Amide-Modified Oligonucleotides with Preorganized Backbone and Furanose Rings: Highly Increased Thermodynamic Stability of the Duplexes Formed with their RNA and DNA Complements

Autor:	Chantal Jouanno, Sebastian Wendeborn, Valérie Fritsch, Romain M. Wolf, Alain De Mesmaeker, Jacques Lebreton
Rok vydání:	1997
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Stereochemistry Oligonucleotide Duplex (building) Amide Organic Chemistry Complementary rna RNA Chemical stability Furanose DNA
Zdroj:	Synlett. 1997:1287-1290
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-1997-1003
Popis:	The amide backbone modification C3'-CH2-CONH-C5' has been further modified by introducing a methyl at C5', either in R or in S configuration. Only the S stereoisomer can adopt the required geometry to fit into a duplex with complementary RNA. Additional O-methyl groups at C2' of the furanose generate antisense oligonucleotides with considerably improved binding affinity to complementary RNA (ΔTm up to 4.4 °C per modification).
Databáze:	OpenAIRE
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