Preparation of Translationally Competent tRNA by Direct Chemical Acylation
Nonsense codon suppression for unnatural amino acid incorporation requires the preparation of a suppressor aminoacyl-tRNA. Chemical acylation strategies are general but inefficient and arduous. A recent report (J. Am. Chem. Soc. 2007, 129, 15848) showed acylation of RNA mediated by lanthanum(III) us...
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Veröffentlicht in: | Organic letters 2010-09, Vol.12 (17), p.3776-3779 |
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description | Nonsense codon suppression for unnatural amino acid incorporation requires the preparation of a suppressor aminoacyl-tRNA. Chemical acylation strategies are general but inefficient and arduous. A recent report (J. Am. Chem. Soc. 2007, 129, 15848) showed acylation of RNA mediated by lanthanum(III) using amino acid phosphate esters. The successful implementation of this methodology to full-length suppressor tRNA is described, and it is shown that the derived aminoacyl-tRNA is translationally competent in Xenopus oocytes. |
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Chemical acylation strategies are general but inefficient and arduous. A recent report (J. Am. Chem. Soc. 2007, 129, 15848) showed acylation of RNA mediated by lanthanum(III) using amino acid phosphate esters. The successful implementation of this methodology to full-length suppressor tRNA is described, and it is shown that the derived aminoacyl-tRNA is translationally competent in Xenopus oocytes.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol101408f</identifier><identifier>PMID: 20687605</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Acylation ; Animals ; Codon, Nonsense - genetics ; Lanthanum - chemistry ; Mice ; Molecular Structure ; Oocytes - metabolism ; RNA, Transfer - chemical synthesis ; RNA, Transfer - chemistry ; RNA, Transfer, Amino Acyl - chemical synthesis ; RNA, Transfer, Amino Acyl - chemistry ; Xenopus - genetics ; Xenopus - metabolism</subject><ispartof>Organic letters, 2010-09, Vol.12 (17), p.3776-3779</ispartof><rights>Copyright © 2010 American Chemical Society</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a404t-407de428508a950037c02b577076a158ed79eb3c937302ff04932d63ebf5c0a83</citedby><cites>FETCH-LOGICAL-a404t-407de428508a950037c02b577076a158ed79eb3c937302ff04932d63ebf5c0a83</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/ol101408f$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol101408f$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,780,784,885,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20687605$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Duffy, Noah H</creatorcontrib><creatorcontrib>Dougherty, Dennis A</creatorcontrib><title>Preparation of Translationally Competent tRNA by Direct Chemical Acylation</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>Nonsense codon suppression for unnatural amino acid incorporation requires the preparation of a suppressor aminoacyl-tRNA. Chemical acylation strategies are general but inefficient and arduous. A recent report (J. Am. Chem. Soc. 2007, 129, 15848) showed acylation of RNA mediated by lanthanum(III) using amino acid phosphate esters. The successful implementation of this methodology to full-length suppressor tRNA is described, and it is shown that the derived aminoacyl-tRNA is translationally competent in Xenopus oocytes.</description><subject>Acylation</subject><subject>Animals</subject><subject>Codon, Nonsense - genetics</subject><subject>Lanthanum - chemistry</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>Oocytes - metabolism</subject><subject>RNA, Transfer - chemical synthesis</subject><subject>RNA, Transfer - chemistry</subject><subject>RNA, Transfer, Amino Acyl - chemical synthesis</subject><subject>RNA, Transfer, Amino Acyl - chemistry</subject><subject>Xenopus - genetics</subject><subject>Xenopus - metabolism</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkMtKxDAUhoMojo4ufAHpRsRF9SS9pN0IQ70zqMi4DmmaOh3SZkxaoW9vtGNRkLM4t4__HH6EjjCcYyD4QisMOISk3EJ7OCKBTyEi22MdwwTtW7sCwG6S7qIJgTihMUR76OHZyDU3vK104-nSWxjeWPXdcqV6L9P1Wrayab325XHm5b13VRkpWi9byroSXHkz0Q_8AdopubLycJOn6PXmepHd-fOn2_tsNvd5CGHrh0ALGZIkgoSnEUBABZA8ohRozHGUyIKmMg9EGtAASFlCmAakiAOZl5EAngRTdDnorru8loVwzxmu2NpUNTc907xifzdNtWRv-oOR1EUSO4HTjYDR7520LasrK6RSvJG6s4yGKQBJMDjybCCF0dYaWY5XMLAv69lovWOPf781kj9eO-BkALiwbKU74xy2_wh9AmUDioo</recordid><startdate>20100903</startdate><enddate>20100903</enddate><creator>Duffy, Noah H</creator><creator>Dougherty, Dennis A</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><scope>5PM</scope></search><sort><creationdate>20100903</creationdate><title>Preparation of Translationally Competent tRNA by Direct Chemical Acylation</title><author>Duffy, Noah H ; Dougherty, Dennis A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a404t-407de428508a950037c02b577076a158ed79eb3c937302ff04932d63ebf5c0a83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Acylation</topic><topic>Animals</topic><topic>Codon, Nonsense - genetics</topic><topic>Lanthanum - chemistry</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>Oocytes - metabolism</topic><topic>RNA, Transfer - chemical synthesis</topic><topic>RNA, Transfer - chemistry</topic><topic>RNA, Transfer, Amino Acyl - chemical synthesis</topic><topic>RNA, Transfer, Amino Acyl - chemistry</topic><topic>Xenopus - genetics</topic><topic>Xenopus - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Duffy, Noah H</creatorcontrib><creatorcontrib>Dougherty, Dennis A</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><collection>PubMed Central (Full Participant titles)</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Duffy, Noah H</au><au>Dougherty, Dennis A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of Translationally Competent tRNA by Direct Chemical Acylation</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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subjects | Acylation Animals Codon, Nonsense - genetics Lanthanum - chemistry Mice Molecular Structure Oocytes - metabolism RNA, Transfer - chemical synthesis RNA, Transfer - chemistry RNA, Transfer, Amino Acyl - chemical synthesis RNA, Transfer, Amino Acyl - chemistry Xenopus - genetics Xenopus - metabolism |
title | Preparation of Translationally Competent tRNA by Direct Chemical Acylation |
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