title: Acylsugar Acylhydrolases: Carboxylesterase-Catalyzed Hydrolysis of Acylsugars in Tomato Trichomes.
abstract: Glandular trichomes of cultivated tomato (Solanum lycopersicum) and many other species throughout the Solanaceae produce and secrete mixtures of sugar esters (acylsugars) on the plant aerial surfaces. In wild and cultivated tomato, these metabolites consist of a sugar backbone, typically glucose or sucrose, and two to five acyl chains esterified to various positions on the sugar core. The aliphatic acyl chains vary in length and branching and are transferred to the sugar by a series of reactions catalyzed by acylsugar acyltransferases. A phenotypic screen of a set of S. lycopersicum M82 × Solanum pennellii LA0716 introgression lines identified a dominant genetic locus on chromosome 5 from the wild relative that affected total acylsugar levels. Genetic mapping revealed that the reduction in acylsugar levels was consistent with the presence and increased expression of two S. pennellii genes (Sopen05g030120 and Sopen05g030130) encoding putative carboxylesterase enzymes of the α/β-hydrolase superfamily. These two enzymes, named ACYLSUGAR ACYLHYDROLASE1 (ASH1) and ASH2, were shown to remove acyl chains from specific positions of certain types of acylsugars in vitro. A survey of related genes in M82 and LA0716 identified another trichome-expressed ASH gene on chromosome 9 (M82, Solyc09g075710; LA0716, Sopen09g030520) encoding a protein with similar activity. Characterization of the in vitro activities of the SpASH enzymes showed reduced activities with acylsugars produced by LA0716, presumably contributing to the high-level production of acylsugars in the presence of highly expressed SpASH genes.
authors.affiliation: Department of Biochemistry and Molecular Biology (A.L.S, K.G., B.G., A.D.J., R.L.L.), Department of Chemistry (A.D.J.), and Department of Plant Biology (R.L.L.), Michigan State University, East Lansing, Michigan 48824-1319 schilmil@msu.edu.
authors.forename: Anthony L
authors.identifier: http://orcid.org/0000-0001-7069-7120
authors.initials: AL
authors.lastname: Schilmiller
authors.affiliation: Department of Biochemistry and Molecular Biology (A.L.S, K.G., B.G., A.D.J., R.L.L.), Department of Chemistry (A.D.J.), and Department of Plant Biology (R.L.L.), Michigan State University, East Lansing, Michigan 48824-1319.
authors.forename: Karin
authors.initials: K
authors.lastname: Gilgallon
authors.affiliation: Department of Biochemistry and Molecular Biology (A.L.S, K.G., B.G., A.D.J., R.L.L.), Department of Chemistry (A.D.J.), and Department of Plant Biology (R.L.L.), Michigan State University, East Lansing, Michigan 48824-1319.
authors.forename: Banibrata
authors.initials: B
authors.lastname: Ghosh
authors.affiliation: Department of Biochemistry and Molecular Biology (A.L.S, K.G., B.G., A.D.J., R.L.L.), Department of Chemistry (A.D.J.), and Department of Plant Biology (R.L.L.), Michigan State University, East Lansing, Michigan 48824-1319.
authors.forename: A Daniel
authors.identifier: http://orcid.org/0000-0002-7408-6690
authors.initials: AD
authors.lastname: Jones
authors.affiliation: Department of Biochemistry and Molecular Biology (A.L.S, K.G., B.G., A.D.J., R.L.L.), Department of Chemistry (A.D.J.), and Department of Plant Biology (R.L.L.), Michigan State University, East Lansing, Michigan 48824-1319.
authors.forename: Robert L
authors.identifier: http://orcid.org/0000-0001-6974-9587
authors.initials: RL
authors.lastname: Last
mesh_terms: D050260:Carbohydrate Metabolism; D043182:Carboxylesterase / Q000235:genetics / Q000378:metabolism*; D002874:Chromosome Mapping; D017343:Genes, Plant; D006868:Hydrolysis; D018551:Solanum lycopersicum / Q000235:genetics / Q000378:metabolism*; D010940:Plant Proteins / Q000235:genetics / Q000378:metabolism*; D032322:Solanum / Q000235:genetics / Q000378:metabolism; D013395:Sucrose / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D064201:Trichomes / Q000378:metabolism
chemical_list: D010940:Plant Proteins; D013395:Sucrose; D043182:Carboxylesterase
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