Volume 51, Issue 6
Communication

Selenenylsulfide‐Linked Homogeneous Glycopeptides and Glycoproteins: Synthesis of Human “Hepatic Se Metabolite A”

Dr. Omar Boutureira

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, OX1 3TA (UK) http://users.ox.ac.uk/∼dplb0149

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Dr. Gonçalo J. L. Bernardes

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, OX1 3TA (UK) http://users.ox.ac.uk/∼dplb0149

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Dr. Marta Fernández‐González

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, OX1 3TA (UK) http://users.ox.ac.uk/∼dplb0149

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Dr. Daniel C. Anthony

Department of Pharmacology, University of Oxford, Mansfield Road, Oxford, OX1 3QT (UK)

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Prof. Benjamin G. Davis

Corresponding Author

E-mail address: ben.davis@chem.ox.ac.uk

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, OX1 3TA (UK) http://users.ox.ac.uk/∼dplb0149

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, OX1 3TA (UK) http://users.ox.ac.uk/∼dplb0149Search for more papers by this author
First published: 30 December 2011
Citations: 37

We thank the European Commission (Marie Curie Intra‐European Fellowship for O.B.), FCT, Portugal (G.J.L.B.), and Xunta de Galicia, Spain (M.F.G.) for financial support. B.G.D. is a recipient of a Royal Society Wolfson Merit Award and is supported by an EPSRC LSI Platform grant. We thank Dr. J. S. O. McCullagh and M. K. Patel for technical assistance.

Abstract

Introducing selenium: The synthesis and full characterization of human hepatic Se metabolite A has been accomplished by using a robust, efficient, and Cys‐specific selenenylation protocol (see scheme; NaPi=sodium phosphate). The selenenylsulfide linkage is sufficiently stable to allow quantification of Se‐containing glycoconjugates in biological fluids by using atomic detection methods.

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