Synthesis of Mikto-Arm Star Peptide Conjugates
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.
Key wordsMikto-arm Peptide conjugate Amino acids Fmoc-solid phase synthesis HPLC Amphiphile
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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