Tuning fluorescence of dapoxetine by blocking of photoinduced electron transfer (PET): Application in real human plasma
Photoinduced electron transfer (PET) is the most common mechanism proposed to account for quenching of fluorophores. Herein, the intrinsic fluorescence of dapoxetine (DPX) hydrochloride is in the “OFF” state, owing to the deactivation effect of PET. When the amine moiety is protonated, the fluoresce...
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| Veröffentlicht in: | Luminescence (Chichester, England) England), 2023-05, Vol.38 (5), p.600-608 |
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| creator | Elsayed, Mohamed Ahmed Abbas, Khaled Abdel‐Hakam Abdelmontaleb, Hani Shaaban Mohamed, Abobakr A. |
| description | Photoinduced electron transfer (PET) is the most common mechanism proposed to account for quenching of fluorophores. Herein, the intrinsic fluorescence of dapoxetine (DPX) hydrochloride is in the “OFF” state, owing to the deactivation effect of PET. When the amine moiety is protonated, the fluorescence is restored. Protonation of the nitrogen atom of the tertiary amine moiety in DPX leads to “ON” state of fluorescence due to hindrance of the deactivating effect of PET by protonation of the amine moiety. This permits specific and sensitive determination of DPX in human plasma [lower limit of quantification (LLOQ) = 30.0
ngmL−1]. The suggested method adopts protonation of DPX using 0.25 M hydrochloric acid in anionic micelles [6.94 mM sodium dodecyl sulfate (SDS)] leads to a marked enhancement of DPX‐fluorescence, after excitation at 290 nm.
A newly fluorescence‐method for selective determination of dapoxetine hydrochloride in real human plasma was designed. Facilely application of the presented fluorescence‐method. The method presented a novel alternative for pharmacokinetics and bioavailability studies of dapoxetine hydrochloride. |
| doi_str_mv | 10.1002/bio.4480 |
| format | Article |
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ngmL−1]. The suggested method adopts protonation of DPX using 0.25 M hydrochloric acid in anionic micelles [6.94 mM sodium dodecyl sulfate (SDS)] leads to a marked enhancement of DPX‐fluorescence, after excitation at 290 nm.
A newly fluorescence‐method for selective determination of dapoxetine hydrochloride in real human plasma was designed. Facilely application of the presented fluorescence‐method. The method presented a novel alternative for pharmacokinetics and bioavailability studies of dapoxetine hydrochloride.</description><identifier>ISSN: 1522-7235</identifier><identifier>EISSN: 1522-7243</identifier><identifier>DOI: 10.1002/bio.4480</identifier><identifier>PMID: 36918406</identifier><language>eng</language><publisher>England: Wiley Subscription Services, Inc</publisher><subject>Amines ; Anions ; Blood plasma ; Chemical compounds ; dapoxetine ; Deactivation ; Electron transfer ; Electrons ; Fluorescence ; Fluorophores ; human plasma ; Humans ; Hydrochloric acid ; Micelles ; Oxidoreductions ; photoinduced electron transfer ; Protonation ; Sodium ; Sodium dodecyl sulfate ; Sodium lauryl sulfate ; Spectrometry, Fluorescence ; Tertiary</subject><ispartof>Luminescence (Chichester, England), 2023-05, Vol.38 (5), p.600-608</ispartof><rights>2023 John Wiley & Sons Ltd.</rights><rights>2023 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3490-c87e94c20daa79b3746598f12cc62ebf08066ef29036b79386a5def18eb1591d3</citedby><cites>FETCH-LOGICAL-c3490-c87e94c20daa79b3746598f12cc62ebf08066ef29036b79386a5def18eb1591d3</cites><orcidid>0000-0002-6011-1306</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fbio.4480$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fbio.4480$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36918406$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Elsayed, Mohamed Ahmed</creatorcontrib><creatorcontrib>Abbas, Khaled Abdel‐Hakam</creatorcontrib><creatorcontrib>Abdelmontaleb, Hani Shaaban</creatorcontrib><creatorcontrib>Mohamed, Abobakr A.</creatorcontrib><title>Tuning fluorescence of dapoxetine by blocking of photoinduced electron transfer (PET): Application in real human plasma</title><title>Luminescence (Chichester, England)</title><addtitle>Luminescence</addtitle><description>Photoinduced electron transfer (PET) is the most common mechanism proposed to account for quenching of fluorophores. Herein, the intrinsic fluorescence of dapoxetine (DPX) hydrochloride is in the “OFF” state, owing to the deactivation effect of PET. When the amine moiety is protonated, the fluorescence is restored. Protonation of the nitrogen atom of the tertiary amine moiety in DPX leads to “ON” state of fluorescence due to hindrance of the deactivating effect of PET by protonation of the amine moiety. This permits specific and sensitive determination of DPX in human plasma [lower limit of quantification (LLOQ) = 30.0
ngmL−1]. The suggested method adopts protonation of DPX using 0.25 M hydrochloric acid in anionic micelles [6.94 mM sodium dodecyl sulfate (SDS)] leads to a marked enhancement of DPX‐fluorescence, after excitation at 290 nm.
A newly fluorescence‐method for selective determination of dapoxetine hydrochloride in real human plasma was designed. Facilely application of the presented fluorescence‐method. The method presented a novel alternative for pharmacokinetics and bioavailability studies of dapoxetine hydrochloride.</description><subject>Amines</subject><subject>Anions</subject><subject>Blood plasma</subject><subject>Chemical compounds</subject><subject>dapoxetine</subject><subject>Deactivation</subject><subject>Electron transfer</subject><subject>Electrons</subject><subject>Fluorescence</subject><subject>Fluorophores</subject><subject>human plasma</subject><subject>Humans</subject><subject>Hydrochloric acid</subject><subject>Micelles</subject><subject>Oxidoreductions</subject><subject>photoinduced electron transfer</subject><subject>Protonation</subject><subject>Sodium</subject><subject>Sodium dodecyl sulfate</subject><subject>Sodium lauryl sulfate</subject><subject>Spectrometry, Fluorescence</subject><subject>Tertiary</subject><issn>1522-7235</issn><issn>1522-7243</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kUFrFjEQhoMoba0Ff4EEvNTDtkk2m028taVqoVAPn-eQzU5sajZZk13q9-_NZ2sFoacZmIeHmXkRekvJCSWEnQ4-nXAuyQt0QDvGmp7x9uVT33b76HUpd4QQIYTaQ_utUFRyIg7Q_WaNPn7HLqwpQ7EQLeDk8Gjm9AsWHwEPWzyEZH_ssDqZb9OSfBxXCyOGAHbJKeIlm1gcZHz89XLz4SM-m-fgrVl8nfmIM5iAb9fJRDwHUybzBr1yJhQ4eqyH6Nuny83Fl-b65vPVxdl1Y1uuSGNlD4pbRkZjejW0PRedko4yawWDwRFZTwLHFGnF0KtWCtON4KiEgXaKju0hOn7wzjn9XKEsevL1yhBMhLQWzXrZM8oZZRV9_x96l9Yc63aaScrbnvad_Ce0OZWSwek5-8nkraZE78LQNQy9C6Oi7x6F6zDB-AT-_X4Fmgfg3gfYPivS51c3f4S_AVbyktM</recordid><startdate>202305</startdate><enddate>202305</enddate><creator>Elsayed, Mohamed Ahmed</creator><creator>Abbas, Khaled Abdel‐Hakam</creator><creator>Abdelmontaleb, Hani Shaaban</creator><creator>Mohamed, Abobakr A.</creator><general>Wiley Subscription Services, Inc</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>7QF</scope><scope>7QO</scope><scope>7QP</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>7U7</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F1W</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>H95</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L.G</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-6011-1306</orcidid></search><sort><creationdate>202305</creationdate><title>Tuning fluorescence of dapoxetine by blocking of photoinduced electron transfer (PET): Application in real human plasma</title><author>Elsayed, Mohamed Ahmed ; Abbas, Khaled Abdel‐Hakam ; Abdelmontaleb, Hani Shaaban ; Mohamed, Abobakr A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3490-c87e94c20daa79b3746598f12cc62ebf08066ef29036b79386a5def18eb1591d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Amines</topic><topic>Anions</topic><topic>Blood plasma</topic><topic>Chemical compounds</topic><topic>dapoxetine</topic><topic>Deactivation</topic><topic>Electron transfer</topic><topic>Electrons</topic><topic>Fluorescence</topic><topic>Fluorophores</topic><topic>human plasma</topic><topic>Humans</topic><topic>Hydrochloric acid</topic><topic>Micelles</topic><topic>Oxidoreductions</topic><topic>photoinduced electron transfer</topic><topic>Protonation</topic><topic>Sodium</topic><topic>Sodium dodecyl sulfate</topic><topic>Sodium lauryl sulfate</topic><topic>Spectrometry, Fluorescence</topic><topic>Tertiary</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Elsayed, Mohamed Ahmed</creatorcontrib><creatorcontrib>Abbas, Khaled Abdel‐Hakam</creatorcontrib><creatorcontrib>Abdelmontaleb, Hani Shaaban</creatorcontrib><creatorcontrib>Mohamed, Abobakr 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>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue 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>Solid State and Superconductivity Abstracts</collection><collection>Toxicology Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</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>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</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>Luminescence (Chichester, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Elsayed, Mohamed Ahmed</au><au>Abbas, Khaled Abdel‐Hakam</au><au>Abdelmontaleb, Hani Shaaban</au><au>Mohamed, Abobakr A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tuning fluorescence of dapoxetine by blocking of photoinduced electron transfer (PET): Application in real human plasma</atitle><jtitle>Luminescence (Chichester, England)</jtitle><addtitle>Luminescence</addtitle><date>2023-05</date><risdate>2023</risdate><volume>38</volume><issue>5</issue><spage>600</spage><epage>608</epage><pages>600-608</pages><issn>1522-7235</issn><eissn>1522-7243</eissn><abstract>Photoinduced electron transfer (PET) is the most common mechanism proposed to account for quenching of fluorophores. Herein, the intrinsic fluorescence of dapoxetine (DPX) hydrochloride is in the “OFF” state, owing to the deactivation effect of PET. When the amine moiety is protonated, the fluorescence is restored. Protonation of the nitrogen atom of the tertiary amine moiety in DPX leads to “ON” state of fluorescence due to hindrance of the deactivating effect of PET by protonation of the amine moiety. This permits specific and sensitive determination of DPX in human plasma [lower limit of quantification (LLOQ) = 30.0
ngmL−1]. The suggested method adopts protonation of DPX using 0.25 M hydrochloric acid in anionic micelles [6.94 mM sodium dodecyl sulfate (SDS)] leads to a marked enhancement of DPX‐fluorescence, after excitation at 290 nm.
A newly fluorescence‐method for selective determination of dapoxetine hydrochloride in real human plasma was designed. Facilely application of the presented fluorescence‐method. The method presented a novel alternative for pharmacokinetics and bioavailability studies of dapoxetine hydrochloride.</abstract><cop>England</cop><pub>Wiley Subscription Services, Inc</pub><pmid>36918406</pmid><doi>10.1002/bio.4480</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-6011-1306</orcidid></addata></record> |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Amines Anions Blood plasma Chemical compounds dapoxetine Deactivation Electron transfer Electrons Fluorescence Fluorophores human plasma Humans Hydrochloric acid Micelles Oxidoreductions photoinduced electron transfer Protonation Sodium Sodium dodecyl sulfate Sodium lauryl sulfate Spectrometry, Fluorescence Tertiary |
| title | Tuning fluorescence of dapoxetine by blocking of photoinduced electron transfer (PET): Application in real human plasma |
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