Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen HeterocyclesCitation formats

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Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles. / Heath, Rachel S.; Pontini, Marta; Hussain, Shahed; Turner, Nicholas J.

In: ChemCatChem, Vol. 8, No. 1, 07.01.2016, p. 117-120.

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Heath, Rachel S. ; Pontini, Marta ; Hussain, Shahed ; Turner, Nicholas J. / Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles. In: ChemCatChem. 2016 ; Vol. 8, No. 1. pp. 117-120.

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@article{28eb722515c1435c8d70093d2549c5c3,
title = "Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles",
abstract = "A novel amine oxidase (AO)/imine reductase (IRED) system was developed for the deracemization of racemic amines. By combining (R)-6-hydroxy-d-nicotine oxidase (6-HDNO) with an (R)-IRED, a panel of racemic 2-substituted piperidines and pyrrolidines were deracemized to yield the (S)-amines in high yields and enantiomeric excess values. Other N-heterocycles were deracemized with monoamine oxidase (MAO-N) or 6-HDNO in combination with ammonia borane, which allowed comparison of the two enzyme deracemization approaches with that involving a chemical reducing agent.",
keywords = "amines, deracemization, enantioselectivity, enzyme catalysis, nitrogen heterocycles",
author = "Heath, {Rachel S.} and Marta Pontini and Shahed Hussain and Turner, {Nicholas J.}",
year = "2016",
month = "1",
day = "7",
doi = "10.1002/cctc.201500822",
language = "English",
volume = "8",
pages = "117--120",
journal = "ChemCatChem (Online)",
issn = "1867-3880",
publisher = "John Wiley & Sons Ltd",
number = "1",

}

RIS

TY - JOUR

T1 - Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles

AU - Heath, Rachel S.

AU - Pontini, Marta

AU - Hussain, Shahed

AU - Turner, Nicholas J.

PY - 2016/1/7

Y1 - 2016/1/7

N2 - A novel amine oxidase (AO)/imine reductase (IRED) system was developed for the deracemization of racemic amines. By combining (R)-6-hydroxy-d-nicotine oxidase (6-HDNO) with an (R)-IRED, a panel of racemic 2-substituted piperidines and pyrrolidines were deracemized to yield the (S)-amines in high yields and enantiomeric excess values. Other N-heterocycles were deracemized with monoamine oxidase (MAO-N) or 6-HDNO in combination with ammonia borane, which allowed comparison of the two enzyme deracemization approaches with that involving a chemical reducing agent.

AB - A novel amine oxidase (AO)/imine reductase (IRED) system was developed for the deracemization of racemic amines. By combining (R)-6-hydroxy-d-nicotine oxidase (6-HDNO) with an (R)-IRED, a panel of racemic 2-substituted piperidines and pyrrolidines were deracemized to yield the (S)-amines in high yields and enantiomeric excess values. Other N-heterocycles were deracemized with monoamine oxidase (MAO-N) or 6-HDNO in combination with ammonia borane, which allowed comparison of the two enzyme deracemization approaches with that involving a chemical reducing agent.

KW - amines

KW - deracemization

KW - enantioselectivity

KW - enzyme catalysis

KW - nitrogen heterocycles

UR - http://www.scopus.com/inward/record.url?scp=84954553884&partnerID=8YFLogxK

U2 - 10.1002/cctc.201500822

DO - 10.1002/cctc.201500822

M3 - Article

VL - 8

SP - 117

EP - 120

JO - ChemCatChem (Online)

JF - ChemCatChem (Online)

SN - 1867-3880

IS - 1

ER -