کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1361640 981468 2008 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Novel amino linkers enabling efficient labeling and convenient purification of amino-modified oligonucleotides
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Novel amino linkers enabling efficient labeling and convenient purification of amino-modified oligonucleotides
چکیده انگلیسی

We developed new amino linker reagents for an oligonucleotide (ONT) terminus. These reagents consist of an aminoethyl carbamate main linkage and a side-chain residue, which was a naphthylmethoxymethyl, methoxymethyl, or methyl group or a hydrogen atom. The primary amine was protected with a monomethoxytrityl (MMT) group. The chemical properties of ONTs containing these amino-modifications were investigated. The MMT group of these amino-modifications could be quite rapidly removed from the amine under very mild acidic conditions, which are not strong enough for the deprotection of a conventional aliphatic amine. This significant feature enabled the amino-modified ONTs to be conveniently purified with a reverse phase column. Furthermore, the amino-modifications efficiently reacted to active esters, as compared with other amino-modifications. We also found that the pKa values of the amino-modifications were lower than that of the aliphatic amine. All of the experimental results showed that these chemical properties are closely related to their structures. We report here the chemical properties and the availability of the new amino linker reagents.

The aminoethyl carbamate structure enabled the convenient purification of amino-modified oligonucleotides with a reverse phase column and increased the labeling efficiency with active esters in aqueous solution.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry - Volume 16, Issue 2, 15 January 2008, Pages 941–949
نویسندگان
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