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- PMID: 26899243
- WOS: WOS:000370503500001
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Article: Substituent Effects on the Photodeprotection Reactions of Selected Ketoprofen Derivatives in Phosphate Buffered Aqueous Solutions
Title | Substituent Effects on the Photodeprotection Reactions of Selected Ketoprofen Derivatives in Phosphate Buffered Aqueous Solutions |
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Authors | |
Issue Date | 2016 |
Publisher | Nature Publishing Group: Open Access Journals. The Journal's web site is located at http://www.nature.com/srep/index.html |
Citation | Scientific Reports, 2016, v. 6, article no. 21606 How to Cite? |
Abstract | Photodeprotection is an important reaction that has been attracting broad interest for use in a variety of applications. Recent advances in ultrafast and vibrational time-resolved spectroscopies can facilitate obtaining data to help unravel the reaction mechanisms involving in the photochemical reactions of interest. The kinetics and reaction mechanisms for the photodeprotection reactions of ketoprofen derivatives containing three different substituents (ibuprofen, Br and I) were investigated by femtosecond transient absorption (fs-TA) and nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy methods in phosphate buffered solutions (PBS). Fs-TA allows us to detect the decay kinetics of the triplet species as the key precursor for formation of a carbanion species for three different substituents attached to ketoprofen. To characterize the structural and electronic properties of the corresponding carbanion and triplet intermediates, TR3 spectroscopic experiments were conducted. The transient spectroscopy work reveals that the different substituents affect the photodecarboxylation reaction to produce carbon dioxide which in turn influences the generation of the carbanion species which determines the rate of the photorelease of the functional groups attached on the ketoprofen parent molecule. The fingerprint TR3 spectroscopy results suggest that ketoprofen derivatives may be deactivated to produce a triplet carbanion when increasing the atom mass of the halogen atoms. |
Persistent Identifier | http://hdl.handle.net/10722/231650 |
ISSN | 2023 Impact Factor: 3.8 2023 SCImago Journal Rankings: 0.900 |
PubMed Central ID | |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Liu, M | - |
dc.contributor.author | Li, M | - |
dc.contributor.author | Huang, J | - |
dc.contributor.author | Li, T | - |
dc.contributor.author | Liu, H | - |
dc.contributor.author | Li, X | - |
dc.contributor.author | Phillips, DL | - |
dc.date.accessioned | 2016-09-20T05:24:37Z | - |
dc.date.available | 2016-09-20T05:24:37Z | - |
dc.date.issued | 2016 | - |
dc.identifier.citation | Scientific Reports, 2016, v. 6, article no. 21606 | - |
dc.identifier.issn | 2045-2322 | - |
dc.identifier.uri | http://hdl.handle.net/10722/231650 | - |
dc.description.abstract | Photodeprotection is an important reaction that has been attracting broad interest for use in a variety of applications. Recent advances in ultrafast and vibrational time-resolved spectroscopies can facilitate obtaining data to help unravel the reaction mechanisms involving in the photochemical reactions of interest. The kinetics and reaction mechanisms for the photodeprotection reactions of ketoprofen derivatives containing three different substituents (ibuprofen, Br and I) were investigated by femtosecond transient absorption (fs-TA) and nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy methods in phosphate buffered solutions (PBS). Fs-TA allows us to detect the decay kinetics of the triplet species as the key precursor for formation of a carbanion species for three different substituents attached to ketoprofen. To characterize the structural and electronic properties of the corresponding carbanion and triplet intermediates, TR3 spectroscopic experiments were conducted. The transient spectroscopy work reveals that the different substituents affect the photodecarboxylation reaction to produce carbon dioxide which in turn influences the generation of the carbanion species which determines the rate of the photorelease of the functional groups attached on the ketoprofen parent molecule. The fingerprint TR3 spectroscopy results suggest that ketoprofen derivatives may be deactivated to produce a triplet carbanion when increasing the atom mass of the halogen atoms. | - |
dc.language | eng | - |
dc.publisher | Nature Publishing Group: Open Access Journals. The Journal's web site is located at http://www.nature.com/srep/index.html | - |
dc.relation.ispartof | Scientific Reports | - |
dc.rights | This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License. | - |
dc.title | Substituent Effects on the Photodeprotection Reactions of Selected Ketoprofen Derivatives in Phosphate Buffered Aqueous Solutions | - |
dc.type | Article | - |
dc.identifier.email | Li, M: mdli@hku.hk | - |
dc.identifier.email | Liu, H: liuhan@hku.hk | - |
dc.identifier.email | Li, X: xuechenl@hku.hk | - |
dc.identifier.email | Phillips, DL: phillips@hku.hk | - |
dc.identifier.authority | Li, M=rp02144 | - |
dc.identifier.authority | Li, X=rp00742 | - |
dc.identifier.authority | Phillips, DL=rp00770 | - |
dc.description.nature | published_or_final_version | - |
dc.identifier.doi | 10.1038/srep21606 | - |
dc.identifier.pmid | 26899243 | - |
dc.identifier.pmcid | PMC4761923 | - |
dc.identifier.scopus | eid_2-s2.0-84959174369 | - |
dc.identifier.hkuros | 263724 | - |
dc.identifier.volume | 6 | - |
dc.identifier.spage | article no. 21606 | - |
dc.identifier.epage | article no. 21606 | - |
dc.identifier.isi | WOS:000370503500001 | - |
dc.publisher.place | United Kingdom | - |
dc.identifier.issnl | 2045-2322 | - |