Nucleosides with Transposed Base or 4′-Hydroxymethyl Moieties and Their Corresponding Oligonucleotides

Autor: Piet Herdewijn, Marleen Renders, Serge Van Calenbergh, Elisabetta Groaz, Kiran S. Toti
Rok vydání: 2015
Předmět:
Zdroj: CHEMICAL REVIEWS
ISSN: 1520-6890
0009-2665
DOI: 10.1021/acs.chemrev.5b00545
Popis: This review focuses on 4'-hydroxymethyl- or nucleobase-transposed nucleosides, nucleotides, and nucleoside phosphonates, their stereoisomers, and their close analogues. The biological activities of all known 4'-hydroxymethyl- or nucleobase-transposed nucleosides, nucleotides, and nucleoside phosphonates as potential antiviral or anticancer agents are compiled. The routes that have been taken for the chemical synthesis of such nucleoside derivatives are described, with special attention to the innovative strategies. The enzymatic synthesis, base-pairing properties, structure, and stability of oligonucleotides containing nucleobase- or 4'-hydroxymethyl-transposed nucleotides are discussed. The use of oligonucleotides containing nucleobase- or 4'-hydroxymethyl-transposed nucleotides as small oligonucleotide (e.g., human immunodeficiency virus integrase) inhibitors, in applications such as antisense therapy, silencing RNA (siRNA), or aptamer selections, is detailed. ispartof: Chemical Reviews vol:115 issue:24 pages:13484-525 ispartof: location:United States status: published
Databáze: OpenAIRE