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Peptide Libraries pp 155–172Cite as

Chemical Posttranslational Modification of Phage-Displayed Peptides

Part of the Methods in Molecular Biology book series (MIMB,volume 1248)

Abstract

Phage-displayed peptide library has fueled the discovery of novel ligands for diverse targets. A new type of phage libraries that displays not only linear and disulfide-constrained cyclic peptides but moieties that cannot be encoded genetically or incorporated easily by bacterial genetic machinery has emerged recently. Chemical posttranslational modification of phage library is one of the simplest approaches to encode nonnatural moieties. It confers the library with new functionality and makes it possible to select and evolve molecules with properties not found in the peptides, for instance, glycopeptides recognized by carbohydrate-binding protein and peptides with photoswitching capability. To this end, we describe the newly emerging techniques to chemically modify the phage library and quantify the efficiency of the reaction with a biotin-capture assay. Finally, we provide the methods to construct N-terminal Ser peptide library that allows site-selective modification of phage.

Key words

  • Phage display
  • Chemical modification
  • Glycopeptide library
  • Periodate oxidation
  • Aldehyde
  • Oxime ligation

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  • DOI: 10.1007/978-1-4939-2020-4_11
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Authors and Affiliations

  1. Department of Chemistry, Alberta Glycomics Centre, University of Alberta, 11227 Saskatchewan Dr., Edmonton, AB, Canada, T6G 2G2

    Simon Ng, Katrina F. Tjhung & Ratmir Derda

  2. New England Biolabs, Ipswich, MA, USA

    Beth M. Paschal & Christopher J. Noren

Authors
  1. Simon Ng
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  2. Katrina F. Tjhung
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  3. Beth M. Paschal
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  4. Christopher J. Noren
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  5. Ratmir Derda
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Corresponding author

Correspondence to Ratmir Derda .

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Editors and Affiliations

  1. Dept of Chemistry, University of Alberta, Edmonton, Alberta, Canada

    Ratmir Derda

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Ng, S., Tjhung, K.F., Paschal, B.M., Noren, C.J., Derda, R. (2015). Chemical Posttranslational Modification of Phage-Displayed Peptides. In: Derda, R. (eds) Peptide Libraries. Methods in Molecular Biology, vol 1248. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4939-2020-4_11

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  • DOI: https://doi.org/10.1007/978-1-4939-2020-4_11

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  • Publisher Name: Humana Press, New York, NY

  • Print ISBN: 978-1-4939-2019-8

  • Online ISBN: 978-1-4939-2020-4

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