title: DNA containing the base analogue 2-aminoadenine: preparation, use as hybridization probes and cleavage by restriction endonucleases.
abstract: The base analogue 2-aminoadenine (2,6-diaminopurine, D) has been introduced at selected positions into synthetic oligodeoxyribonucleotides and DNA by the combined use of chemical and enzymatic methods. 2-aminoadenine substitution for adenine introduces changes in the minor groove of DNA and creates an additional hydrogen bond in the Watson-Crick base pair with thymine. Oligonucleotide hybridization probes containing 2-aminoadenine showed increased selectivity and hybridization strength during DNA-DNA hybridization to phage or genomic target DNA. Properties of the base analogue with respect to DNA modifying enzymes were examined. 2-aminoadenine was used to probe minor groove determinants during the treatment of DNA by 12 restriction endonucleases. Inhibition of cleavage was found for several restriction enzymes.
authors.affiliation: Department of Chemistry, Biogen SA, Geneva, Switzerland.
authors.forename: A
authors.initials: A
authors.lastname: Chollet
authors.forename: E
authors.initials: E
authors.lastname: Kawashima
mesh_terms: D015075:2-Aminopurine / Q000031:analogs & derivatives*; D000225:Adenine / Q000031:analogs & derivatives*; D001483:Base Sequence; D004247:DNA / Q000138:chemical synthesis*; D004262:DNA Restriction Enzymes; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D009693:Nucleic Acid Hybridization; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis; D013698:Templates, Genetic
chemical_list: D007202:Indicators and Reagents; D009838:Oligodeoxyribonucleotides; D015075:2-Aminopurine; C007300:2,6-diaminopurine; D004247:DNA; D004262:DNA Restriction Enzymes; D000225:Adenine