title: Development of novel chemical probes to detect abasic sites in DNA.
abstract: We chemically synthesized a series of aminooxy derivatives to develop novel probes for sensitive detection of abasic (AP) sites in DNA. The results of the conjugation reactions showed that the probes could efficiently react to AP sites by introducing an aromatic or a guanidino group in their structures. In particular, the probe having both functional groups showed the most effective reactivity, indicating that hydrophobic and electrostatic interactions cooperatively acted in the reaction of the probe to AP sites. We then synthesized a biotinylated probe and succeeded in more sensitive detection of AP sites in genomic DNA than with the conventional aldehyde reactive probe (ARP).
authors.affiliation: Research Institute of Genome-based Biofactory, National Institute of Advanced Industrial Science and Technology, Sapporo 062-8517, Japan.
authors.forename: Naoshi
authors.initials: N
authors.lastname: Kojima
authors.forename: Toshie
authors.initials: T
authors.lastname: Takebayashi
authors.forename: Akiko
authors.initials: A
authors.lastname: Mikami
authors.forename: Eiko
authors.initials: E
authors.lastname: Ohtsuka
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Komatsu
mesh_terms: D001710:Biotin / Q000031:analogs & derivatives / Q000737:chemistry; D004247:DNA / Q000737:chemistry; D004249:DNA Damage; D015335:Molecular Probes / Q000737:chemistry*
chemical_list: D015335:Molecular Probes; C074188:O-(biotinylcarbazoylmethyl)hydroxylamine; D001710:Biotin; D004247:DNA