Aryl Boronic Acid Inhibition Of Synthetic Melanin Polymerization

Title:
Aryl Boronic Acid Inhibition Of Synthetic Melanin Polymerization
Authors:
Belitsky, Jason M.
Abstract:
Inhibitors of melanin formation are sought after for a range of applications. Boronophenylalanine is known to inhibit melanogenesis via boronic acid-catechol interactions. A spectroscopic assay was developed to study the polymerization of L-dopa to synthetic melanin in the presence of para-substituted aryl boronic acids. The best inhibition was observed for aryl boronic acids with electron-withdrawing substituents. The IC50 values exhibit a correlation with the Hammett sigma(p) parameter (rho = 0.97, r(2) = 0.92).
Citation:
Belitsky, Jason M. 2010. "Aryl Boronic Acid Inhibition Of Synthetic Melanin Polymerization." Bioorganic & Medicinal Chemistry Letters 20(15): 4475-4478.
Publisher:
Pergamon-Elsevier Science
DATE ISSUED:
2010-08
Department:
Chemistry
Type:
article
PUBLISHED VERSION:
10.1016/j.bmcl.2010.06.039
PERMANENT LINK:
http://hdl.handle.net/11282/309990

Full metadata record

DC FieldValue Language
dc.contributor.authorBelitsky, Jason M.en_US
dc.date.accessioned2013-12-23T16:22:47Zen
dc.date.available2013-12-23T16:22:47Zen
dc.date.issued2010-08en
dc.identifier.citationBelitsky, Jason M. 2010. "Aryl Boronic Acid Inhibition Of Synthetic Melanin Polymerization." Bioorganic & Medicinal Chemistry Letters 20(15): 4475-4478.en_US
dc.identifier.issn0960-894Xen_US
dc.identifier.urihttp://hdl.handle.net/11282/309990en
dc.description.abstractInhibitors of melanin formation are sought after for a range of applications. Boronophenylalanine is known to inhibit melanogenesis via boronic acid-catechol interactions. A spectroscopic assay was developed to study the polymerization of L-dopa to synthetic melanin in the presence of para-substituted aryl boronic acids. The best inhibition was observed for aryl boronic acids with electron-withdrawing substituents. The IC50 values exhibit a correlation with the Hammett sigma(p) parameter (rho = 0.97, r(2) = 0.92).en_US
dc.language.isoen_USen_US
dc.publisherPergamon-Elsevier Scienceen_US
dc.identifier.doi10.1016/j.bmcl.2010.06.039en_US
dc.subject.departmentChemistryen_US
dc.titleAryl Boronic Acid Inhibition Of Synthetic Melanin Polymerizationen_US
dc.typearticleen_US
dc.identifier.journalBioorganic & Medicinal Chemistry Lettersen_US
dc.subject.keywordMelaninen_US
dc.subject.keywordBoronic aciden_US
dc.subject.keywordCatecholen_US
dc.subject.keywordHammett correlationen_US
dc.identifier.volume20en_US
dc.identifier.issue15en_US
dc.identifier.startpage4475en_US
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