An enzymatic route to selenazolines

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

doi:10.1002/cbic.201300037

An enzymatic route to selenazolines

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

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

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.

Original language	English
Pages (from-to)	564-567
Number of pages	4
Journal	ChemBioChem
Volume	14
Issue number	5
Early online date	18 Feb 2013
DOIs	https://doi.org/10.1002/cbic.201300037
Publication status	Published - 18 Mar 2013

Bibliographical note

Keywords

biochemistry
biosynthesis
patellamides
selenazolines

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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.",

keywords = "biochemistry, biosynthesis, patellamides, selenazolines",

author = "Jesko Koehnke and Falk Morawitz and Bent, {Andrew F} and Houssen, {Wael E} and Shirran, {Sally L} and Fuszard, {Matthew A} and Smellie, {Iain A} and Botting, {Catherine H} and Smith, {Margaret C M} and Marcel Jaspars and Naismith, {James H}",

note = "Copyright {\textcopyright} 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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doi = "10.1002/cbic.201300037",

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T1 - An enzymatic route to selenazolines

AU - Koehnke, Jesko

AU - Morawitz, Falk

AU - Bent, Andrew F

AU - Houssen, Wael E

AU - Shirran, Sally L

AU - Fuszard, Matthew A

AU - Smellie, Iain A

AU - Botting, Catherine H

AU - Smith, Margaret C M

AU - Jaspars, Marcel

AU - Naismith, James H

PY - 2013/3/18

Y1 - 2013/3/18

N2 - 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.

AB - 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.

KW - biochemistry

KW - biosynthesis

KW - patellamides

KW - selenazolines

U2 - 10.1002/cbic.201300037

DO - 10.1002/cbic.201300037

M3 - Article

C2 - 23483642

SN - 1439-4227

VL - 14

SP - 564

EP - 567

JO - ChemBioChem

JF - ChemBioChem

IS - 5

ER -

An enzymatic route to selenazolines

Abstract

Bibliographical note

Keywords

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