ssH-Linker refers to a specific type of linker used in the synthesis of oligonucleotides, particularly in the context of RNA or DNA synthesis. This linker is designed to introduce a specific functional group or a spacer within an oligonucleotide sequence.
Reference Reading
1. Efficient synthesis of oligonucleotide conjugates on solid-support using an (aminoethoxycarbonyl)aminohexyl group for 5'-terminal modification
Naoshi Kojima, Toshie Takebayashi, Akiko Mikami, Eiko Ohtsuka, Yasuo Komatsu. Bioorg Med Chem Lett. 2009 Apr 15;19(8):2144-7. doi: 10.1016/j.bmcl.2009.02.121.
Solid-support conjugation at the 5'-terminal primary amine of oligonucleotides is a convenient and powerful method for introducing various functional groups. However, conventional aliphatic amines do not necessarily provide conjugates with sufficient yields. To improve the modification efficacy, we used the amino-linker (aminoethoxycarbonyl)aminohexyl group (ssH-linker), for solid-support conjugation. In the ssH-linker terminal modification, reactive free amino group could be easily presented onto a solid-support due to rapid removal of the amino-protecting group, and activated amino acids or cholesterol molecules could be covalently connected more efficiently than to typical 6-aminohexyl-linkers. Based on these results, the ssH-linker can be a useful terminal modification for the solid-support conjugation of functional molecules.
2. Comparison of the chemical properties of a novel amino-linker with various amino modifications
Naoshi Kojima, Toshie Takebayashi, Akiko Mikami, Maiko Sugino, Eiko Ohtsuka, Yasuo Komatsu. Nucleic Acids Symp Ser (Oxf). 2008;(52):463-4. doi: 10.1093/nass/nrn235.
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.
