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Photoswitchable Oligonucleotides Containing Different Diarylethene-Modified Nucleotides
[Image: see text] Diarylethenes are a well-studied class of photoswitches and have often been linked to partner molecules to render them photoresponsive. Earlier, our lab developed a new type of diarylethenes in which the purine or pyrimidine base of a nucleoside or oligonucleotide serves as one of...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6682051/ https://www.ncbi.nlm.nih.gov/pubmed/31460326 http://dx.doi.org/10.1021/acsomega.9b01070 |
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author | Sarter, Christopher Dey, Surjendu Jäschke, Andres |
author_facet | Sarter, Christopher Dey, Surjendu Jäschke, Andres |
author_sort | Sarter, Christopher |
collection | PubMed |
description | [Image: see text] Diarylethenes are a well-studied class of photoswitches and have often been linked to partner molecules to render them photoresponsive. Earlier, our lab developed a new type of diarylethenes in which the purine or pyrimidine base of a nucleoside or oligonucleotide serves as one of the two aryl residues of the photochromic system. Here, we report the synthesis of three different diarylethene-deoxyuridine phosphoramidites and their site-specific incorporation into oligodeoxynucleotides by solid-phase synthesis. Various DNA sequences carrying single or multiple, identical or different photoswitchable moieties are synthesized with high yield and purity. Upon UV irradiation, these DNA strands form a colored closed-ring isomer. The combination of different diarylethenes within one strand leads to an additive absorption spectrum. The photochromic DNA oligonucleotides are thermostable and photoreversible. |
format | Online Article Text |
id | pubmed-6682051 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66820512019-08-27 Photoswitchable Oligonucleotides Containing Different Diarylethene-Modified Nucleotides Sarter, Christopher Dey, Surjendu Jäschke, Andres ACS Omega [Image: see text] Diarylethenes are a well-studied class of photoswitches and have often been linked to partner molecules to render them photoresponsive. Earlier, our lab developed a new type of diarylethenes in which the purine or pyrimidine base of a nucleoside or oligonucleotide serves as one of the two aryl residues of the photochromic system. Here, we report the synthesis of three different diarylethene-deoxyuridine phosphoramidites and their site-specific incorporation into oligodeoxynucleotides by solid-phase synthesis. Various DNA sequences carrying single or multiple, identical or different photoswitchable moieties are synthesized with high yield and purity. Upon UV irradiation, these DNA strands form a colored closed-ring isomer. The combination of different diarylethenes within one strand leads to an additive absorption spectrum. The photochromic DNA oligonucleotides are thermostable and photoreversible. American Chemical Society 2019-07-15 /pmc/articles/PMC6682051/ /pubmed/31460326 http://dx.doi.org/10.1021/acsomega.9b01070 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Sarter, Christopher Dey, Surjendu Jäschke, Andres Photoswitchable Oligonucleotides Containing Different Diarylethene-Modified Nucleotides |
title | Photoswitchable Oligonucleotides Containing Different
Diarylethene-Modified Nucleotides |
title_full | Photoswitchable Oligonucleotides Containing Different
Diarylethene-Modified Nucleotides |
title_fullStr | Photoswitchable Oligonucleotides Containing Different
Diarylethene-Modified Nucleotides |
title_full_unstemmed | Photoswitchable Oligonucleotides Containing Different
Diarylethene-Modified Nucleotides |
title_short | Photoswitchable Oligonucleotides Containing Different
Diarylethene-Modified Nucleotides |
title_sort | photoswitchable oligonucleotides containing different
diarylethene-modified nucleotides |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6682051/ https://www.ncbi.nlm.nih.gov/pubmed/31460326 http://dx.doi.org/10.1021/acsomega.9b01070 |
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