title: Nematode signaling molecules derived from multimodular assembly of primary metabolic building blocks.
abstract: In the nematode model organisms Caenorhabditis elegans and Pristionchus pacificus, a new class of natural products based on modular assembly of primary-metabolism-derived building blocks control organismal development and behavior. We report identification and biological activities of the first pentamodular metabolite, pasa#9, and the 8-oxoadenine-containing npar#3 from P. pacificus. These structures suggest co-option of nucleoside and tryptophan metabolic pathways for the biosynthesis of endogenous metabolite libraries that transcend the dichotomy between "primary" and "secondary" metabolism.
authors.affiliation: †Boyce Thompson Institute and Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.|‡Department for Evolutionary Biology, Max Planck Institute for Developmental Biology, Tubingen 72076, Germany.
authors.forename: Joshua J
authors.initials: JJ
authors.lastname: Yim
authors.affiliation: †Boyce Thompson Institute and Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.
authors.forename: Neelanjan
authors.initials: N
authors.lastname: Bose
authors.affiliation: ‡Department for Evolutionary Biology, Max Planck Institute for Developmental Biology, Tubingen 72076, Germany.
authors.forename: Jan M
authors.initials: JM
authors.lastname: Meyer
authors.affiliation: ‡Department for Evolutionary Biology, Max Planck Institute for Developmental Biology, Tubingen 72076, Germany.
authors.forename: Ralf J
authors.initials: RJ
authors.lastname: Sommer
authors.affiliation: †Boyce Thompson Institute and Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.
authors.forename: Frank C
authors.initials: FC
authors.lastname: Schroeder
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D000818:Animals; D005075:Biological Evolution; D017173:Caenorhabditis elegans / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D009348:Nematoda / Q000737:chemistry* / Q000378:metabolism*; D009705:Nucleosides / Q000737:chemistry / Q000378:metabolism*; D015398:Signal Transduction; D014364:Tryptophan / Q000737:chemistry* / Q000378:metabolism
chemical_list: D009705:Nucleosides; C002992:8-hydroxyadenine; D014364:Tryptophan; D000225:Adenine