Solid phase synthesis of directly linked PNA-DNA-hybrids
Identifieur interne : 000847 ( Istex/Corpus ); précédent : 000846; suivant : 000848Solid phase synthesis of directly linked PNA-DNA-hybrids
Auteurs : Frank Bergmann ; Willi Bannwarth ; Steve TamSource :
- Tetrahedron Letters [ 0040-4039 ] ; 1995.
English descriptors
- Teeft :
Abstract
Abstract: The synthesis of directly linked PNA-DNA-hybrids and the results of thermal melting studies are described.
Url:
DOI: 10.1016/0040-4039(95)01405-7
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ISTEX:6DE23CE61491E3F890318AE4605A340E9F933B91Le document en format XML
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Hoffmann-La Roche Ltd., CH-4002 Basel, Switzerland</note><affiliation>Present address: PRPC, F. Hoffmann-La Roche Ltd., CH-4002 Basel, Switzerland</affiliation><affiliation>Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, USA</affiliation></author><author xml:id="author-0002"><persName><forename type="first">Steve</forename><surname>Tam</surname></persName><affiliation>Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, USA</affiliation></author><idno type="istex">6DE23CE61491E3F890318AE4605A340E9F933B91</idno><idno type="ark">ark:/67375/6H6-4K2KL847-P</idno><idno type="DOI">10.1016/0040-4039(95)01405-7</idno><idno type="PII">0040-4039(95)01405-7</idno><idno type="article-id">01405</idno></analytic><monogr><title level="j">Tetrahedron Letters</title><title level="j" type="abbrev">TETL</title><idno type="pISSN">0040-4039</idno><idno type="PII">S0040-4039(99)X0018-9</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1995"></date><biblScope unit="volume">36</biblScope><biblScope unit="issue">38</biblScope><biblScope unit="page" from="6823">6823</biblScope><biblScope unit="page" to="6826">6826</biblScope></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><creation><date>1995</date></creation><langUsage><language ident="en">en</language></langUsage><abstract xml:lang="en"><p>Abstract: The synthesis of directly linked PNA-DNA-hybrids and the results of thermal melting studies are described.</p></abstract></profileDesc><revisionDesc><change when="1995-07-19">Modified</change><change when="1995">Published</change></revisionDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/ark:/67375/6H6-4K2KL847-P/fulltext.txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Elsevier doc found" wicri:toSee="Elsevier, no converted or simple article"><istex:xmlDeclaration>version="1.0" encoding="utf-8"</istex:xmlDeclaration><istex:docType PUBLIC="-//ES//DTD journal article DTD version 5.0.1//EN//XML" URI="art501.dtd" name="istex:docType"></istex:docType><istex:document><article version="5.0" xml:lang="en" docsubtype="fla"><item-info><jid>TETL</jid><aid>01405</aid><ce:pii>0040-4039(95)01405-7</ce:pii><ce:doi>10.1016/0040-4039(95)01405-7</ce:doi><ce:copyright type="unknown" year="1995">Elsevier Science Ltd.</ce:copyright></item-info><head><ce:title>Solid phase synthesis of directly linked PNA-DNA-hybrids</ce:title><ce:author-group><ce:author><ce:given-name>Frank</ce:given-name><ce:surname>Bergmann</ce:surname></ce:author><ce:author><ce:given-name>Willi</ce:given-name><ce:surname>Bannwarth</ce:surname><ce:cross-ref refid="fn1"><ce:sup>#</ce:sup></ce:cross-ref></ce:author><ce:author><ce:given-name>Steve</ce:given-name><ce:surname>Tam</ce:surname></ce:author><ce:affiliation id="aff1"><ce:textfn>Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, USA</ce:textfn></ce:affiliation><ce:footnote id="fn1"><ce:label>#</ce:label><ce:note-para>Present address: PRPC, F. Hoffmann-La Roche Ltd., CH-4002 Basel, Switzerland</ce:note-para></ce:footnote></ce:author-group><ce:date-received day="15" month="6" year="1995"></ce:date-received><ce:date-revised day="19" month="7" year="1995"></ce:date-revised><ce:date-accepted day="21" month="7" year="1995"></ce:date-accepted><ce:abstract id="ab1" class="author" xml:lang="en"><ce:section-title>Abstract</ce:section-title><ce:abstract-sec><ce:simple-para>The synthesis of directly linked PNA-DNA-hybrids and the results of thermal melting studies are described.</ce:simple-para></ce:abstract-sec></ce:abstract></head><tail><ce:bibliography><ce:section-title>References and Notes</ce:section-title><ce:bibliography-sec><ce:bib-reference id="bib1"><ce:label>1.</ce:label><sb:reference><sb:contribution langtype="en"><sb:authors><sb:author><ce:surname>Egholm</ce:surname><ce:given-name>M.</ce:given-name></sb:author><sb:author><ce:surname>Buchardt</ce:surname><ce:given-name>O.</ce:given-name></sb:author><sb:author><ce:surname>Nielsen</ce:surname><ce:given-name>P.E.</ce:given-name></sb:author><sb:author><ce:surname>Berg</ce:surname><ce:given-name>R.H.</ce:given-name></sb:author></sb:authors></sb:contribution><sb:host><sb:issue><sb:series><sb:title><sb:maintitle>J. Am. Chem. Soc.</sb:maintitle></sb:title><sb:volume-nr>114</sb:volume-nr></sb:series><sb:date>1992</sb:date></sb:issue><sb:pages><sb:first-page>1895</sb:first-page></sb:pages></sb:host></sb:reference></ce:bib-reference><ce:bib-reference id="bib2"><ce:label>2.</ce:label><ce:other-ref><ce:textref>PNA Information Package, Millipore Corp., Bedford, MA, USA, and references therein.</ce:textref></ce:other-ref></ce:bib-reference><ce:bib-reference id="bib3"><ce:label>3.</ce:label><sb:reference><sb:contribution langtype="en"><sb:authors><sb:author><ce:surname>Bergmann</ce:surname><ce:given-name>F.</ce:given-name></sb:author><sb:author><ce:surname>Bannwarth</ce:surname><ce:given-name>W.</ce:given-name></sb:author></sb:authors></sb:contribution><sb:host><sb:issue><sb:series><sb:title><sb:maintitle>Tetrahedron Lett.</sb:maintitle></sb:title><sb:volume-nr>36</sb:volume-nr></sb:series><sb:date>1995</sb:date></sb:issue><sb:pages><sb:first-page>1839</sb:first-page></sb:pages></sb:host></sb:reference></ce:bib-reference><ce:bib-reference id="bib4"><ce:label>4.</ce:label><sb:reference><sb:contribution langtype="en"><sb:authors><sb:author><ce:surname>Tam</ce:surname><ce:given-name>J.P.</ce:given-name></sb:author><sb:author><ce:surname>Heath</ce:surname><ce:given-name>W.F.</ce:given-name></sb:author><sb:author><ce:surname>Merrifield</ce:surname><ce:given-name>R.B.</ce:given-name></sb:author></sb:authors></sb:contribution><sb:host><sb:issue><sb:series><sb:title><sb:maintitle>J. Am. Chem. Soc.</sb:maintitle></sb:title><sb:volume-nr>108</sb:volume-nr></sb:series><sb:date>1986</sb:date></sb:issue><sb:pages><sb:first-page>5242</sb:first-page></sb:pages></sb:host></sb:reference></ce:bib-reference><ce:bib-reference id="bib5"><ce:label>5.</ce:label><ce:other-ref><ce:textref>The synthesis of monomeric Fmoc-protected PNA building blocks will be published elsewhere.</ce:textref></ce:other-ref></ce:bib-reference><ce:bib-reference id="bib6"><ce:label>6.</ce:label><ce:note><ce:simple-para>Preparation of 12-hydroxydodecanoic acid 4,4′-dimethoxytrityl ether: 1 g (4.62 mmol) 12-Hydroxydodecanoic acid was twice co-evaporated with 20 ml of dry pyridine, then dissolved in dry pyridine (20 ml). 1.72 g (5.08 mmol) 4,4′-dimethoxytrityl chloride were added. The reaction mixture was stirred overnight, then quenched with MeOH (5 ml), evaporated, diluted with CH<ce:inf loc="post">2</ce:inf>Cl<ce:inf loc="post">2</ce:inf> (50 ml) and washed with sat. NaHCO<ce:inf loc="post">3</ce:inf> soln. (50 ml). The layers were separated, and the aqueous phase was back-extracted with CH<ce:inf loc="post">2</ce:inf>Cl<ce:inf loc="post">2</ce:inf> (2<ce:italic>x</ce:italic> 25 ml). The combined organ. layers were dried over Na<ce:inf loc="post">2</ce:inf>SO<ce:inf loc="post">4</ce:inf> and evaporated. Purification by flash-chromatography (40 g SiO<ce:inf loc="post">2</ce:inf>) applying a CH<ce:inf loc="post">2</ce:inf>Cl<ce:inf loc="post">2</ce:inf> / 0–4% MeOH gradient containing 1% Et<ce:inf loc="post">3</ce:inf>N yielded 2.16 g (79%) of an orange-yellow oil. The structure was confirmed by NMR, UV and MS.</ce:simple-para></ce:note></ce:bib-reference><ce:bib-reference id="bib7"><ce:label>7.</ce:label><sb:reference><sb:contribution langtype="en"><sb:authors><sb:author><ce:surname>Bannwarth</ce:surname><ce:given-name>W.</ce:given-name></sb:author></sb:authors></sb:contribution><sb:host><sb:issue><sb:series><sb:title><sb:maintitle>Helv. Chim. Acta</sb:maintitle></sb:title><sb:volume-nr>71</sb:volume-nr></sb:series><sb:date>1988</sb:date></sb:issue><sb:pages><sb:first-page>1517</sb:first-page></sb:pages></sb:host></sb:reference></ce:bib-reference><ce:bib-reference id="bib8"><ce:label>8.</ce:label><ce:note><ce:simple-para>Abbreviations: LCAA-CPG: Long chain alkylamine-controlled pored glass; BOC: t-butyloxycarbonyl; Z: benzyloxycarbonyl; Fmoc: 9-fluorenylmethoxycarbonyl; HATU: [O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; HBTU: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; DMAP: 4-dimethylaminopyridine; HIV: human immunodeficiency virus; PAGE: polyacrylamide-gel electrophoresis; MALDI-TOF-MS: matrix-assisted laser desorption ionization-time of flight mass spectrometry; ESI-MS: electro-spray ionization mass spectrometry; T<ce:inf loc="post">m</ce:inf>; melting temperature.</ce:simple-para></ce:note></ce:bib-reference><ce:bib-reference id="bib9"><ce:label>9.</ce:label><sb:reference><sb:contribution langtype="en"><sb:authors><sb:author><ce:surname>Sands</ce:surname><ce:given-name>H.</ce:given-name></sb:author><sb:et-al></sb:et-al></sb:authors></sb:contribution><sb:host><sb:issue><sb:series><sb:title><sb:maintitle>Molecular Pharmacology</sb:maintitle></sb:title><sb:volume-nr>47</sb:volume-nr></sb:series><sb:date>1995</sb:date></sb:issue><sb:pages><sb:first-page>636</sb:first-page></sb:pages></sb:host></sb:reference></ce:bib-reference></ce:bibliography-sec></ce:bibliography></tail></article></istex:document></istex:metadataXml><mods version="3.6"><titleInfo lang="en"><title>Solid phase synthesis of directly linked PNA-DNA-hybrids</title></titleInfo><titleInfo type="alternative" lang="en" contentType="CDATA"><title>Solid phase synthesis of directly linked PNA-DNA-hybrids</title></titleInfo><name type="personal"><namePart type="given">Frank</namePart><namePart type="family">Bergmann</namePart><affiliation>Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, USA</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Willi</namePart><namePart type="family">Bannwarth</namePart><affiliation>Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, USA</affiliation><description>Present address: PRPC, F. Hoffmann-La Roche Ltd., CH-4002 Basel, Switzerland</description><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Steve</namePart><namePart type="family">Tam</namePart><affiliation>Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, USA</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="research-article" displayLabel="Full-length article" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-1JC4F85T-7">research-article</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">1995</dateIssued><dateModified encoding="w3cdtf">1995-07-19</dateModified><copyrightDate encoding="w3cdtf">1995</copyrightDate></originInfo><language><languageTerm type="code" authority="iso639-2b">eng</languageTerm><languageTerm type="code" authority="rfc3066">en</languageTerm></language><abstract lang="en">Abstract: The synthesis of directly linked PNA-DNA-hybrids and the results of thermal melting studies are described.</abstract><relatedItem type="host"><titleInfo><title>Tetrahedron Letters</title></titleInfo><titleInfo type="abbreviated"><title>TETL</title></titleInfo><genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">1995</dateIssued></originInfo><identifier type="ISSN">0040-4039</identifier><identifier type="PII">S0040-4039(99)X0018-9</identifier><part><date>1995</date><detail type="volume"><number>36</number><caption>vol.</caption></detail><detail type="issue"><number>38</number><caption>no.</caption></detail><extent unit="issue-pages"><start>6789</start><end>6972</end></extent><extent unit="pages"><start>6823</start><end>6826</end></extent></part></relatedItem><identifier type="istex">6DE23CE61491E3F890318AE4605A340E9F933B91</identifier><identifier type="ark">ark:/67375/6H6-4K2KL847-P</identifier><identifier type="DOI">10.1016/0040-4039(95)01405-7</identifier><identifier type="PII">0040-4039(95)01405-7</identifier><identifier type="ArticleID">01405</identifier><accessCondition type="use and reproduction" contentType="copyright">©1995 Elsevier Science Ltd.</accessCondition><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-HKKZVM7B-M">elsevier</recordContentSource><recordOrigin>Elsevier Science Ltd., ©1995</recordOrigin></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/ark:/67375/6H6-4K2KL847-P/record.json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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|clé= ISTEX:6DE23CE61491E3F890318AE4605A340E9F933B91
|texte= Solid phase synthesis of directly linked PNA-DNA-hybrids
}}
| This area was generated with Dilib version V0.6.33. |  |