Site‐Selective Traceless Staudinger Ligation for Glycoprotein Synthesis Reveals Scope and Limitations
2011; Wiley; Volume: 12; Issue: 9 Linguagem: Inglês
10.1002/cbic.201100125
ISSN1439-7633
AutoresGonçalo J. L. Bernardes, Lars Linderoth, Katie J. Doores, Omar Boutureira, Benjamin G. Davis,
Tópico(s)Glycosylation and Glycoproteins Research
ResumoChemBioChemVolume 12, Issue 9 p. 1383-1386 Communication Site-Selective Traceless Staudinger Ligation for Glycoprotein Synthesis Reveals Scope and Limitations Dr. Gonçalo J. L. Bernardes, Dr. Gonçalo J. L. Bernardes 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 authorDr. Lars Linderoth, Dr. Lars Linderoth 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 authorDr. Katie J. Doores, Dr. Katie J. Doores 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 authorDr. Omar Boutureira, Dr. Omar Boutureira 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 authorProf. Benjamin G. Davis, Corresponding Author Prof. Benjamin G. Davis [email protected] Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865-285002Department 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, Dr. Gonçalo J. L. Bernardes 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 authorDr. Lars Linderoth, Dr. Lars Linderoth 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 authorDr. Katie J. Doores, Dr. Katie J. Doores 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 authorDr. Omar Boutureira, Dr. Omar Boutureira 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 authorProf. Benjamin G. Davis, Corresponding Author Prof. Benjamin G. Davis [email protected] Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, OX1 3TA Oxford (UK), Fax: (+44) 1865-285002Department 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.201100125Citations: 32Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Graphical 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. References 1B. G. Davis, Science 2004, 303, 480. 2G. J. L. Bernardes, J. M. Chalker, B. G. Davis in Ideas in Chemistry and Molecular Sciences: Where Chemistry Meets Life (Ed.: ), Wiley-VCH, Weinheim, 2010, p. 59. 3E. M. Sletten, C. R. Bertozzi, Angew. Chem. 2009, 121, 7108; Angew. Chem. Int. Ed. 2009, 48, 6974. 4C. P. R. Hackenberger, D. Schwarzer, Angew. Chem. 2008, 120, 10182. 5B. G. Davis, Pure Appl. Chem. 2009, 81, 285. 6K. L. Kiick, D. A. Tirrell, Tetrahedron 2000, 56, 9487. 7C. C. Liu, P. G. Schultz, Annu. Rev. Biochem. 2010, 79, 413. 8O. Boutureira, F. D′Hooge, M. Fernandez-Gonzalez, G. J. L. Bernardes, M. 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Citing Literature Supporting Information Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description cbic_201100125_sm_miscellaneous_information.pdf2.5 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume12, Issue9June 14, 2011Pages 1383-1386 ReferencesRelatedInformation
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