supposed to be protonated to form the H-bond with the guanine of the CG inversion site. Here, to test the effect of the 3-substitution of the 2-aminopyridine unit of AP-ΨdC on triplex stability, we synthesized 3-halogenated 2-aminopyridine derivatives of AP-ΨdC. The pKa values of the 1-N position of the 2-aminopyridine unit of AP-ΨdC as the monomer nucleoside were determined to be 6.3 for 3-CH3 (MeAP-ΨdC), 6.1 for 3-H (AP-ΨdC), 4.3 for 3-Cl (ClAP-ΨdC), 4.4 for 3-Br (BrAP-ΨdC), and 4.7 for 3-I (IAP-ΨdC), suggesting that all of the halogenated AP-ΨdCs are not protonated under neutral conditions. Interestingly, although the recognition selectivity depends on the sequence context, the triplex-forming oligodeoxyribonucleotides (TFOs) having the sequence of the 3′-G-(IAP-ΨdC)-A-5′ context showed selective triplex formation with the CG inversion site. These results suggest that the protonation at the 1-N position plays an important role in the stable and selective triplex formation of AP-ΨdC derivatives in any sequences.
Bioorganic & Medicinal Chemistry published new progress about GC content. 25391-56-4 belongs to class iodides-buliding-blocks, name is 3-Iodo-5-nitropyridin-2-amine, and the molecular formula is C5H4IN3O2, SDS of cas: 25391-56-4.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com