Microwave-Dependent Thermo-Release Approach for Oligonucleotides 5′-Phosphorylation

A method for phosphorylating oligonucleotides using a thermosensitive “trigger” is hereby presented. The recovery of the phosphate specifically takes place under neutral conditions when subjected to an elevated temperature. Two identical thermolabile protecting groups are differentially removed with...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Organic letters 2024-02, Vol.26 (6), p.1134-1137
Hauptverfasser:	Krygier, Dominika, Przybyła, Mikołaj, Chmielewski, Marcin K.
Format:	Artikel
Sprache:	eng
Schlagworte:	Microwaves Oligonucleotides Phosphates Phosphorylation
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

container_end_page	1137
container_issue	6
container_start_page	1134
container_title	Organic letters
container_volume	26
creator	Krygier, Dominika Przybyła, Mikołaj Chmielewski, Marcin K.
description	A method for phosphorylating oligonucleotides using a thermosensitive “trigger” is hereby presented. The recovery of the phosphate specifically takes place under neutral conditions when subjected to an elevated temperature. Two identical thermolabile protecting groups are differentially removed with the initial release occurring swiftly and the second at a more gradual pace. The delayed deprotection of the second group led to the development of a method for the purification of 5′-phosphorylated oligonucleotides. Microwave irradiation enables the rapid attainment of complete deprotection, in contrast to conventional heating methods.
doi_str_mv	10.1021/acs.orglett.3c03924
format	Article
fullrecord	<record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2928242005</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2928242005</sourcerecordid><originalsourceid>FETCH-LOGICAL-a295t-ecd4a394258a24e391787a22a7df7121cbd2548eed26446757263e0bbff5391c3</originalsourceid><addsrcrecordid>eNp9kEtOwzAQhi0EoqVwAiSUJZu09jhukmVVnlJREWrXkeNM2lRpHOwE1B1n4kicBFcNXbLyyPr-eXyEXDM6ZBTYSCo71GZVYtMMuaI8huCE9JkA7odUwOmxHtMeubB2QylzP_E56fGI09Al-mT5UiijP-UH-ndYY5Vh1XiLNZqt9t-wRGnRm9S10VKtvVwbb14WK121qkTdFBlaT_x8ffuva23rtTa7UjaFri7JWS5Li1fdOyDLh_vF9MmfzR-fp5OZLyEWjY8qCySPAxCRhAB5zMIolAAyzPKQAVNpBiKIEDMYB8E4FCGMOdI0zXPhYMUH5PbQ1y343qJtkm1hFZalrFC3NoEYIgiAUuFQfkDdudYazJPaFFtpdgmjyd5n4nwmnc-k8-lSN92ANt1idsz8CXTA6ADs0xvdmsrd-2_LX4-xhds</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2928242005</pqid></control><display><type>article</type><title>Microwave-Dependent Thermo-Release Approach for Oligonucleotides 5′-Phosphorylation</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Krygier, Dominika ; Przybyła, Mikołaj ; Chmielewski, Marcin K.</creator><creatorcontrib>Krygier, Dominika ; Przybyła, Mikołaj ; Chmielewski, Marcin K.</creatorcontrib><description>A method for phosphorylating oligonucleotides using a thermosensitive “trigger” is hereby presented. The recovery of the phosphate specifically takes place under neutral conditions when subjected to an elevated temperature. Two identical thermolabile protecting groups are differentially removed with the initial release occurring swiftly and the second at a more gradual pace. The delayed deprotection of the second group led to the development of a method for the purification of 5′-phosphorylated oligonucleotides. Microwave irradiation enables the rapid attainment of complete deprotection, in contrast to conventional heating methods.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.3c03924</identifier><identifier>PMID: 38307039</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Microwaves ; Oligonucleotides ; Phosphates ; Phosphorylation</subject><ispartof>Organic letters, 2024-02, Vol.26 (6), p.1134-1137</ispartof><rights>2024 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-a295t-ecd4a394258a24e391787a22a7df7121cbd2548eed26446757263e0bbff5391c3</cites><orcidid>0000-0001-5717-7139</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.orglett.3c03924$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.3c03924$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38307039$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Krygier, Dominika</creatorcontrib><creatorcontrib>Przybyła, Mikołaj</creatorcontrib><creatorcontrib>Chmielewski, Marcin K.</creatorcontrib><title>Microwave-Dependent Thermo-Release Approach for Oligonucleotides 5′-Phosphorylation</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>A method for phosphorylating oligonucleotides using a thermosensitive “trigger” is hereby presented. The recovery of the phosphate specifically takes place under neutral conditions when subjected to an elevated temperature. Two identical thermolabile protecting groups are differentially removed with the initial release occurring swiftly and the second at a more gradual pace. The delayed deprotection of the second group led to the development of a method for the purification of 5′-phosphorylated oligonucleotides. Microwave irradiation enables the rapid attainment of complete deprotection, in contrast to conventional heating methods.</description><subject>Microwaves</subject><subject>Oligonucleotides</subject><subject>Phosphates</subject><subject>Phosphorylation</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kEtOwzAQhi0EoqVwAiSUJZu09jhukmVVnlJREWrXkeNM2lRpHOwE1B1n4kicBFcNXbLyyPr-eXyEXDM6ZBTYSCo71GZVYtMMuaI8huCE9JkA7odUwOmxHtMeubB2QylzP_E56fGI09Al-mT5UiijP-UH-ndYY5Vh1XiLNZqt9t-wRGnRm9S10VKtvVwbb14WK121qkTdFBlaT_x8ffuva23rtTa7UjaFri7JWS5Li1fdOyDLh_vF9MmfzR-fp5OZLyEWjY8qCySPAxCRhAB5zMIolAAyzPKQAVNpBiKIEDMYB8E4FCGMOdI0zXPhYMUH5PbQ1y343qJtkm1hFZalrFC3NoEYIgiAUuFQfkDdudYazJPaFFtpdgmjyd5n4nwmnc-k8-lSN92ANt1idsz8CXTA6ADs0xvdmsrd-2_LX4-xhds</recordid><startdate>20240216</startdate><enddate>20240216</enddate><creator>Krygier, Dominika</creator><creator>Przybyła, Mikołaj</creator><creator>Chmielewski, Marcin K.</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-5717-7139</orcidid></search><sort><creationdate>20240216</creationdate><title>Microwave-Dependent Thermo-Release Approach for Oligonucleotides 5′-Phosphorylation</title><author>Krygier, Dominika ; Przybyła, Mikołaj ; Chmielewski, Marcin K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a295t-ecd4a394258a24e391787a22a7df7121cbd2548eed26446757263e0bbff5391c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Microwaves</topic><topic>Oligonucleotides</topic><topic>Phosphates</topic><topic>Phosphorylation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Krygier, Dominika</creatorcontrib><creatorcontrib>Przybyła, Mikołaj</creatorcontrib><creatorcontrib>Chmielewski, Marcin K.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Krygier, Dominika</au><au>Przybyła, Mikołaj</au><au>Chmielewski, Marcin K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Microwave-Dependent Thermo-Release Approach for Oligonucleotides 5′-Phosphorylation</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2024-02-16</date><risdate>2024</risdate><volume>26</volume><issue>6</issue><spage>1134</spage><epage>1137</epage><pages>1134-1137</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A method for phosphorylating oligonucleotides using a thermosensitive “trigger” is hereby presented. The recovery of the phosphate specifically takes place under neutral conditions when subjected to an elevated temperature. Two identical thermolabile protecting groups are differentially removed with the initial release occurring swiftly and the second at a more gradual pace. The delayed deprotection of the second group led to the development of a method for the purification of 5′-phosphorylated oligonucleotides. Microwave irradiation enables the rapid attainment of complete deprotection, in contrast to conventional heating methods.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>38307039</pmid><doi>10.1021/acs.orglett.3c03924</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-5717-7139</orcidid></addata></record>
fulltext	fulltext
identifier	ISSN: 1523-7060
ispartof	Organic letters, 2024-02, Vol.26 (6), p.1134-1137
issn	1523-7060 1523-7052
language	eng
recordid	cdi_proquest_miscellaneous_2928242005
source	MEDLINE; American Chemical Society Journals
subjects	Microwaves Oligonucleotides Phosphates Phosphorylation
title	Microwave-Dependent Thermo-Release Approach for Oligonucleotides 5′-Phosphorylation
url	https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-04T01%3A40%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Microwave-Dependent%20Thermo-Release%20Approach%20for%20Oligonucleotides%205%E2%80%B2-Phosphorylation&rft.jtitle=Organic%20letters&rft.au=Krygier,%20Dominika&rft.date=2024-02-16&rft.volume=26&rft.issue=6&rft.spage=1134&rft.epage=1137&rft.pages=1134-1137&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.3c03924&rft_dat=%3Cproquest_cross%3E2928242005%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2928242005&rft_id=info:pmid/38307039&rfr_iscdi=true