title: N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.
abstract: A scalable four-step synthesis of the ornithine transcarbamylase inhibitor N(5)-phosphonoacetyl-l-ornithine (PALO) is achieved through boroxazolidinone protection of ornithine. Investigations in the model organism Saccharomyces cerevisiae found that, in contrast to a previous report, PALO did not influence growth rate or expression of genes involved in arginine metabolism.
authors.affiliation: Department of Chemistry, University of Nebraska-Lincoln, Lincoln, NE 68588-0304, USA.
authors.forename: Brad
authors.initials: B
authors.lastname: Johnson
authors.forename: Rachel
authors.initials: R
authors.lastname: Steadman
authors.forename: Krista D
authors.initials: KD
authors.lastname: Patefield
authors.forename: Jeffrey J
authors.initials: JJ
authors.lastname: Bunker
authors.forename: Audrey L
authors.initials: AL
authors.lastname: Atkin
authors.forename: Patrick
authors.initials: P
authors.lastname: Dussault
mesh_terms: D001120:Arginine / Q000378:metabolism*; D005786:Gene Expression Regulation; D009952:Ornithine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D009954:Ornithine Carbamoyltransferase / Q000037:antagonists & inhibitors / Q000378:metabolism; D012441:Saccharomyces cerevisiae / Q000187:drug effects / Q000378:metabolism*; D029701:Saccharomyces cerevisiae Proteins / Q000235:genetics / Q000378:metabolism*
chemical_list: D029701:Saccharomyces cerevisiae Proteins; C020464:N(delta)-(phosphonoacetyl)-L-ornithine; D001120:Arginine; D009952:Ornithine; D009954:Ornithine Carbamoyltransferase