title: Enzymatic synthesis of a quorum-sensing autoinducer through use of defined substrates.
abstract: Many bacteria, including several pathogens of plants and humans, use a pheromone called an autoinducer to regulate gene expression in a cell density-dependent manner. Agrobacterium autoinducer [AAI, N-(3-oxo-octanoyl)-L-homoserine lactone] of A. tumefaciens is synthesized by the Tral protein, which is encoded by the tumor-inducing plasmid. Purified hexahistidinyl-Tral (H6-Tral) used S-adenosylmethionine to make the homoserine lactone moiety of AAI, but did not use related compounds. H6-Tral used 3-oxo-octanoyl-acyl carrier protein to make the 3-oxo-octanoyl moiety of AAI, but did not use 3-oxo-octanoyl-coenzyme A. These results demonstrate the enzymatic synthesis of an autoinducer through the use of purified substrates.
authors.affiliation: Section of Microbiology, Cornell University, Ithaca, New York 14853, USA.
authors.forename: M I
authors.initials: MI
authors.lastname: Moré
authors.forename: L D
authors.initials: LD
authors.lastname: Finger
authors.forename: J L
authors.initials: JL
authors.lastname: Stryker
authors.forename: C
authors.initials: C
authors.lastname: Fuqua
authors.forename: A
authors.initials: A
authors.lastname: Eberhard
authors.forename: S C
authors.initials: SC
authors.lastname: Winans
mesh_terms: D015099:3-Oxoacyl-(Acyl-Carrier-Protein) Synthase / Q000037:antagonists & inhibitors / Q000378:metabolism; D000213:Acyl Carrier Protein / Q000378:metabolism; D016960:Agrobacterium tumefaciens / Q000235:genetics* / Q000378:metabolism; D001483:Base Sequence; D002569:Cerulenin / Q000494:pharmacology; D002850:Chromatography, Gel; D002851:Chromatography, High Pressure Liquid; D003001:Cloning, Molecular; D004265:DNA Helicases / Q000378:metabolism*; D017931:DNA Primers; D004926:Escherichia coli; D029968:Escherichia coli Proteins; D005227:Fatty Acids / Q000378:metabolism; D015964:Gene Expression Regulation, Bacterial / Q000187:drug effects; D006714:Homoserine / Q000031:analogs & derivatives* / Q000096:biosynthesis; D008316:Malonyl Coenzyme A / Q000378:metabolism; D008969:Molecular Sequence Data; D009249:NADP / Q000378:metabolism; D010957:Plasmids; D012436:S-Adenosylmethionine / Q000378:metabolism
chemical_list: D000213:Acyl Carrier Protein; D017931:DNA Primers; D029968:Escherichia coli Proteins; D005227:Fatty Acids; C080518:N-(beta-oxooctan-1-oyl)homoserine lactone; D002569:Cerulenin; D008316:Malonyl Coenzyme A; D009249:NADP; D006714:Homoserine; D012436:S-Adenosylmethionine; D015099:3-Oxoacyl-(Acyl-Carrier-Protein) Synthase; C027093:TraI protein, E coli; D004265:DNA Helicases