Comparison of the chemical properties of a novel amino-linker with various amino modifications.
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.
Kojima
Naoshi
N
Research Institute of Genome-based Biofactory, National Institute of Advanced Industrial Science & Technology (AIST Hokkaido), Toyohira-ku, Sapporo 062-8517, Japan.
Takebayashi
Toshie
T
Mikami
Akiko
A
Sugino
Maiko
M
Ohtsuka
Eiko
E
Komatsu
Yasuo
Y
D002219:Carbamates / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry*; D014320:Triphenylmethyl Compounds / Q000737:chemistry
D002219:Carbamates; D009841:Oligonucleotides; D014320:Triphenylmethyl Compounds