Dendrimeric molecular transporters: synthesis and evaluation of tunable polyguanidino dendrimers that facilitate cellular uptake.
[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.
Wender
Paul A
PA
Department of Chemistry and Department of Molecular Pharmacology, Stanford University, California 94305-5080, USA. wenderp@stanford.edu
Kreider
Erik
E
Pelkey
Erin T
ET
Rothbard
Jonathan
J
Vandeusen
Christopher L
CL
D026905:Amino Acid Transport Systems / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D002460:Cell Line; D050091:Dendrimers / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D019791:Guanidine / Q000737:chemistry*; D006801:Humans; D008214:Lymphocytes / Q000187:drug effects / Q000378:metabolism; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D021381:Protein Transport / Q000187:drug effects
D026905:Amino Acid Transport Systems; D050091:Dendrimers; D005456:Fluorescent Dyes; D011108:Polymers; D019791:Guanidine