Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support
Oligonucleotides containing a 3‘-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with pho...
Gespeichert in:
Veröffentlicht in: | Bioconjugate chemistry 1997-03, Vol.8 (2), p.99-102 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 102 |
---|---|
container_issue | 2 |
container_start_page | 99 |
container_title | Bioconjugate chemistry |
container_volume | 8 |
creator | Matray, Tracy J Yoo, Dong Jin McMinn, Dustin L Greenberg, Marc M |
description | Oligonucleotides containing a 3‘-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with photolabile solid phase synthesis supports, no reduction in isolated yields of the oligonucleotides is observed when their length is increased from 20 to 40 nucleotides. The oligonucleotides are characterized by anion exchange HPLC, electrospray mass spectrometry, and enzymatic digestion. When methyl phosphoramidites are employed in the synthesis of the biopolymers, 3 serves as an orthogonal solid phase oligonucleotide synthesis support. |
doi_str_mv | 10.1021/bc970013a |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_78911288</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>78911288</sourcerecordid><originalsourceid>FETCH-LOGICAL-a348t-d4b214953224729e65207176483c318e30a2ce3ea4c40e50c19775cb9a08b30a3</originalsourceid><addsrcrecordid>eNptkM1KAzEUhYMo_i98ACEbBRej-Zsms6zVqlCw0LoOmUzaRtNJTWbA7lz7BD6fT2JKSxfi6h44H-feewA4w-gaI4JvSl1whDBVO-AQ5wRlTGCymzRiNMMCkQNwFOMrQqjAguyD_QIVOWX8EHyNlnUzM9FG6Cfw2dmpr1vtjG9sZSLs-bpRtrb1FNKfz--s696WTqtQ-o-lsxp2ta0ifIkrQMGhck5Vtp3DgSqtM3_z4Mg7W8HhTMWkt4tH7WLhQ3MC9ibKRXO6mcfgpX8_7j1mg-eHp153kCnKRJNVrCSYpfMJYZwUppP-5Zh3mKCaYmEoUkQbahTTDJkcaVxwnuuyUEiUyaTH4HKduwj-vTWxkXMbtUmn18a3UXJRYEyESODVGtTBxxjMRC6CnauwlBjJVe9y23tizzehbTk31ZbcFJ38bO3b2JiPra3Cm-xwynM5Ho7k7bBD-vndWN4m_mLNKx3lq29DnSr5Z-8vd6-abQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>78911288</pqid></control><display><type>article</type><title>Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Matray, Tracy J ; Yoo, Dong Jin ; McMinn, Dustin L ; Greenberg, Marc M</creator><creatorcontrib>Matray, Tracy J ; Yoo, Dong Jin ; McMinn, Dustin L ; Greenberg, Marc M</creatorcontrib><description>Oligonucleotides containing a 3‘-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with photolabile solid phase synthesis supports, no reduction in isolated yields of the oligonucleotides is observed when their length is increased from 20 to 40 nucleotides. The oligonucleotides are characterized by anion exchange HPLC, electrospray mass spectrometry, and enzymatic digestion. When methyl phosphoramidites are employed in the synthesis of the biopolymers, 3 serves as an orthogonal solid phase oligonucleotide synthesis support.</description><identifier>ISSN: 1043-1802</identifier><identifier>EISSN: 1520-4812</identifier><identifier>DOI: 10.1021/bc970013a</identifier><identifier>PMID: 9095347</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Ammonium Hydroxide ; Base Sequence ; Catalysis ; Chromatography, High Pressure Liquid ; Hydroxides ; Mass Spectrometry ; Molecular Structure ; Oligonucleotides - chemical synthesis ; Oligonucleotides - chemistry ; Oligonucleotides - isolation & purification ; Palladium</subject><ispartof>Bioconjugate chemistry, 1997-03, Vol.8 (2), p.99-102</ispartof><rights>Copyright © 1997 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a348t-d4b214953224729e65207176483c318e30a2ce3ea4c40e50c19775cb9a08b30a3</citedby><cites>FETCH-LOGICAL-a348t-d4b214953224729e65207176483c318e30a2ce3ea4c40e50c19775cb9a08b30a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/bc970013a$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/bc970013a$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2751,27055,27903,27904,56717,56767</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9095347$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Matray, Tracy J</creatorcontrib><creatorcontrib>Yoo, Dong Jin</creatorcontrib><creatorcontrib>McMinn, Dustin L</creatorcontrib><creatorcontrib>Greenberg, Marc M</creatorcontrib><title>Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support</title><title>Bioconjugate chemistry</title><addtitle>Bioconjugate Chem</addtitle><description>Oligonucleotides containing a 3‘-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with photolabile solid phase synthesis supports, no reduction in isolated yields of the oligonucleotides is observed when their length is increased from 20 to 40 nucleotides. The oligonucleotides are characterized by anion exchange HPLC, electrospray mass spectrometry, and enzymatic digestion. When methyl phosphoramidites are employed in the synthesis of the biopolymers, 3 serves as an orthogonal solid phase oligonucleotide synthesis support.</description><subject>Ammonium Hydroxide</subject><subject>Base Sequence</subject><subject>Catalysis</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Hydroxides</subject><subject>Mass Spectrometry</subject><subject>Molecular Structure</subject><subject>Oligonucleotides - chemical synthesis</subject><subject>Oligonucleotides - chemistry</subject><subject>Oligonucleotides - isolation & purification</subject><subject>Palladium</subject><issn>1043-1802</issn><issn>1520-4812</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkM1KAzEUhYMo_i98ACEbBRej-Zsms6zVqlCw0LoOmUzaRtNJTWbA7lz7BD6fT2JKSxfi6h44H-feewA4w-gaI4JvSl1whDBVO-AQ5wRlTGCymzRiNMMCkQNwFOMrQqjAguyD_QIVOWX8EHyNlnUzM9FG6Cfw2dmpr1vtjG9sZSLs-bpRtrb1FNKfz--s696WTqtQ-o-lsxp2ta0ifIkrQMGhck5Vtp3DgSqtM3_z4Mg7W8HhTMWkt4tH7WLhQ3MC9ibKRXO6mcfgpX8_7j1mg-eHp153kCnKRJNVrCSYpfMJYZwUppP-5Zh3mKCaYmEoUkQbahTTDJkcaVxwnuuyUEiUyaTH4HKduwj-vTWxkXMbtUmn18a3UXJRYEyESODVGtTBxxjMRC6CnauwlBjJVe9y23tizzehbTk31ZbcFJ38bO3b2JiPra3Cm-xwynM5Ho7k7bBD-vndWN4m_mLNKx3lq29DnSr5Z-8vd6-abQ</recordid><startdate>19970301</startdate><enddate>19970301</enddate><creator>Matray, Tracy J</creator><creator>Yoo, Dong Jin</creator><creator>McMinn, Dustin L</creator><creator>Greenberg, Marc M</creator><general>American Chemical Society</general><scope>BSCLL</scope><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></search><sort><creationdate>19970301</creationdate><title>Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support</title><author>Matray, Tracy J ; Yoo, Dong Jin ; McMinn, Dustin L ; Greenberg, Marc M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a348t-d4b214953224729e65207176483c318e30a2ce3ea4c40e50c19775cb9a08b30a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Ammonium Hydroxide</topic><topic>Base Sequence</topic><topic>Catalysis</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Hydroxides</topic><topic>Mass Spectrometry</topic><topic>Molecular Structure</topic><topic>Oligonucleotides - chemical synthesis</topic><topic>Oligonucleotides - chemistry</topic><topic>Oligonucleotides - isolation & purification</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matray, Tracy J</creatorcontrib><creatorcontrib>Yoo, Dong Jin</creatorcontrib><creatorcontrib>McMinn, Dustin L</creatorcontrib><creatorcontrib>Greenberg, Marc M</creatorcontrib><collection>Istex</collection><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>Bioconjugate chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matray, Tracy J</au><au>Yoo, Dong Jin</au><au>McMinn, Dustin L</au><au>Greenberg, Marc M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support</atitle><jtitle>Bioconjugate chemistry</jtitle><addtitle>Bioconjugate Chem</addtitle><date>1997-03-01</date><risdate>1997</risdate><volume>8</volume><issue>2</issue><spage>99</spage><epage>102</epage><pages>99-102</pages><issn>1043-1802</issn><eissn>1520-4812</eissn><abstract>Oligonucleotides containing a 3‘-alkylcarboxylic acid are isolated using a Pd(0)-catalyzed cleavage reaction, in yields that are in most cases within experimental error of those isolated using standard oligonucleotide cleavage conditions (concentrated NH4OH). In contrast to results obtained with photolabile solid phase synthesis supports, no reduction in isolated yields of the oligonucleotides is observed when their length is increased from 20 to 40 nucleotides. The oligonucleotides are characterized by anion exchange HPLC, electrospray mass spectrometry, and enzymatic digestion. When methyl phosphoramidites are employed in the synthesis of the biopolymers, 3 serves as an orthogonal solid phase oligonucleotide synthesis support.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>9095347</pmid><doi>10.1021/bc970013a</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1043-1802 |
ispartof | Bioconjugate chemistry, 1997-03, Vol.8 (2), p.99-102 |
issn | 1043-1802 1520-4812 |
language | eng |
recordid | cdi_proquest_miscellaneous_78911288 |
source | MEDLINE; American Chemical Society Journals |
subjects | Ammonium Hydroxide Base Sequence Catalysis Chromatography, High Pressure Liquid Hydroxides Mass Spectrometry Molecular Structure Oligonucleotides - chemical synthesis Oligonucleotides - chemistry Oligonucleotides - isolation & purification Palladium |
title | Synthesis of Oligonucleotides Containing 3‘-Alkylcarboxylic Acids Using a Palladium Labile Oligonucleotide Solid Phase Synthesis Support |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-22T02%3A26%3A53IST&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=Synthesis%20of%20Oligonucleotides%20Containing%203%E2%80%98-Alkylcarboxylic%20Acids%20Using%20a%20Palladium%20Labile%20Oligonucleotide%20Solid%20Phase%20Synthesis%20Support&rft.jtitle=Bioconjugate%20chemistry&rft.au=Matray,%20Tracy%20J&rft.date=1997-03-01&rft.volume=8&rft.issue=2&rft.spage=99&rft.epage=102&rft.pages=99-102&rft.issn=1043-1802&rft.eissn=1520-4812&rft_id=info:doi/10.1021/bc970013a&rft_dat=%3Cproquest_cross%3E78911288%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=78911288&rft_id=info:pmid/9095347&rfr_iscdi=true |