Microbial production of adipic acid from 6-hydroxyhexanoic acid for biocatalytic upcycling of polycaprolactone

Enzyme Microb Technol. 2024 Dec:181:110521. doi: 10.1016/j.enzmictec.2024.110521. Epub 2024 Oct 5.

Abstract

To valorize waste polycaprolactone (PCL), one of the most widely used biodegradable plastics, into a value-added chemical, we upcycled 6-hydroxyhexanoic acid (6-HHA), the sole monomer of PCL, into adipic acid (AA) using a microbial method. Recombinant Escherichia coli strains expressing chnD (6-HHA dehydrogenase) and chnE (6-oxohexanoic acid dehydrogenase) genes from three bacteria were constructed, and all these strains successfully produced AA from 6-HHA. Among these, the E. coli strain harboring ChnDE genes from Acinetobacter strain SE19 (E. coli [pKK-AcChn]) showed the highest AA-producing ability. To increase the AA production titer, we optimized the culture temperature of this strain in flask culture and performed fed-batch fermentation in a 5 L bioreactor. After the fed-batch fermentation, the AA production titer increased to 15.6 g/L. As 6-HHA is a monomer of PCL, our results provide the groundwork for the development of a biocatalytic upcycling method of PCL.

Keywords: 6-hydroxyhexanoic acid; Adipic acid; Biocatalytic upcycling; Escherichia coli; Metabolic engineering; Polycaprolactone.

MeSH terms

  • Acinetobacter / enzymology
  • Acinetobacter / genetics
  • Acinetobacter / metabolism
  • Adipates* / metabolism
  • Bacterial Proteins / genetics
  • Bacterial Proteins / metabolism
  • Batch Cell Culture Techniques
  • Biocatalysis*
  • Bioreactors*
  • Caproates* / metabolism
  • Escherichia coli* / genetics
  • Escherichia coli* / metabolism
  • Fermentation*
  • Polyesters* / metabolism

Substances

  • Polyesters
  • polycaprolactone
  • adipic acid
  • Adipates
  • Caproates
  • Bacterial Proteins