title: gem-Diprenylation of Acylphloroglucinols by a Fungal Prenyltransferase of the Dimethylallyltryptophan Synthase Superfamily.
abstract: Aspergillus terreus aromatic prenyltransferase (AtaPT) catalyzes predominantly C-monoprenylation of acylphloroglucinols in the presence of different prenyl diphosphates. With dimethylallyl diphosphate (DMAPP) as prenyl donor, gem-diprenylated products 1D3, 2D3, and 3D3 were also detected. High conversion of 1D1 to 1D3, 2D1 to 2D3, and 3D1 to 3D3 was demonstrated by incubation with AtaPT and DMAPP. The first example of gem-diprenylation by a member of the dimethylallyltryptophan synthase superfamily is provided.
authors.affiliation: Institut für Pharmazeutische Biologie und Biotechnologie, Philipps-Universität Marburg , Robert-Koch-Strasse 4, 35037 Marburg, Germany.
authors.forename: Kang
authors.initials: K
authors.lastname: Zhou
authors.affiliation: Institut für Pharmazeutische Biologie und Biotechnologie, Philipps-Universität Marburg , Robert-Koch-Strasse 4, 35037 Marburg, Germany.
authors.forename: Carsten
authors.initials: C
authors.lastname: Wunsch
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Xian Nong Tan Street, Beijing 100050, China.
authors.forename: Jungui
authors.initials: J
authors.lastname: Dai
authors.affiliation: Institut für Pharmazeutische Biologie und Biotechnologie, Philipps-Universität Marburg , Robert-Koch-Strasse 4, 35037 Marburg, Germany.
authors.forename: Shu-Ming
authors.identifier: 0000-0003-4583-2655
authors.initials: SM
authors.lastname: Li
mesh_terms: D019883:Alkyl and Aryl Transferases; D004122:Dimethylallyltranstransferase / Q000378:metabolism*; D011756:Diphosphates; D015394:Molecular Structure; D013379:Substrate Specificity
chemical_list: D011756:Diphosphates; D019883:Alkyl and Aryl Transferases; D004122:Dimethylallyltranstransferase; C032409:tryptophan dimethylallyltransferase