Directed interactions of block copolypept(o)ides with mannose-binding receptors: PeptoMicelles targeted to cells of the innate immune system

Macromol Biosci. 2015 Jan;15(1):63-73. doi: 10.1002/mabi.201400417. Epub 2015 Jan 5.

Abstract

Core-shell structures based on polypept(o)ides combine stealth-like properties of the corona material polysarcosine with adjustable functionalities of the polypeptidic core. Mannose-bearing block copolypept(o)ides (PSar-block-PGlu(OBn)) have been synthesized using 11-amino-3,6,9-trioxa-undecyl-2,3,4,6-tetra-O-acetyl-O-α-D-mannopyranoside as initiator in the sequential ring-opening polymerization of α-amino acid N-carboxyanhydrides. These amphiphilic block copolypept(o)ides self-assemble into multivalent PeptoMicelles and bind to mannose-binding receptors as expressed by dendritic cells. Mannosylated micelles showed enhanced cell uptake in DC 2.4 cells and in bone marrow-derived dendritic cells (BMDCs) and therefore appear to be a suitable platform for immune modulation.

Keywords: mannose; micelles; polypeptides; polysarcosine; targeting.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anhydrides / chemical synthesis
  • Anhydrides / chemistry
  • Animals
  • Cell Line
  • Chromatography, Gel
  • Chromatography, High Pressure Liquid
  • Dendritic Cells / metabolism*
  • Drug Delivery Systems / methods
  • Immunity, Innate / physiology*
  • Immunomodulation / physiology*
  • Magnetic Resonance Spectroscopy
  • Mannose-Binding Lectin / metabolism*
  • Mice
  • Micelles*
  • Nanomedicine / methods
  • Nanomedicine / trends
  • Peptides / chemical synthesis
  • Peptides / chemistry
  • Peptides / metabolism*
  • Sarcosine / analogs & derivatives*
  • Sarcosine / chemistry
  • Sarcosine / metabolism
  • Tetrazolium Salts
  • Thiazoles

Substances

  • Anhydrides
  • Mannose-Binding Lectin
  • Micelles
  • Peptides
  • Tetrazolium Salts
  • Thiazoles
  • polysarcosine
  • thiazolyl blue
  • Sarcosine