2,3,4,5-Tetrakis(3′,4′-dihydroxylphenyl)thiophene: A New Matrix for the Selective Analysis of Low Molecular Weight Amines and Direct Determination of Creatinine in Urine by MALDI-TOF MS
Small organic matrixes are still the most commonly used ones in matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) because of their advantages of high sensitivity, convenience, and cost-effectiveness. However, due to the matrix interference in the low mass region, the direct an...
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| Veröffentlicht in: | Analytical chemistry (Washington) 2012-12, Vol.84 (23), p.10291-10297 |
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| creator | Chen, Suming Chen, Li Wang, Jianing Hou, Jian He, Qing Liu, Jian’an Wang, Jiyun Xiong, Shaoxiang Yang, Guoqiang Nie, Zongxiu |
| description | Small organic matrixes are still the most commonly used ones in matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) because of their advantages of high sensitivity, convenience, and cost-effectiveness. However, due to the matrix interference in the low mass region, the direct analysis of low molecular weight amines in complex surroundings with conventional organic matrixes remains a challenge. Here, a new Brønsted–Lowry acid compound 2,3,4,5-tetrakis(3′,4′-dihydroxylphenyl)thiophene (DHPT) was designed, synthesized, and applied as a matrix for analysis of low molecular weight amines by MALDI-TOF MS. DHPT displays good selectivity in the analysis of amines without matrix-related interference and the low picomole/femtomole limit-of-detection was obtained in positive ion mode. With DHPT, the metabolites including creatinine, glycine, alloxan, allantoin, and 3-hydroxyhippuric acid in human urine were directly analyzed by MALDI-TOF MS. The identity of these metabolites was confirmed by tandem mass spectrometry. Furthermore, the urine creatinine was quantitatively determined using isotope-labeled internal standard. This DHPT-assisted LDI MS method provides a general approach for both qualitative and quantitative analysis of low molecular weight amines. |
| doi_str_mv | 10.1021/ac3021278 |
| format | Article |
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However, due to the matrix interference in the low mass region, the direct analysis of low molecular weight amines in complex surroundings with conventional organic matrixes remains a challenge. Here, a new Brønsted–Lowry acid compound 2,3,4,5-tetrakis(3′,4′-dihydroxylphenyl)thiophene (DHPT) was designed, synthesized, and applied as a matrix for analysis of low molecular weight amines by MALDI-TOF MS. DHPT displays good selectivity in the analysis of amines without matrix-related interference and the low picomole/femtomole limit-of-detection was obtained in positive ion mode. With DHPT, the metabolites including creatinine, glycine, alloxan, allantoin, and 3-hydroxyhippuric acid in human urine were directly analyzed by MALDI-TOF MS. The identity of these metabolites was confirmed by tandem mass spectrometry. Furthermore, the urine creatinine was quantitatively determined using isotope-labeled internal standard. This DHPT-assisted LDI MS method provides a general approach for both qualitative and quantitative analysis of low molecular weight amines.</description><identifier>ISSN: 0003-2700</identifier><identifier>EISSN: 1520-6882</identifier><identifier>DOI: 10.1021/ac3021278</identifier><identifier>PMID: 23113720</identifier><identifier>CODEN: ANCHAM</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Allantoin - urine ; Alloxan - urine ; Analytical chemistry ; Chemistry ; Creatinine - urine ; Desorption ; Exact sciences and technology ; Glycine - urine ; Hippurates - urine ; Humans ; Isotope Labeling ; Mass spectrometry ; Matrix ; Metabolites ; Molecular Weight ; Molecules ; Spectrometric and optical methods ; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization - methods ; Thiophenes - chemistry</subject><ispartof>Analytical chemistry (Washington), 2012-12, Vol.84 (23), p.10291-10297</ispartof><rights>Copyright © 2012 American Chemical Society</rights><rights>2014 INIST-CNRS</rights><rights>Copyright American Chemical Society Dec 4, 2012</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a373t-ac73d46efb7e7fd6777141cc96e262fd70ea2df0c17f1843b173c43408e7953c3</citedby><cites>FETCH-LOGICAL-a373t-ac73d46efb7e7fd6777141cc96e262fd70ea2df0c17f1843b173c43408e7953c3</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/ac3021278$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ac3021278$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2764,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=26721488$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23113720$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Suming</creatorcontrib><creatorcontrib>Chen, Li</creatorcontrib><creatorcontrib>Wang, Jianing</creatorcontrib><creatorcontrib>Hou, Jian</creatorcontrib><creatorcontrib>He, Qing</creatorcontrib><creatorcontrib>Liu, Jian’an</creatorcontrib><creatorcontrib>Wang, Jiyun</creatorcontrib><creatorcontrib>Xiong, Shaoxiang</creatorcontrib><creatorcontrib>Yang, Guoqiang</creatorcontrib><creatorcontrib>Nie, Zongxiu</creatorcontrib><title>2,3,4,5-Tetrakis(3′,4′-dihydroxylphenyl)thiophene: A New Matrix for the Selective Analysis of Low Molecular Weight Amines and Direct Determination of Creatinine in Urine by MALDI-TOF MS</title><title>Analytical chemistry (Washington)</title><addtitle>Anal. Chem</addtitle><description>Small organic matrixes are still the most commonly used ones in matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) because of their advantages of high sensitivity, convenience, and cost-effectiveness. However, due to the matrix interference in the low mass region, the direct analysis of low molecular weight amines in complex surroundings with conventional organic matrixes remains a challenge. Here, a new Brønsted–Lowry acid compound 2,3,4,5-tetrakis(3′,4′-dihydroxylphenyl)thiophene (DHPT) was designed, synthesized, and applied as a matrix for analysis of low molecular weight amines by MALDI-TOF MS. DHPT displays good selectivity in the analysis of amines without matrix-related interference and the low picomole/femtomole limit-of-detection was obtained in positive ion mode. With DHPT, the metabolites including creatinine, glycine, alloxan, allantoin, and 3-hydroxyhippuric acid in human urine were directly analyzed by MALDI-TOF MS. The identity of these metabolites was confirmed by tandem mass spectrometry. Furthermore, the urine creatinine was quantitatively determined using isotope-labeled internal standard. This DHPT-assisted LDI MS method provides a general approach for both qualitative and quantitative analysis of low molecular weight amines.</description><subject>Allantoin - urine</subject><subject>Alloxan - urine</subject><subject>Analytical chemistry</subject><subject>Chemistry</subject><subject>Creatinine - urine</subject><subject>Desorption</subject><subject>Exact sciences and technology</subject><subject>Glycine - urine</subject><subject>Hippurates - urine</subject><subject>Humans</subject><subject>Isotope Labeling</subject><subject>Mass spectrometry</subject><subject>Matrix</subject><subject>Metabolites</subject><subject>Molecular Weight</subject><subject>Molecules</subject><subject>Spectrometric and optical methods</subject><subject>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization - methods</subject><subject>Thiophenes - chemistry</subject><issn>0003-2700</issn><issn>1520-6882</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNplkc1uEzEUhS0EoiGw4AWQJYTUShnwz2Q8ZTdKKFRK6KKpWI4czzXjMrGD7Wk7O56JPS_Dk-DQ0CLwwvfI_s69lg9Czyl5TQmjb6TiqTBRPkAjOmUkK8qSPUQjQgjPmCDkAD0J4ZIQSgktHqMDxinlgpER-sEmfJJPptkKopdfTDjkP799n-RpyxrTDo13N0O3bcEO3VFsjdtJeIsr_BGu8VJGb26wdh7HFvA5dKCiuQJcWdkNwQTsNF64BLp003fS409gPrcRVxtjIWBpGzw3PrnwHCL4dCqjcXbnm3lI2iYOG4sv_E6sB7ysFvPTbHV2gpfnT9EjLbsAz_Z1jC5O3q1mH7LF2fvTWbXIJBc8ZlIJ3uQF6LUAoZtCCEFzqtRxAaxguhEEJGs0UVRoWuZ8TQVXOc9JCeJ4yhUfo8PbvlvvvvYQYr0xQUHXSQuuDzVlafGcJe8YvfwHvXS9T9_xm-IlL1NQiTq6pZR3IXjQ9dabjfRDTUm9y7S-yzSxL_Yd-_UGmjvyT4gJeLUHZFCy015aZcI9VwhG87K856QKf73qv4G_AOLDtKA</recordid><startdate>20121204</startdate><enddate>20121204</enddate><creator>Chen, Suming</creator><creator>Chen, Li</creator><creator>Wang, Jianing</creator><creator>Hou, Jian</creator><creator>He, Qing</creator><creator>Liu, Jian’an</creator><creator>Wang, Jiyun</creator><creator>Xiong, Shaoxiang</creator><creator>Yang, Guoqiang</creator><creator>Nie, Zongxiu</creator><general>American Chemical Society</general><scope>IQODW</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>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7TM</scope><scope>7U5</scope><scope>7U7</scope><scope>7U9</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>H94</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20121204</creationdate><title>2,3,4,5-Tetrakis(3′,4′-dihydroxylphenyl)thiophene: A New Matrix for the Selective Analysis of Low Molecular Weight Amines and Direct Determination of Creatinine in Urine by MALDI-TOF MS</title><author>Chen, Suming ; Chen, Li ; Wang, Jianing ; Hou, Jian ; He, Qing ; Liu, Jian’an ; Wang, Jiyun ; Xiong, Shaoxiang ; Yang, Guoqiang ; Nie, Zongxiu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a373t-ac73d46efb7e7fd6777141cc96e262fd70ea2df0c17f1843b173c43408e7953c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Allantoin - urine</topic><topic>Alloxan - urine</topic><topic>Analytical chemistry</topic><topic>Chemistry</topic><topic>Creatinine - urine</topic><topic>Desorption</topic><topic>Exact sciences and technology</topic><topic>Glycine - urine</topic><topic>Hippurates - urine</topic><topic>Humans</topic><topic>Isotope Labeling</topic><topic>Mass spectrometry</topic><topic>Matrix</topic><topic>Metabolites</topic><topic>Molecular Weight</topic><topic>Molecules</topic><topic>Spectrometric and optical methods</topic><topic>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization - methods</topic><topic>Thiophenes - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Suming</creatorcontrib><creatorcontrib>Chen, Li</creatorcontrib><creatorcontrib>Wang, Jianing</creatorcontrib><creatorcontrib>Hou, Jian</creatorcontrib><creatorcontrib>He, Qing</creatorcontrib><creatorcontrib>Liu, Jian’an</creatorcontrib><creatorcontrib>Wang, Jiyun</creatorcontrib><creatorcontrib>Xiong, Shaoxiang</creatorcontrib><creatorcontrib>Yang, Guoqiang</creatorcontrib><creatorcontrib>Nie, Zongxiu</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Analytical chemistry (Washington)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Suming</au><au>Chen, Li</au><au>Wang, Jianing</au><au>Hou, Jian</au><au>He, Qing</au><au>Liu, Jian’an</au><au>Wang, Jiyun</au><au>Xiong, Shaoxiang</au><au>Yang, Guoqiang</au><au>Nie, Zongxiu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>2,3,4,5-Tetrakis(3′,4′-dihydroxylphenyl)thiophene: A New Matrix for the Selective Analysis of Low Molecular Weight Amines and Direct Determination of Creatinine in Urine by MALDI-TOF MS</atitle><jtitle>Analytical chemistry (Washington)</jtitle><addtitle>Anal. Chem</addtitle><date>2012-12-04</date><risdate>2012</risdate><volume>84</volume><issue>23</issue><spage>10291</spage><epage>10297</epage><pages>10291-10297</pages><issn>0003-2700</issn><eissn>1520-6882</eissn><coden>ANCHAM</coden><abstract>Small organic matrixes are still the most commonly used ones in matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) because of their advantages of high sensitivity, convenience, and cost-effectiveness. However, due to the matrix interference in the low mass region, the direct analysis of low molecular weight amines in complex surroundings with conventional organic matrixes remains a challenge. Here, a new Brønsted–Lowry acid compound 2,3,4,5-tetrakis(3′,4′-dihydroxylphenyl)thiophene (DHPT) was designed, synthesized, and applied as a matrix for analysis of low molecular weight amines by MALDI-TOF MS. DHPT displays good selectivity in the analysis of amines without matrix-related interference and the low picomole/femtomole limit-of-detection was obtained in positive ion mode. With DHPT, the metabolites including creatinine, glycine, alloxan, allantoin, and 3-hydroxyhippuric acid in human urine were directly analyzed by MALDI-TOF MS. The identity of these metabolites was confirmed by tandem mass spectrometry. Furthermore, the urine creatinine was quantitatively determined using isotope-labeled internal standard. This DHPT-assisted LDI MS method provides a general approach for both qualitative and quantitative analysis of low molecular weight amines.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>23113720</pmid><doi>10.1021/ac3021278</doi><tpages>7</tpages></addata></record> |
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| subjects | Allantoin - urine Alloxan - urine Analytical chemistry Chemistry Creatinine - urine Desorption Exact sciences and technology Glycine - urine Hippurates - urine Humans Isotope Labeling Mass spectrometry Matrix Metabolites Molecular Weight Molecules Spectrometric and optical methods Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization - methods Thiophenes - chemistry |
| title | 2,3,4,5-Tetrakis(3′,4′-dihydroxylphenyl)thiophene: A New Matrix for the Selective Analysis of Low Molecular Weight Amines and Direct Determination of Creatinine in Urine by MALDI-TOF MS |
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