| Effect of Basic Amino Acids on Photoreaction of Ketoprofen in Phosphate Buffer Solution. | |
| | |
MedLine Citation:
|
PMID: 22372495 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
|
Photoreaction of ketoprofen (KP), one of the widely used non-steroidal anti-inflammatory drugs (NSAIDs), was studied with transient absorption spectroscopy in phosphate buffer solution (pH 7.4) in the presence of basic amino acids of histidine (His), lysine (Lys), and arginine (Arg). Deprotonated form of KP (KP¯) excited with UV light irradiation gave rise to carbanion through a decarboxylation reaction. It was found that carbanion abstracted a proton from the side chain of the protonated amino acids to yield 3-ethylbenzophenone ketyl biradical (EBPH), however, no reaction was observed with alanine. The relative yield of EBPH by the proton transfer reaction with His was ca. 40 times larger than that of other two basic amino acids, suggesting that the proton-donating ability of His (protonated His) should be quite high. The information on the photoreaction mechanism of NSAIDs with basic amino acids was essential to understand primary reaction of excited NSAIDs in vivo causing photosensitization on human skin. © 2012 Wiley Periodicals, Inc. Photochemistry and Photobiology © 2012 The American Society of Photobiology. |
| | |
Authors:
|
Tadashi Suzuki; Yohei Osanai; Tasuku Isozaki |
Related Documents
:
|
10888585 - Degradation of primisulfuron by a combination of chemical and microbiological processes. 9252525 - Rapid in vivo hydrolysis of fatty acid ethyl esters, toxic nonoxidative ethanol metabol... 9343345 - Hemoglobin metabolism in the malaria parasite plasmodium falciparum. 22440635 - Phytotoxicity of low-weight carboxylic acids. 7523855 - Two fk506 resistance-conferring genes in saccharomyces cerevisiae, tat1 and tat2, encod... 3263035 - Abnormal myocardial fatty acid metabolism in dilated cardiomyopathy detected by iodine-... |
Publication Detail:
|
Type: JOURNAL ARTICLE Date: 2012-2-28 |
Journal Detail:
|
Title: Photochemistry and photobiology Volume: - ISSN: 1751-1097 ISO Abbreviation: - Publication Date: 2012 Feb |
Date Detail:
|
Created Date: 2012-2-29 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 0376425 Medline TA: Photochem Photobiol Country: - |
Other Details:
|
Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
|
© 2012 Wiley Periodicals, Inc. Photochemistry and Photobiology © 2012 The American Society of Photobiology. |
Affiliation:
|
Department of Chemistry and Biological Science, Aoyama Gakuin University, 5-10-1 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa 252-5258, Japan Department of Chemistry and Materials Science, Tokyo Institute of Technology, 2-12-1 Ohokayama, Meguro-ku, Tokyo 152-8551, Japan. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Quorum activation at a distance: spatiotemporal patterns of gene regulation from diffusion of an aut...
Next Document: Novel Therapeutic Approaches in Pancreatic Cancer Based on Genomic Alterations.