7-deazapurin-2,6-diamine and 7-deazaguanine: synthesis and property of 7-substituted nucleosides and oligonucleotides.
The synthesis of 7-substituted 7-deazaguanine and 7-deazaadenine ribonucleosides 1-2, the incorporation of 3a-d into oligonucleotides, and the stability of the corresponding duplexes and base discrimination are described. The pKa values of 3-4 are determined.
Seela
Frank
F
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Germany.
Peng
Xiaohua
X
Ming
Xin
X
D001482:Base Composition; D020029:Base Pairing; D003959:Diamines / Q000138:chemical synthesis* / Q000494:pharmacology; D006147:Guanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006151:Guanosine / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D008956:Models, Chemical; D009691:Nucleic Acid Denaturation; D009692:Nucleic Acid Heteroduplexes / Q000737:chemistry; D009693:Nucleic Acid Hybridization; D009705:Nucleosides / Q000737:chemistry / Q000494:pharmacology*; D009841:Oligonucleotides / Q000737:chemistry / Q000494:pharmacology*; D010165:Palladium / Q000494:pharmacology; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D013696:Temperature
D003959:Diamines; D009692:Nucleic Acid Heteroduplexes; D009705:Nucleosides; D009841:Oligonucleotides; D011684:Purine Nucleosides; D006151:Guanosine; D010165:Palladium; D006147:Guanine; C066856:7-deazaguanine