Merck
CN

An enzymatic route to selenazolines.

Chembiochem : a European journal of chemical biology (2013-03-14)
Jesko Koehnke, Falk Morawitz, Andrew F Bent, Wael E Houssen, Sally L Shirran, Matthew A Fuszard, Iain A Smellie, Catherine H Botting, Margaret C M Smith, Marcel Jaspars, James H Naismith
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.

MATERIALS
Product Number
Brand
Product Description

SAFC
L-Threonine
Sigma-Aldrich
L-Threonine, reagent grade, ≥98% (HPLC)
Sigma-Aldrich
Iodoacetamide, BioUltra
Sigma-Aldrich
Iodoacetamide, ≥99% (NMR), crystalline
Sigma-Aldrich
L-Threonine, BioXtra, ≥99.5% (NT)
Sigma-Aldrich
Iodoacetamide, Single use vial of 56 mg
Sigma-Aldrich
L-Threonine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%
Supelco
L-Threonine, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
L-Threonine, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Sigma-Aldrich
Iodoacetamide, Vetec, reagent grade, 98%