title: A novel biotinylated adenylate analogue derived from pyrazolo[3,4-d]pyrimidine for labeling DNA probes.
abstract: A novel dATP analogue, 3-[5-[(N-biotinyl-6- amiocaproyl)amino]pentyl]-1-(2-deoxy-beta-D-erythro-pentofuranosyl )-1H-pyrazolo[3,4-d]pyrimidin-4-amine 5'-triphosphate (9, bio-13-dAPPTP), which is modified at the 3-position with a flexible linker arm bearing a terminal biotin moiety, has been synthesized. This nucleotide is readily incorporated into DNA probes by nick translation. These probes hybridize to complementary targets as well as probes labeled with bio-dUTP, as judged by slot blot. When incorporated into oligonucleotides, they do not cause the loss of hybridization efficiency that an N-6-substituted adenine nucleotide does when incorporated into the same sites in the oligonucleotide.
authors.affiliation: MicroProbe Corporation, Bothell, Washington 98021.
authors.forename: C R
authors.initials: CR
authors.lastname: Petrie
authors.forename: A D
authors.initials: AD
authors.lastname: Adams
authors.forename: M
authors.initials: M
authors.lastname: Stamm
authors.forename: J
authors.initials: J
authors.lastname: Van Ness
authors.forename: S M
authors.initials: SM
authors.lastname: Watanabe
authors.forename: R B
authors.initials: RB
authors.lastname: Meyer
mesh_terms: D000255:Adenosine Triphosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism; D001483:Base Sequence; D001710:Biotin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism; D004256:DNA Polymerase I / Q000378:metabolism; D015342:DNA Probes / Q000737:chemistry / Q000378:metabolism; D004279:DNA, Viral; D008969:Molecular Sequence Data; D009693:Nucleic Acid Hybridization; D009711:Nucleotides / Q000378:metabolism; D027383:Papillomaviridae / Q000235:genetics; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000378:metabolism; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000378:metabolism; D013696:Temperature
chemical_list: D015342:DNA Probes; D004279:DNA, Viral; D009711:Nucleotides; D011720:Pyrazoles; D011743:Pyrimidines; C074013:3-(5-((N-biotinyl-6-aminocaproyl)amino)pentyl)-1-(2-deoxyerythropentofuranosyl)-1H-pyrazolo(3,4-d)pyrimidin-4-amine-5'-triphosphate; D001710:Biotin; D000255:Adenosine Triphosphate; D004256:DNA Polymerase I