title: Stereoselective synthesis of the hormonally active (25S)-delta7-dafachronic acid, (25S)-Delta4-dafachronic acid, (25S)-dafachronic acid, and (25S)-cholestenoic acid.
abstract: We report a stereoselective synthesis of the (25S)-cholestenoic-26-acids which are highly efficient ligands for the hormonal receptor DAF-12 in Caenorhabditis elegans.
authors.affiliation: Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany.
authors.forename: René
authors.initials: R
authors.lastname: Martin
authors.forename: Frank
authors.initials: F
authors.lastname: Däbritz
authors.forename: Eugeni V
authors.initials: EV
authors.lastname: Entchev
authors.forename: Teymuras V
authors.initials: TV
authors.lastname: Kurzchalia
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Knölker
mesh_terms: D000818:Animals; D017173:Caenorhabditis elegans / Q000378:metabolism; D029742:Caenorhabditis elegans Proteins / Q000378:metabolism; D002782:Cholestenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D004875:Ergosterol / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D018160:Receptors, Cytoplasmic and Nuclear / Q000378:metabolism; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D029742:Caenorhabditis elegans Proteins; D002782:Cholestenes; C410905:DAF-12 protein, C elegans; D018160:Receptors, Cytoplasmic and Nuclear; C514718:cholestenoic acid; C533800:dafachronic acid; C533799:delta4-dafachronic acid; C533798:delta7-dafachronic acid; D004875:Ergosterol