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Synthesis of Mikto-Arm Star Peptide Conjugates

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Book cover Peptide Self-Assembly

Part of the book series: Methods in Molecular Biology ((MIMB,volume 1777))

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Abstract

Mikto-arm star peptide conjugates are an emerging class of self-assembling peptide-based structural units that contain three or more auxiliary segments of different chemical compositions and/or functionalities. This group of molecules exhibit interesting self-assembly behavior in solution due to their chemically asymmetric topology. Here we describe the detailed procedure for synthesis of an ABC Mikto-arm star peptide conjugate in which two immiscible entities (a saturated hydrocarbon and a hydrophobic and lipophobic fluorocarbon) are conjugated onto a short β-sheet forming peptide sequence, GNNQQNY, derived from the Sup35 prion, through a lysine junction. Automated and manual Fmoc-solid phase synthesis techniques are used to synthesize the Mikto-arm star peptide conjugates, followed by HPLC purification. We envision that this set of protocols can afford a versatile platform to synthesize a new class of peptidic building units for diverse applications.

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Acknowledgments

This work was supported by the National Science Foundation (DMR/1255281, DMR/1506937, and CHE/1412985) and the National Institutes of Health (NIH/R21CA191740). We acknowledge the JHU Department of Chemistry for the use of mass spectrometer (NSF CHE-0840463).

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Authors and Affiliations

  1. Department of Chemical and Biomolecular Engineering and Institute for NanoBiotechnology (INBT), Johns Hopkins University, Baltimore, MD, USA

    Jin Mo Koo, Hao Su, Yi-An Lin & Honggang Cui

  2. Department of Oncology and Sidney Kimmel Comprehensive Cancer Center, Johns Hopkins University School of Medicine, Baltimore, MD, USA

    Honggang Cui

Authors
  1. Jin Mo Koo
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  2. Hao Su
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  3. Yi-An Lin
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  4. Honggang Cui
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Corresponding author

Correspondence to Honggang Cui .

Editor information

Editors and Affiliations

  1. Department of Chemistry, University of Rochester, Rochester, New York, USA

    Bradley L. Nilsson

  2. Department of Medicinal Chemistry, Institute for Translational Neuroscience, University of Minnesota, Minneapolis, Minnesota, USA

    Todd M. Doran

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Koo, J.M., Su, H., Lin, YA., Cui, H. (2018). Synthesis of Mikto-Arm Star Peptide Conjugates. In: Nilsson, B., Doran, T. (eds) Peptide Self-Assembly. Methods in Molecular Biology, vol 1777. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4939-7811-3_11

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  • DOI: https://doi.org/10.1007/978-1-4939-7811-3_11

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  • Publisher Name: Humana Press, New York, NY

  • Print ISBN: 978-1-4939-7809-0

  • Online ISBN: 978-1-4939-7811-3

  • eBook Packages: Springer Protocols

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