Dendrimeric molecular transporters: synthesis and evaluation of tunable polyguanidino dendrimers that facilitate cellular uptake

Org Lett. 2005 Oct 27;7(22):4815-8. doi: 10.1021/ol051496y.

Abstract

[reaction: see text] Nine fluorescently labeled structurally varied polyguanidino dendrimers based on diamino acid monomeric units were individually synthesized in an efficient, scalable sequence using a trifluoroacetamide protecting group-perguanidinylation strategy. While the dendrimers varied significantly in their ability to enter a human lymphocyte cell line, the best transporters out-performed an oligoarginine reference standard.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amino Acid Transport Systems / chemical synthesis*
  • Amino Acid Transport Systems / chemistry
  • Amino Acid Transport Systems / pharmacokinetics
  • Cell Line
  • Dendrimers / chemical synthesis*
  • Dendrimers / chemistry
  • Dendrimers / pharmacokinetics
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacokinetics
  • Guanidine / chemistry*
  • Humans
  • Lymphocytes / drug effects
  • Lymphocytes / metabolism
  • Molecular Structure
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Polymers / pharmacokinetics
  • Protein Transport / drug effects

Substances

  • Amino Acid Transport Systems
  • Dendrimers
  • Fluorescent Dyes
  • Polymers
  • Guanidine