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.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Amino Acid Sequence
-
Cysteine / chemistry
-
Cysteine / metabolism
-
Iodoacetamide / chemistry
-
Multienzyme Complexes / metabolism*
-
Oxazoles / chemistry
-
Oxazoles / metabolism
-
Peptides, Cyclic / biosynthesis
-
Peptides, Cyclic / chemistry
-
Selenium / chemistry*
-
Selenium / metabolism
-
Selenocysteine / chemistry
-
Selenocysteine / metabolism
-
Serine / chemistry
-
Serine / metabolism
-
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
-
Thiazoles / chemistry
-
Thiazoles / metabolism
-
Threonine / chemistry
-
Threonine / metabolism
Substances
-
Multienzyme Complexes
-
Oxazoles
-
Peptides, Cyclic
-
Thiazoles
-
Selenocysteine
-
patellamide D
-
Threonine
-
Serine
-
Selenium
-
Cysteine
-
Iodoacetamide