title: Comparison of the chemical properties of a novel amino-linker with various amino modifications.
abstract: We previously reported a series of new amino-linkers, consisting of an aminoethyl carbamate structure (Komatsu, 2008). We have now examined the chemical properties of oligonucleotides modified with an ssH-linker, which is the simplest and most cost-effective derivative of the series. Although it was previously shown that monomethoxytrityl protection on a primary amine of the ssH-linker was cleaved under weakly acidic conditions (1% acetic acid), we found that the deprotection also proceeded in aqueous buffer solutions (pH 6.0, 7.0). The MMT group was removed much faster than other commercially available amino-linkers, and this property enabled the ssH-modified oligonucleotides to be conveniently purified with a cartridge column. Furthermore, the ssH-modified oligonucleotides were utilized in on-support labeling reactions. As compared with other amino-linkers, the ssH-linker was superior in terms of its purification and reaction efficiencies.
authors.affiliation: Research Institute of Genome-based Biofactory, National Institute of Advanced Industrial Science & Technology (AIST Hokkaido), Toyohira-ku, 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: Maiko
authors.initials: M
authors.lastname: Sugino
authors.forename: Eiko
authors.initials: E
authors.lastname: Ohtsuka
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Komatsu
mesh_terms: D002219:Carbamates / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry*; D014320:Triphenylmethyl Compounds / Q000737:chemistry
chemical_list: D002219:Carbamates; D009841:Oligonucleotides; D014320:Triphenylmethyl Compounds