Catalytic Nanoassemblies Formed by Short Peptides Promote Highly Enantioselective Transfer Hydrogenation

ACS Nano. 2019 Aug 27;13(8):9292-9297. doi: 10.1021/acsnano.9b03880. Epub 2019 Jul 22.

Abstract

Self-assembly enables formation of incredibly diverse supramolecular structures with practically important functions from simple and inexpensive building blocks. Here, we show how a semirational, bottom-up approach to create emerging properties can be extended to a design of highly enantioselective catalytic nanoassemblies. The designed peptides comprising as few as two amino acid residues spontaneously self-assemble in the presence of metal ions to form supramolecular, vesicle-like nanoassemblies that promote transfer hydrogenation of ketones in an aqueous phase with excellent conversion rates and enantioselectivities (>90% ee).

Keywords: ATH; catalysis; enantioselective; micelle; peptide; self-assembly; vesicle.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amino Acids / chemistry
  • Catalysis*
  • Hydrogenation / drug effects
  • Ketones / chemistry
  • Molecular Structure
  • Nanostructures / chemistry*
  • Nanostructures / classification
  • Peptides / chemistry*
  • Ruthenium / chemistry
  • Stereoisomerism
  • Water / chemistry*

Substances

  • Amino Acids
  • Ketones
  • Peptides
  • Water
  • Ruthenium