Communication

O-Glycoside Orientation Is an Essential Aspect of Base J Recognition by the Kinetoplastid DNA-Binding Protein JBP1†

  1. Rajesh K. Grover Dr.1,
  2. Stephanie J. K. Pond Dr.3,
  3. Qizhi Cui Dr.3,
  4. Prem Subramaniam Dr.4,
  5. David A. Case Prof.3,
  6. David P. Millar Prof.3,
  7. Paul Wentworth Jr. Prof.1,2

Article first published online: 13 FEB 2007

DOI: 10.1002/anie.200604635

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 46, Issue 16, pages 2839–2843, April 13, 2007

Additional Information

How to Cite

Grover, R., Pond, S., Cui, Q., Subramaniam, P., Case, D., Millar, D. and Wentworth, P. (2007), O-Glycoside Orientation Is an Essential Aspect of Base J Recognition by the Kinetoplastid DNA-Binding Protein JBP1. Angewandte Chemie International Edition, 46: 2839–2843. doi: 10.1002/anie.200604635

Author Information

  1. 1

    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-7835

  2. 2

    The Scripps-Oxford Laboratory, Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford, OX1 3QU, UK

  3. 3

    Department of Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA

  4. 4

    Department of Infectology, Scripps Research Institute—Florida, 5353 Parkside Drive RF-2, Jupiter, FL 33458, USA

  1. †

    This work was supported by the Skaggs Institute for Chemical Biology (P.W.). We thank Dr. P. Ordoukhanian of the TSRI Nucleic Acid Core and E. J. C. van der Schans for oligonucleotide synthesis and purification. P.W. and R.K.G. thank M. Puga for assistance during the synthesis of 1 a–h. P.S. thanks Prof. C. Weissmann for his assistance and support.

Publication History

  1. Issue published online: 5 APR 2007
  2. Article first published online: 13 FEB 2007
  3. Manuscript Received: 14 NOV 2006

Funded by

  • Skaggs Institute for Chemical Biology

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Keywords:

  • DNA;
  • glycosides;
  • molecular dynamics;
  • molecular recognition

Graphical Abstract

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A binding edge? Comparison of dissociation constants and molecular-dynamics snapshots of a panel of synthetic telomeric double-stranded DNA sequences containing HMdU O-glycosides has revealed that the DNA-binding protein of kinetoplastids, such as Leishmania and Trypanosoma, JBP1, recognizes a critical edge-on conformation of the pyranosyl ring of base J. If this conformation is perturbed, JBP1 binding is dramatically reduced.

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