The Synthesis of Anti-Fixed 3-Methyl-3-deaza-2′-deoxyadenosine and Other 3 H-Imidazo [4, 5-C] pyridine Analogs

RJ Irani, J SantaLucia Jr

Index: Irani, Rostem J.; SantaLucia Jr., John Nucleosides, Nucleotides and Nucleic Acids, 2002 , vol. 21, # 11-12 p. 737 - 751

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Citation Number: 18

Abstract

ABSTRACT Rotation of a heterocyclic base around a glycosidic bond allows the formation of syn and anti conformations in nucleosides. The syn conformation has been observed primarily in purine-purine mismatches in DNA duplexes. Such mismatches give rise to false positive oligonucleotide hybridization in DNA-based diagnostics. Here we describe the synthesis of an analog of 2′-deoxyadenosine that retains its Watson-Crick functional ...