Communication

Site‐Selective Traceless Staudinger Ligation for Glycoprotein Synthesis Reveals Scope and Limitations

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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Dr. Lars Linderoth

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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Dr. Katie J. Doores

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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Dr. Omar Boutureira

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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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, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002Search for more papers by this author

Dr. Gonçalo J. L. Bernardes

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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Dr. Lars Linderoth

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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Dr. Katie J. Doores

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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Dr. Omar Boutureira

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

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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, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865‐285002Search for more papers by this author

First published: 19 May 2011

https://doi.org/10.1002/cbic.201100125

Citations: 18

Abstract

Making it traceless: A traceless Staudinger reaction between a specifically functionalized sugar phosphine and an azide‐tagged protein allows the construction of well‐defined reverse N‐linked glycoproteins (see scheme). This reaction was applied to different azidoprotein substrates and its potentials and limitations are outlined.