Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)-a potential mechanism for the anti-cancer effects of ibuprofen

Timothy J Woodman; Pauline J Wood; Andrew S Thompson; T J Hutchings; G R Steel; P Jiao; Michael D Threadgill; Matthew D Lloyd

doi:10.1039/c1cc10763a

Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)-a potential mechanism for the anti-cancer effects of ibuprofen

Timothy J Woodman
, Pauline J Wood
, Andrew S Thompson
, T J Hutchings
, G R Steel
, P Jiao
, Michael D Threadgill
, Matthew D Lloyd

Department of Life Sciences

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

41 Citations (SciVal)

632 Downloads (Pure)

Abstract

Metabolic chiral inversion of 2-arylpropanoic acids (2-APAs;double dagger 'profens'), such as ibuprofen, is important for pharmacological activity. Several 2-APA-CoA esters were good racemisation substrates for human AMACR 1A, suggesting a common chiral inversion pathway for all 2-APAs and an additional mechanism for their anti-cancer properties.

Original language	English
Pages (from-to)	7332-7334
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	26
Early online date	25 May 2011
DOIs	https://doi.org/10.1039/c1cc10763a
Publication status	Published - 14 Jul 2011

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

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10.1039/c1cc10763a

Ibuprofen AMACRFinal published version, 1.25 MB

Cite this

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title = "Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)-a potential mechanism for the anti-cancer effects of ibuprofen",

abstract = "Metabolic chiral inversion of 2-arylpropanoic acids (2-APAs;double dagger 'profens'), such as ibuprofen, is important for pharmacological activity. Several 2-APA-CoA esters were good racemisation substrates for human AMACR 1A, suggesting a common chiral inversion pathway for all 2-APAs and an additional mechanism for their anti-cancer properties.",

author = "Woodman, \{Timothy J\} and Wood, \{Pauline J\} and Thompson, \{Andrew S\} and Hutchings, \{T J\} and Steel, \{G R\} and P Jiao and Threadgill, \{Michael D\} and Lloyd, \{Matthew D\}",

year = "2011",

month = jul,

day = "14",

doi = "10.1039/c1cc10763a",

language = "English",

volume = "47",

pages = "7332--7334",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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AU - Woodman, Timothy J

AU - Wood, Pauline J

AU - Thompson, Andrew S

AU - Hutchings, T J

AU - Steel, G R

AU - Jiao, P

AU - Threadgill, Michael D

AU - Lloyd, Matthew D

PY - 2011/7/14

Y1 - 2011/7/14

N2 - Metabolic chiral inversion of 2-arylpropanoic acids (2-APAs;double dagger 'profens'), such as ibuprofen, is important for pharmacological activity. Several 2-APA-CoA esters were good racemisation substrates for human AMACR 1A, suggesting a common chiral inversion pathway for all 2-APAs and an additional mechanism for their anti-cancer properties.

AB - Metabolic chiral inversion of 2-arylpropanoic acids (2-APAs;double dagger 'profens'), such as ibuprofen, is important for pharmacological activity. Several 2-APA-CoA esters were good racemisation substrates for human AMACR 1A, suggesting a common chiral inversion pathway for all 2-APAs and an additional mechanism for their anti-cancer properties.

UR - https://www.scopus.com/pages/publications/79959410970

UR - http://dx.doi.org/10.1039/c1cc10763a

U2 - 10.1039/c1cc10763a

DO - 10.1039/c1cc10763a

M3 - Article

SN - 1359-7345

VL - 47

SP - 7332

EP - 7334

JO - Chemical Communications

JF - Chemical Communications

IS - 26

ER -

Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)-a potential mechanism for the anti-cancer effects of ibuprofen

Abstract

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Avance III 500 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (9West)

MC2- Nuclear Magnetic Resonance (NMR)

Cite this

Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)-a potential mechanism for the anti-cancer effects of ibuprofen

Abstract

UN SDGs

Access to Document

Other files and links

Fingerprint

Equipment

Avance III 500 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (9West)

MC2- Nuclear Magnetic Resonance (NMR)

Cite this