Synthesis and oligomerization of 10,16-dihydroxyhexadecanoyl esters with different head-groups for the study of CUS1 selectivity

Ignacio M. San Segundo, Gauthier M. L. Scavée, Sara B. R. Pedersen, Nicholas Segerson, Jocelyn K. C. Rose, Mads H. Clausen*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

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Abstract

Members of the CUS family, suspected to be responsible for cutin polymerization, have shown in vitro activity towards sn-2 glyceryl ester (2-MAGs). To assess the selectivity of CUS enzymes towards esters with different headgroups, the CUS1 mediated in vitro polymerization of four monomers of 10,16-dihydroxyhexadecanoic acid was investigated. Our results demonstrated that CUS1 is more selective towards sn-2 glyceryl ester, reinforcing the hypothesis that 2-MAGs are the monomeric precursors of the plant polyester cutin. Additionally, the absence of oxygen atoms in the headgroup negatively impacts the efficiency of polymerization.
Original languageEnglish
JournalEuropean Journal of Organic Chemistry
Volume2019
Issue number33
Pages (from-to)5704-5708
ISSN1434-193X
DOIs
Publication statusPublished - 2019

Keywords

  • Cutin synthase
  • Biochemistry
  • Substrate selectivity
  • Enzyme
  • Polymerization

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