High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor
Pyrophosphate (PPi) is a byproduct of DNA and RNA synthesis, and abnormal levels are indicative of disease. We report the high-affinity binding of PPi in water by -alkyl ammonium resorcinarene chloride receptors. Experimental analysis using H and P NMR, isothermal titration calorimetry, mass spectro...
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| Veröffentlicht in: | Chemical science (Cambridge) 2018-02, Vol.9 (5), p.1358-1367 |
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| creator | Beyeh, Ngong Kodiah Díez, Isabel Taimoory, S Maryamdokht Meister, Daniel Feig, Andrew I Trant, John F Ras, Robin H A Rissanen, Kari |
| description | Pyrophosphate (PPi) is a byproduct of DNA and RNA synthesis, and abnormal levels are indicative of disease. We report the high-affinity binding of PPi in water by
-alkyl ammonium resorcinarene chloride receptors. Experimental analysis using
H and
P NMR, isothermal titration calorimetry, mass spectrometry, and UV-vis spectroscopy all support exceptional selectivity of these systems for PPi in water. The measured affinity of
= 1.60 × 10
M
for PPi is three orders of magnitude larger than that observed for binding to another phosphate, ATP. This exceptional anion-binding affinity in water is explored through a detailed density functional theory computational study. These systems provide a promising avenue for the development of future innovative medical diagnostic tools. |
| doi_str_mv | 10.1039/c7sc05167k |
| format | Article |
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-alkyl ammonium resorcinarene chloride receptors. Experimental analysis using
H and
P NMR, isothermal titration calorimetry, mass spectrometry, and UV-vis spectroscopy all support exceptional selectivity of these systems for PPi in water. The measured affinity of
= 1.60 × 10
M
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-alkyl ammonium resorcinarene chloride receptors. Experimental analysis using
H and
P NMR, isothermal titration calorimetry, mass spectrometry, and UV-vis spectroscopy all support exceptional selectivity of these systems for PPi in water. The measured affinity of
= 1.60 × 10
M
for PPi is three orders of magnitude larger than that observed for binding to another phosphate, ATP. This exceptional anion-binding affinity in water is explored through a detailed density functional theory computational study. These systems provide a promising avenue for the development of future innovative medical diagnostic tools.</description><subject>Affinity</subject><subject>Binding</subject><subject>Chemistry</subject><subject>Density functional theory</subject><subject>Deoxyribonucleic acid</subject><subject>Diagnostic software</subject><subject>Diagnostic systems</subject><subject>DNA</subject><subject>Mass spectrometry</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Receptors</subject><subject>Ribonucleic acid</subject><subject>RNA</subject><subject>Titration calorimetry</subject><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkd9LHDEQx0NRqth76R9QAn2Rwtpks9kkLwU5bE8q-KB9TrPZWS-6l6xJTrn_vjl_HNbkYYaZz3yZ4YvQZ0pOKGHquxXJEk5bcfcBHdakoVXLmdrb5TU5QLOUbkl5jFFei4_ooFat4FQ2h-jvwt0sKzMMzru8wcb3OMEINrsHwD3kbRY8DgOeNjFMy5CmpcmAncePJUbclSEcIYVonTcRPOBkxlxKFqYc4ie0P5gxwewlHqE_P8-u54vq4vLX-fz0orJNI3IlLWltD1x1HUCrjATOu570QkmiJKPKdJaDsF0DQvK2BwF9K2rCS6N8wo7Qj2fdad2toLfgczSjnqJbmbjRwTj9f8e7pb4JD5pLKWrGisDxi0AM92tIWa9csjCOxkNYJ12TWipOKWkK-vUdehvW0ZfzCkWJVKIRW-rbM2VjSCnCsFuGEr31Ts_F1fzJu98F_vJ2_R366hT7B-mIlsI</recordid><startdate>20180207</startdate><enddate>20180207</enddate><creator>Beyeh, Ngong Kodiah</creator><creator>Díez, Isabel</creator><creator>Taimoory, S Maryamdokht</creator><creator>Meister, Daniel</creator><creator>Feig, Andrew I</creator><creator>Trant, John F</creator><creator>Ras, Robin H A</creator><creator>Rissanen, Kari</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-5350-227X</orcidid><orcidid>https://orcid.org/0000-0002-5783-1097</orcidid><orcidid>https://orcid.org/0000-0002-7282-8419</orcidid><orcidid>https://orcid.org/0000-0003-3935-1812</orcidid><orcidid>https://orcid.org/0000-0002-4780-4968</orcidid><orcidid>https://orcid.org/0000-0002-2076-242X</orcidid></search><sort><creationdate>20180207</creationdate><title>High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor</title><author>Beyeh, Ngong Kodiah ; Díez, Isabel ; Taimoory, S Maryamdokht ; Meister, Daniel ; Feig, Andrew I ; Trant, John F ; Ras, Robin H A ; Rissanen, Kari</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c447t-8c06cde59bbee69a8e55bd0d798098319abc5e7cb4e7856de7ed672059ababa03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Affinity</topic><topic>Binding</topic><topic>Chemistry</topic><topic>Density functional theory</topic><topic>Deoxyribonucleic acid</topic><topic>Diagnostic software</topic><topic>Diagnostic systems</topic><topic>DNA</topic><topic>Mass spectrometry</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Receptors</topic><topic>Ribonucleic acid</topic><topic>RNA</topic><topic>Titration calorimetry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Beyeh, Ngong Kodiah</creatorcontrib><creatorcontrib>Díez, Isabel</creatorcontrib><creatorcontrib>Taimoory, S Maryamdokht</creatorcontrib><creatorcontrib>Meister, Daniel</creatorcontrib><creatorcontrib>Feig, Andrew I</creatorcontrib><creatorcontrib>Trant, John F</creatorcontrib><creatorcontrib>Ras, Robin H A</creatorcontrib><creatorcontrib>Rissanen, Kari</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Chemical science (Cambridge)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Beyeh, Ngong Kodiah</au><au>Díez, Isabel</au><au>Taimoory, S Maryamdokht</au><au>Meister, Daniel</au><au>Feig, Andrew I</au><au>Trant, John F</au><au>Ras, Robin H A</au><au>Rissanen, Kari</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor</atitle><jtitle>Chemical science (Cambridge)</jtitle><addtitle>Chem Sci</addtitle><date>2018-02-07</date><risdate>2018</risdate><volume>9</volume><issue>5</issue><spage>1358</spage><epage>1367</epage><pages>1358-1367</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>Pyrophosphate (PPi) is a byproduct of DNA and RNA synthesis, and abnormal levels are indicative of disease. We report the high-affinity binding of PPi in water by
-alkyl ammonium resorcinarene chloride receptors. Experimental analysis using
H and
P NMR, isothermal titration calorimetry, mass spectrometry, and UV-vis spectroscopy all support exceptional selectivity of these systems for PPi in water. The measured affinity of
= 1.60 × 10
M
for PPi is three orders of magnitude larger than that observed for binding to another phosphate, ATP. This exceptional anion-binding affinity in water is explored through a detailed density functional theory computational study. These systems provide a promising avenue for the development of future innovative medical diagnostic tools.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>29675184</pmid><doi>10.1039/c7sc05167k</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-5350-227X</orcidid><orcidid>https://orcid.org/0000-0002-5783-1097</orcidid><orcidid>https://orcid.org/0000-0002-7282-8419</orcidid><orcidid>https://orcid.org/0000-0003-3935-1812</orcidid><orcidid>https://orcid.org/0000-0002-4780-4968</orcidid><orcidid>https://orcid.org/0000-0002-2076-242X</orcidid><oa>free_for_read</oa></addata></record> |
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| source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; PubMed Central Open Access |
| subjects | Affinity Binding Chemistry Density functional theory Deoxyribonucleic acid Diagnostic software Diagnostic systems DNA Mass spectrometry NMR Nuclear magnetic resonance Receptors Ribonucleic acid RNA Titration calorimetry |
| title | High-affinity and selective detection of pyrophosphate in water by a resorcinarene salt receptor |
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