Chemoselective Oxime Reactions in Proteins and Peptides by Using an Optimized Oxime Strategy: The Demise of Levulinic Acid. Issue 18 (22nd October 2013)

• Record Type: Journal Article
• Authors: Agten, Stijn M.; Suylen, Dennis; Ippel, Hans; Kokozidou, Maria; Tans, Guido; van de Vijver, Pieter; Koenen, Rory R.; Hackeng, Tilman M.
• Is Part Of: Chembiochem. Volume 14:Issue 18(2013)
• Page Start: 2431
• Page End: 2434
• Publication Date: 2013-10-22
• Subjects: Biochemistry -- Periodicals; Molecular biology -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1002/cbic.201300598
• Languages: English
• ISSNs: 1439-4227

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Selecting the right partner faster:</bold> In protein chemoselective conjugation, the use of levulinic acid for ketone introduction leads to slow oxime formation and poor yield because of internal cyclization, especially at low concentrations. A mechanism for cyclization is proposed and alternative keto‐acids have been tested. These showed faster formation of oximes without side products.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3m3jpj" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>