Catalytic Production of Alanine from Waste Glycerol

Angew Chem Int Ed Engl. 2020 Feb 3;59(6):2289-2293. doi: 10.1002/anie.201912580. Epub 2019 Dec 27.

Abstract

Chemical synthesis of amino acids directly from biomass feedstock is rare. Reported here is a one-step protocol to convert crude glycerol, from the biodiesel industry, into 43 % alanine over a Ru1 Ni7 /MgO catalyst. The multifunctional catalytic system promotes glycerol conversion into lactic acid, and then into alanine. X-ray absorption spectroscopy and scanning transmission electron microscopy revealed the existence of bimetallic RuNi species, whereas density-functional theory calculations suggested Ni-doped Ru substantially decreased the Ea of C-H bond dissociation of lactate alkoxide to form pyruvate, which is the rate-determining step. The catalytic route established in this work creates new opportunities for glycerol utilization and enriches the substrate scope of renewable feedstock to access value-added amino acids.

Keywords: amino acids; biomass; glycerol; heterogeneous catalysis; surface chemistry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / biosynthesis*
  • Ammonia / chemistry
  • Biofuels
  • Catalysis
  • Coordination Complexes / chemistry
  • Density Functional Theory
  • Glycerol / chemistry
  • Glycerol / metabolism*
  • Lactic Acid / chemistry
  • Nickel / chemistry
  • Ruthenium / chemistry
  • X-Ray Absorption Spectroscopy

Substances

  • Biofuels
  • Coordination Complexes
  • Lactic Acid
  • Ammonia
  • Nickel
  • Ruthenium
  • Alanine
  • Glycerol