Glucuronidation of serine and threonine |
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| Authors: | D K Alargov P S Denkova E V Golovinsky |
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| Institution: | (1) Institute of Molecular Biology, Bulgarian Academy of Sciences, BG-1113 Sofia, Bulgaria;(2) Institute of Organic Chemistry, Bulgarian Academy of Sciences, BG-1113 Sofia, Bulgaria |
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| Abstract: | Summary The synthesis of N-diphenylmethylene-O-(methyl(2,3,4-tri-O-acetyl)- -D-glucuronosyl)-threonine benzyl ester (2) and N-diphenylmethylene-O-(methyl(2,3,4-tri-O-acetyl)- /-D-glucuronosyl)-serine benzyl ester (3) byHanessian's modification of theKoenigs-Knorr reaction is presented. Highly nucleophilic benzophenoneSchiff bases are used for the protection of the N-moiety of serine and threonine.
Glucuronidierung von Serin und Threonin (Kurze Mitt.) Zusammenfassung Die Synthese von N-Diphenylmethylen-O-(methyl(2,3,4-tri-O-acetyl)--D-glucuronosyl)-threonin-benzylester (2) und N-Diphenylmethylen-O-(methyl(2,3,4-tri-O-acetyl)-/-D-glucuronosyl)-serin-benzylester (3) durch dieHanessian-Variante derKoenigs-Knorr-Reaktion wird vorgestellt. Als Schutzgruppen des N-Rests des Serins und des Threonins wurden stark nukleophileSchiffsche Basen (Benzophenonderivate) eingesetzt. |
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| Keywords: |  -D-Glucuronides" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-D-Glucuronides Serine Threonine O-Glycosyl amino acids |
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