Improvements in automated PNA synthesis using Boc/Z monomers
An optimized automated PNA synthesis protocol is reported. Under optimal conditions the product yield of a test 17‐mer PNA is approximately 90%. The average coupling yield is 99.4%. The synthesis strategy is Boc/Z and the deprotected amine is neutralized in situ. The monomers are added in molar exce...
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| Veröffentlicht in: | The journal of peptide research 1997-01, Vol.49 (1), p.80-88 |
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| container_title | The journal of peptide research |
| container_volume | 49 |
| creator | KOCH, TROELS HANSEN, HENRIK F. ANDERSEN, PETER LARSEN, TINNA BATZ, HANS G. OTTESON, KENNETH ØRUM, HENRIK |
| description | An optimized automated PNA synthesis protocol is reported. Under optimal conditions the product yield of a test 17‐mer PNA is approximately 90%. The average coupling yield is 99.4%. The synthesis strategy is Boc/Z and the deprotected amine is neutralized in situ. The monomers are added in molar excess to HATU and pre‐activated for 60 s before delivery to the resin. The concentration of the activated monomers is 0.08 m during the couplings. Heteroselective solvation provides the highest coupling yields. Acetic anhydride is used as capping reagent followed by a piperidine wash. The protocol has been developed in a 5 μmol scale but is easily scaled up to 10–50 μmol scale syntheses on the automated synthesizer (ABI 433A). © Munksgaard 1997. |
| doi_str_mv | 10.1111/j.1399-3011.1997.tb01124.x |
| format | Article |
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Under optimal conditions the product yield of a test 17‐mer PNA is approximately 90%. The average coupling yield is 99.4%. The synthesis strategy is Boc/Z and the deprotected amine is neutralized in situ. The monomers are added in molar excess to HATU and pre‐activated for 60 s before delivery to the resin. The concentration of the activated monomers is 0.08 m during the couplings. Heteroselective solvation provides the highest coupling yields. Acetic anhydride is used as capping reagent followed by a piperidine wash. 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Under optimal conditions the product yield of a test 17‐mer PNA is approximately 90%. The average coupling yield is 99.4%. The synthesis strategy is Boc/Z and the deprotected amine is neutralized in situ. The monomers are added in molar excess to HATU and pre‐activated for 60 s before delivery to the resin. The concentration of the activated monomers is 0.08 m during the couplings. Heteroselective solvation provides the highest coupling yields. Acetic anhydride is used as capping reagent followed by a piperidine wash. The protocol has been developed in a 5 μmol scale but is easily scaled up to 10–50 μmol scale syntheses on the automated synthesizer (ABI 433A). © Munksgaard 1997.</description><subject>5 μmol synthesis scale</subject><subject>Biopolymers</subject><subject>Boc Z-synthesis strategy</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Glycine - analogs & derivatives</subject><subject>Glycine - chemistry</subject><subject>heteroselective solvation</subject><subject>Nucleic Acids - chemical synthesis</subject><subject>optimized protocol</subject><subject>Peptides - chemical synthesis</subject><subject>Piperidines - chemistry</subject><subject>Purines - chemistry</subject><subject>Pyrimidinones - chemistry</subject><subject>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization</subject><issn>1397-002X</issn><issn>1399-3011</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqVkF1PwyAUhonRTJ3-BJPGC-_aHQobYIzJPtxHslQvNDPeEEapdq7tLK1u_17mlt3LDSe85zzAg9A1hgC71VoEmAjhE8A4wEKwoJq7MqTB-gidHaLjv5r5AOHrKTq3dgGASUg6DdQQOOQY6Bm6m2Srsvg2mckr66W5p-qqyFRlYu8p6np2k1cfxqbWq22av3u9QrfevKzIi8yU9gKdJGppzeV-b6KX4cNzf-xPH0eTfnfqawoM_MQonIQ84bHuEKpBMNGhMRcq4YCpjuNEtyll7TlhgjAIGTHujM9B84SqDiNNdLPjuqd-1cZWMkutNsulyk1RW8m4aIcgqGu83TXqsrC2NIlclWmmyo3EILfq5EJu_citH7lVJ_fq5NoNX-1vqeeZiQ-je1cuv9_lP-nSbP5Blv3eYMDBAfwdILWVWR8AqvyU7pOsLWfRSA4HszGMo0gC-QX_SY0K</recordid><startdate>199701</startdate><enddate>199701</enddate><creator>KOCH, TROELS</creator><creator>HANSEN, HENRIK F.</creator><creator>ANDERSEN, PETER</creator><creator>LARSEN, TINNA</creator><creator>BATZ, HANS G.</creator><creator>OTTESON, KENNETH</creator><creator>ØRUM, HENRIK</creator><general>Blackwell Publishing Ltd</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>199701</creationdate><title>Improvements in automated PNA synthesis using Boc/Z monomers</title><author>KOCH, TROELS ; HANSEN, HENRIK F. ; ANDERSEN, PETER ; LARSEN, TINNA ; BATZ, HANS G. ; OTTESON, KENNETH ; ØRUM, HENRIK</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4070-fea1f28f8dc634c097964d89af8014cddfc54475b379370273eddf8b0c8f4a673</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>5 μmol synthesis scale</topic><topic>Biopolymers</topic><topic>Boc Z-synthesis strategy</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Glycine - analogs & derivatives</topic><topic>Glycine - chemistry</topic><topic>heteroselective solvation</topic><topic>Nucleic Acids - chemical synthesis</topic><topic>optimized protocol</topic><topic>Peptides - chemical synthesis</topic><topic>Piperidines - chemistry</topic><topic>Purines - chemistry</topic><topic>Pyrimidinones - chemistry</topic><topic>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>KOCH, TROELS</creatorcontrib><creatorcontrib>HANSEN, HENRIK F.</creatorcontrib><creatorcontrib>ANDERSEN, PETER</creatorcontrib><creatorcontrib>LARSEN, TINNA</creatorcontrib><creatorcontrib>BATZ, HANS G.</creatorcontrib><creatorcontrib>OTTESON, KENNETH</creatorcontrib><creatorcontrib>ØRUM, HENRIK</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>The journal of peptide research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KOCH, TROELS</au><au>HANSEN, HENRIK F.</au><au>ANDERSEN, PETER</au><au>LARSEN, TINNA</au><au>BATZ, HANS G.</au><au>OTTESON, KENNETH</au><au>ØRUM, HENRIK</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Improvements in automated PNA synthesis using Boc/Z monomers</atitle><jtitle>The journal of peptide research</jtitle><addtitle>J Pept Res</addtitle><date>1997-01</date><risdate>1997</risdate><volume>49</volume><issue>1</issue><spage>80</spage><epage>88</epage><pages>80-88</pages><issn>1397-002X</issn><eissn>1399-3011</eissn><abstract>An optimized automated PNA synthesis protocol is reported. 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| fulltext | fulltext |
| identifier | ISSN: 1397-002X |
| ispartof | The journal of peptide research, 1997-01, Vol.49 (1), p.80-88 |
| issn | 1397-002X 1399-3011 |
| language | eng |
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| source | Wiley Online Library - AutoHoldings Journals; MEDLINE |
| subjects | 5 μmol synthesis scale Biopolymers Boc Z-synthesis strategy Chromatography, High Pressure Liquid Glycine - analogs & derivatives Glycine - chemistry heteroselective solvation Nucleic Acids - chemical synthesis optimized protocol Peptides - chemical synthesis Piperidines - chemistry Purines - chemistry Pyrimidinones - chemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization |
| title | Improvements in automated PNA synthesis using Boc/Z monomers |
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