Synthesis and Oligomerization of 10,16‐Dihydroxyhexadecanoyl Esters with Different Head‐Groups for the Study of CUS1 Selectivity

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‐d...

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Bibliographic Details
Published in:European journal of organic chemistry 2019-09, Vol.2019 (33), p.5704-5708
Main Authors: San Segundo, Ignacio M., Scavée, Gauthier M. L., Pedersen, Sara B. R., Segerson, Nicholas, Rose, Jocelyn K. C., Clausen, Mads H.
Format: Article
Language:English
Subjects:
Biochemistry
Cutin synthase
Enzymes
Esters
Oligomerization
Oxygen atoms
Polymerization
Selectivity
Substrate selectivity
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Summary: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. 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.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201900863