Document Detail


The Effects of the 4-(4-Methylpiperazine)phenyl Group on Nucleosides and Oligonucleotides: Cellular Delivery, Detection, and Stability.
MedLine Citation:
PMID:  21254426     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
As drug candidates, one promising way to improve the cellular delivery efficacy of oligonucleotides is to introduce a cationic group. By introducing a cationic moiety into the oligonucleotide structure, they become capable of approaching the cell surface and also of crossing the cellular membrane. In an effort to develop cell-permeable oligonucleotides, we examined the piperazinephenyl-bearing 2'-deoxyuridine ((PP) U), which can be not only cationic but also fluorescent as a cationic monomer for cationic oligonucleotides. Several modified DNA oligonucleotides with different numbers of (PP) U building blocks were synthesized and evaluated for the effect on thermal stability and conformation by the introduction of (PP) U. The cellular delivery of modified oligonucleotides was different depending on the number of (PP) U building blocks. Furthermore, these (PP) U-modified oligonucleotides had sufficient fluorescence that we were able to identify the delivery results without the use of conventional fluorescent tags. They were predominantly localized in the cell cytoplasm. In addition, they were stable enough after 3 hours in the presence of nuclease. These results showed that a piperazinephenyl moiety that is conjugated with nucleobase is able to deliver and detect the oligonucleotides, which suggests that this concept of 'dual-function oligonucleotides' might be utilized in diagnostics, therapeutics, and as a convenient biological tool for probing the activity of oligonucleotides inside cells.
Authors:
Sun Min Park; Su-Jin Nam; Hyun Seok Jeong; Won Jong Kim; Byeang Hyean Kim
Related Documents :
15265746 - Binding of cationic liposomes to apoptotic cells.
15257466 - Overexpression of drosophila rad51 protein (dmrad51) disrupts cell cycle progression an...
8917356 - An in vivo inhibitor of 5-lipoxygenase, mk886, at micromolar concentration induces apop...
12949606 - Apoptosis and clonogenic survival in three tumour cell lines exposed to gamma rays or c...
23917396 - Curcumin-loaded nanoparticles induce apoptotic cell death through regulation of the fun...
22355276 - Asc-j9 suppresses castration-resistant prostate cancer growth through degradation of fu...
Publication Detail:
Type:  Journal Article     Date:  2010-12-14
Journal Detail:
Title:  Chemistry, an Asian journal     Volume:  6     ISSN:  1861-471X     ISO Abbreviation:  Chem Asian J     Publication Date:  2011 Feb 
Date Detail:
Created Date:  2011-01-21     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101294643     Medline TA:  Chem Asian J     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  487-92     Citation Subset:  IM    
Copyright Information:
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Affiliation:
Department of Chemistry, BK school of Molecular Science, Pohang University of Science and Technology (POSTECH), Pohang, 790-784 (Republic of Korea), Fax: (+82) 54-279-2115.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Asymmetric Coordination Chemistry by Chiral-Auxiliary-Mediated Dynamic Resolution under Thermodynami...
Next Document:  The Axial Ligand Effect on Aliphatic and Aromatic Hydroxylation by Non-heme Iron(IV)-oxo Biomimetic ...