title: An enzymatic route to selenazolines.
abstract: Ringing the changes: Selenazolines have applications in medicinal chemistry, but their synthesis is challenging. We report a new convenient and less toxic route to these heterocycles that starts from commercially available selenocysteine. The new route depends on a heterocyclase enzyme that creates oxazolines and thiazolines from serines/threonines and cysteines.
authors.affiliation: Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST, UK.
authors.forename: Jesko
authors.initials: J
authors.lastname: Koehnke
authors.forename: Falk
authors.initials: F
authors.lastname: Morawitz
authors.forename: Andrew F
authors.initials: AF
authors.lastname: Bent
authors.forename: Wael E
authors.initials: WE
authors.lastname: Houssen
authors.forename: Sally L
authors.initials: SL
authors.lastname: Shirran
authors.forename: Matthew A
authors.initials: MA
authors.lastname: Fuszard
authors.forename: Iain A
authors.initials: IA
authors.lastname: Smellie
authors.forename: Catherine H
authors.initials: CH
authors.lastname: Botting
authors.forename: Margaret C M
authors.initials: MC
authors.lastname: Smith
authors.forename: Marcel
authors.initials: M
authors.lastname: Jaspars
authors.forename: James H
authors.initials: JH
authors.lastname: Naismith
mesh_terms: D000595:Amino Acid Sequence; D003545:Cysteine / Q000737:chemistry / Q000378:metabolism; D007460:Iodoacetamide / Q000737:chemistry; D009097:Multienzyme Complexes / Q000378:metabolism*; D010080:Oxazoles / Q000737:chemistry / Q000378:metabolism; D010456:Peptides, Cyclic / Q000096:biosynthesis / Q000737:chemistry; D012643:Selenium / Q000737:chemistry* / Q000378:metabolism; D017279:Selenocysteine / Q000737:chemistry / Q000378:metabolism; D012694:Serine / Q000737:chemistry / Q000378:metabolism; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013844:Thiazoles / Q000737:chemistry / Q000378:metabolism; D013912:Threonine / Q000737:chemistry / Q000378:metabolism
chemical_list: D009097:Multienzyme Complexes; D010080:Oxazoles; D010456:Peptides, Cyclic; D013844:Thiazoles; D017279:Selenocysteine; C059972:patellamide D; D013912:Threonine; D012694:Serine; D012643:Selenium; D003545:Cysteine; D007460:Iodoacetamide