Photodetachment of tryptophan anion: an optical probe of remote electron
The UV photoexcitation spectrum of deprotonated tryptophan anion is presented. Singly deprotonated amino-acid tryptophan has been produced in an electrospray ionization source, isolated in a quadrupole ion trap and photoexcited with a UV tunable laser, resulting in the photodetachment of the excess...
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| Veröffentlicht in: | Physical chemistry chemical physics : PCCP 2010-01, Vol.12 (14), p.3399-3403 |
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| creator | Compagnon, Isabelle Allouche, Abdul-Rahman Bertorelle, Franck Antoine, Rodolphe Dugourd, Philippe |
| description | The UV photoexcitation spectrum of deprotonated tryptophan anion is presented. Singly deprotonated amino-acid tryptophan has been produced in an electrospray ionization source, isolated in a quadrupole ion trap and photoexcited with a UV tunable laser, resulting in the photodetachment of the excess electron. Whereas no influence of the proton on the UV spectrum of tryptophan was previously reported (Phys. Chem. Chem. Phys., 2004, 6, 2633; J. Chem. Phys., 2005, 122, 074310), we observe a strong bathochromism due to the presence of the negatively charged group in the vicinity of the chromophore. An excellent agreement with TD-DFT (time dependent density functional theory) predictions for the absorption spectrum of the lowest energy conformer is found. The sensitivity of the tryptophan chromophore to the presence of a remote negative charge offers new perspectives for charge mapping in large biomolecules. |
| doi_str_mv | 10.1039/b922514p |
| format | Article |
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Singly deprotonated amino-acid tryptophan has been produced in an electrospray ionization source, isolated in a quadrupole ion trap and photoexcited with a UV tunable laser, resulting in the photodetachment of the excess electron. Whereas no influence of the proton on the UV spectrum of tryptophan was previously reported (Phys. Chem. Chem. Phys., 2004, 6, 2633; J. Chem. Phys., 2005, 122, 074310), we observe a strong bathochromism due to the presence of the negatively charged group in the vicinity of the chromophore. An excellent agreement with TD-DFT (time dependent density functional theory) predictions for the absorption spectrum of the lowest energy conformer is found. The sensitivity of the tryptophan chromophore to the presence of a remote negative charge offers new perspectives for charge mapping in large biomolecules.</description><identifier>ISSN: 1463-9076</identifier><identifier>EISSN: 1463-9084</identifier><identifier>DOI: 10.1039/b922514p</identifier><identifier>PMID: 20352677</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Anions ; Chemical Physics ; Electrons ; Photochemistry ; Physics ; Spectrometry, Mass, Electrospray Ionization ; Tryptophan - chemistry</subject><ispartof>Physical chemistry chemical physics : PCCP, 2010-01, Vol.12 (14), p.3399-3403</ispartof><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c382t-741efb428113ebdaeff1be40e55f30e3244f0c4613ef3e114e35bdd46d160ea83</citedby><cites>FETCH-LOGICAL-c382t-741efb428113ebdaeff1be40e55f30e3244f0c4613ef3e114e35bdd46d160ea83</cites><orcidid>0000-0003-0725-4057 ; 0000-0003-2994-3961 ; 0000-0003-4395-1140 ; 0000-0001-5682-8550</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20352677$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://inria.hal.science/hal-01674016$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Compagnon, Isabelle</creatorcontrib><creatorcontrib>Allouche, Abdul-Rahman</creatorcontrib><creatorcontrib>Bertorelle, Franck</creatorcontrib><creatorcontrib>Antoine, Rodolphe</creatorcontrib><creatorcontrib>Dugourd, Philippe</creatorcontrib><title>Photodetachment of tryptophan anion: an optical probe of remote electron</title><title>Physical chemistry chemical physics : PCCP</title><addtitle>Phys Chem Chem Phys</addtitle><description>The UV photoexcitation spectrum of deprotonated tryptophan anion is presented. Singly deprotonated amino-acid tryptophan has been produced in an electrospray ionization source, isolated in a quadrupole ion trap and photoexcited with a UV tunable laser, resulting in the photodetachment of the excess electron. Whereas no influence of the proton on the UV spectrum of tryptophan was previously reported (Phys. Chem. Chem. Phys., 2004, 6, 2633; J. Chem. Phys., 2005, 122, 074310), we observe a strong bathochromism due to the presence of the negatively charged group in the vicinity of the chromophore. An excellent agreement with TD-DFT (time dependent density functional theory) predictions for the absorption spectrum of the lowest energy conformer is found. The sensitivity of the tryptophan chromophore to the presence of a remote negative charge offers new perspectives for charge mapping in large biomolecules.</description><subject>Anions</subject><subject>Chemical Physics</subject><subject>Electrons</subject><subject>Photochemistry</subject><subject>Physics</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Tryptophan - chemistry</subject><issn>1463-9076</issn><issn>1463-9084</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kFtLxDAQhYMorq6Cv0D6pj5UM530sr4ti7rCgj7oc0jbCa20TU2ywv57s-yFgTnDzMdhOIzdAH8EjrOncpYkKYjxhF2AyDCe8UKcHuc8m7BL534455ACnrNJwjFNsjy_YMvPxnhTk1dV09PgI6MjbzejN2OjhkgNrRmeg0Rm9G2lumi0pqQtZak3niLqqPLWDFfsTKvO0fVep-z79eVrsYxXH2_vi_kqrrBIfJwLIF2KpABAKmtFWkNJglOaauSEiRCaVyILV40EIAjTsq5FVkPGSRU4ZQ8730Z1crRtr-xGGtXK5XwltzsOWS5C-4PA3u3Y8PTvmpyXfesq6jo1kFk7mSMWOAsVyPsdWVnjnCV9tAYutxHLQ8QBvd2brsue6iN4yBT_AYt2daY</recordid><startdate>20100101</startdate><enddate>20100101</enddate><creator>Compagnon, Isabelle</creator><creator>Allouche, Abdul-Rahman</creator><creator>Bertorelle, Franck</creator><creator>Antoine, Rodolphe</creator><creator>Dugourd, Philippe</creator><general>Royal Society of Chemistry</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>1XC</scope><orcidid>https://orcid.org/0000-0003-0725-4057</orcidid><orcidid>https://orcid.org/0000-0003-2994-3961</orcidid><orcidid>https://orcid.org/0000-0003-4395-1140</orcidid><orcidid>https://orcid.org/0000-0001-5682-8550</orcidid></search><sort><creationdate>20100101</creationdate><title>Photodetachment of tryptophan anion: an optical probe of remote electron</title><author>Compagnon, Isabelle ; Allouche, Abdul-Rahman ; Bertorelle, Franck ; Antoine, Rodolphe ; Dugourd, Philippe</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c382t-741efb428113ebdaeff1be40e55f30e3244f0c4613ef3e114e35bdd46d160ea83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Anions</topic><topic>Chemical Physics</topic><topic>Electrons</topic><topic>Photochemistry</topic><topic>Physics</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Tryptophan - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Compagnon, Isabelle</creatorcontrib><creatorcontrib>Allouche, Abdul-Rahman</creatorcontrib><creatorcontrib>Bertorelle, Franck</creatorcontrib><creatorcontrib>Antoine, Rodolphe</creatorcontrib><creatorcontrib>Dugourd, Philippe</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>Hyper Article en Ligne (HAL)</collection><jtitle>Physical chemistry chemical physics : PCCP</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Compagnon, Isabelle</au><au>Allouche, Abdul-Rahman</au><au>Bertorelle, Franck</au><au>Antoine, Rodolphe</au><au>Dugourd, Philippe</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photodetachment of tryptophan anion: an optical probe of remote electron</atitle><jtitle>Physical chemistry chemical physics : PCCP</jtitle><addtitle>Phys Chem Chem Phys</addtitle><date>2010-01-01</date><risdate>2010</risdate><volume>12</volume><issue>14</issue><spage>3399</spage><epage>3403</epage><pages>3399-3403</pages><issn>1463-9076</issn><eissn>1463-9084</eissn><abstract>The UV photoexcitation spectrum of deprotonated tryptophan anion is presented. Singly deprotonated amino-acid tryptophan has been produced in an electrospray ionization source, isolated in a quadrupole ion trap and photoexcited with a UV tunable laser, resulting in the photodetachment of the excess electron. Whereas no influence of the proton on the UV spectrum of tryptophan was previously reported (Phys. Chem. Chem. Phys., 2004, 6, 2633; J. Chem. Phys., 2005, 122, 074310), we observe a strong bathochromism due to the presence of the negatively charged group in the vicinity of the chromophore. An excellent agreement with TD-DFT (time dependent density functional theory) predictions for the absorption spectrum of the lowest energy conformer is found. 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| identifier | ISSN: 1463-9076 |
| ispartof | Physical chemistry chemical physics : PCCP, 2010-01, Vol.12 (14), p.3399-3403 |
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| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Anions Chemical Physics Electrons Photochemistry Physics Spectrometry, Mass, Electrospray Ionization Tryptophan - chemistry |
| title | Photodetachment of tryptophan anion: an optical probe of remote electron |
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