Nanometer-scale molecular rods

ORGN 732

James S. Nowick, jsnowick@uci.edu and Chris M. Gothard, cgothard@uci.edu. Department of Chemistry, University of California, Irvine, 4126 Natural Sciences 1, Irvine, CA 92697-2025
This paper introduces the unnatural amino acid, 4'-amino-[1,1'-biphenyl]-4-carboxylic acid, termed Abc, which is designed as a nanometer-length building block for the creation of molecular rods. Water-soluble oligomers of AbcK, a variant of Abc named for its resemblance to the side chain of lysine, can be synthesized from Fmoc-AbcK(Boc)-OH using standard solid-phase peptide synthesis technology to create rodlike molecules of any desired length. Herein, we report the synthesis of Fmoc-AbcK(Boc)-OH and its efficient coupling to generate water-soluble oligomers of defined length.