Abstract
Low molecular weight oligonucleotides have been discovered to have potential use for gene therapy by selectively inhibiting the expression of certain genes. Chemical conjugation of functional peptides to oligonucleotides can introduce desired properties to the oligonucleotides, such as cell-specific delivery, cellular uptake efficiency, and/or intracellular distribution. In this paper, targeting peptides are conjugated to antisense interleukin-6 via a copper (I) catalyzed alkyne-azide cycloaddition click reaction. A simple and reproducible solution-phase conjugation procedure was investigated. Oligonucleotide-peptide conjugations were characterized by reverse-phase high-pressure liquid chromatography and mass spectrometry. The results show that the targeting peptides can be used for targeting delivery of oligonucleotides using the aforementioned conjugation.
Keywords: Antisense, click chemistry, interleukin-6, peptide-oligonucleotide conjugation, targeting peptides.
Current Medicinal Chemistry
Title:Conjugation of Peptides to Antisense Interleukin-6 Via Click Chemistry
Volume: 21 Issue: 10
Author(s): Chang-Fang Wang, Seppo Auriola, Jouni Hirvonen and Helder A. Santos
Affiliation:
Keywords: Antisense, click chemistry, interleukin-6, peptide-oligonucleotide conjugation, targeting peptides.
Abstract: Low molecular weight oligonucleotides have been discovered to have potential use for gene therapy by selectively inhibiting the expression of certain genes. Chemical conjugation of functional peptides to oligonucleotides can introduce desired properties to the oligonucleotides, such as cell-specific delivery, cellular uptake efficiency, and/or intracellular distribution. In this paper, targeting peptides are conjugated to antisense interleukin-6 via a copper (I) catalyzed alkyne-azide cycloaddition click reaction. A simple and reproducible solution-phase conjugation procedure was investigated. Oligonucleotide-peptide conjugations were characterized by reverse-phase high-pressure liquid chromatography and mass spectrometry. The results show that the targeting peptides can be used for targeting delivery of oligonucleotides using the aforementioned conjugation.
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Cite this article as:
Wang Chang-Fang, Auriola Seppo, Hirvonen Jouni and Santos A. Helder, Conjugation of Peptides to Antisense Interleukin-6 Via Click Chemistry, Current Medicinal Chemistry 2014; 21 (10) . https://dx.doi.org/10.2174/0929867320666131119125045
DOI https://dx.doi.org/10.2174/0929867320666131119125045 |
Print ISSN 0929-8673 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-533X |
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