Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase

E K Lim; C J Doucet; B Hou; R G Jackson; S R Abrams; D J Bowles

doi:10.1016/j.tetasy.2004.11.062

Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase

E K Lim, C J Doucet, B Hou, R G Jackson, S R Abrams, D J Bowles

CNAP

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

Abstract

Abscisic acid (ABA) can exist as two enantiomers, with (+)-ABA as the naturally occur-fine form. Typically, both enantiomers occur in chemical preparations and both can be modified in the plant to their respective glucose esters. To identify glycosyltransferases capable of discriminating between the different forms of ABA. the Family 1 enzymes of Arabidopsis thaliana were screened for activity towards (+/-)-ABA. Eight enzymes were found to recognise the plant hormone. with one UGT71B6 showing enantioselective glucosylation towards (+)-ABA. UGT71B6 was used in a whole-cell biocatalysis system as a means of separating (+)- and (-)-ABA, thereby offering an alternative to chemical synthesis for the production of pure (+)-ABA. (C) 2004 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	143-147
Number of pages	5
Journal	TETRAHEDRON-ASYMMETRY
Volume	16
Issue number	1
DOIs	https://doi.org/10.1016/j.tetasy.2004.11.062
Publication status	Published - 10 Jan 2005

Keywords

ABSCISIC-ACID
PLANT GLYCOSYLTRANSFERASES
(-)-ABSCISIC ACID
GLUCOSYLTRANSFERASE
METABOLISM
IDENTIFICATION
ENANTIOMERS
CATABOLISM
SEEDLINGS
GENE

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10.1016/j.tetasy.2004.11.062

Functional analysis of the glucosylation of auxin abscisic acid and their metabolites in Arabidopsis thaliana
Bowles, D. J.
BBSRC
1/04/04 → 29/02/08
Project: Research project (funded) › Research

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title = "Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase",

abstract = "Abscisic acid (ABA) can exist as two enantiomers, with (+)-ABA as the naturally occur-fine form. Typically, both enantiomers occur in chemical preparations and both can be modified in the plant to their respective glucose esters. To identify glycosyltransferases capable of discriminating between the different forms of ABA. the Family 1 enzymes of Arabidopsis thaliana were screened for activity towards (+/-)-ABA. Eight enzymes were found to recognise the plant hormone. with one UGT71B6 showing enantioselective glucosylation towards (+)-ABA. UGT71B6 was used in a whole-cell biocatalysis system as a means of separating (+)- and (-)-ABA, thereby offering an alternative to chemical synthesis for the production of pure (+)-ABA. (C) 2004 Elsevier Ltd. All rights reserved.",

keywords = "ABSCISIC-ACID, PLANT GLYCOSYLTRANSFERASES, (-)-ABSCISIC ACID, GLUCOSYLTRANSFERASE, METABOLISM, IDENTIFICATION, ENANTIOMERS, CATABOLISM, SEEDLINGS, GENE",

author = "Lim, {E K} and Doucet, {C J} and B Hou and Jackson, {R G} and Abrams, {S R} and Bowles, {D J}",

year = "2005",

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doi = "10.1016/j.tetasy.2004.11.062",

language = "English",

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pages = "143--147",

journal = "TETRAHEDRON-ASYMMETRY",

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T1 - Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase

AU - Lim, E K

AU - Doucet, C J

AU - Hou, B

AU - Jackson, R G

AU - Abrams, S R

AU - Bowles, D J

PY - 2005/1/10

Y1 - 2005/1/10

N2 - Abscisic acid (ABA) can exist as two enantiomers, with (+)-ABA as the naturally occur-fine form. Typically, both enantiomers occur in chemical preparations and both can be modified in the plant to their respective glucose esters. To identify glycosyltransferases capable of discriminating between the different forms of ABA. the Family 1 enzymes of Arabidopsis thaliana were screened for activity towards (+/-)-ABA. Eight enzymes were found to recognise the plant hormone. with one UGT71B6 showing enantioselective glucosylation towards (+)-ABA. UGT71B6 was used in a whole-cell biocatalysis system as a means of separating (+)- and (-)-ABA, thereby offering an alternative to chemical synthesis for the production of pure (+)-ABA. (C) 2004 Elsevier Ltd. All rights reserved.

AB - Abscisic acid (ABA) can exist as two enantiomers, with (+)-ABA as the naturally occur-fine form. Typically, both enantiomers occur in chemical preparations and both can be modified in the plant to their respective glucose esters. To identify glycosyltransferases capable of discriminating between the different forms of ABA. the Family 1 enzymes of Arabidopsis thaliana were screened for activity towards (+/-)-ABA. Eight enzymes were found to recognise the plant hormone. with one UGT71B6 showing enantioselective glucosylation towards (+)-ABA. UGT71B6 was used in a whole-cell biocatalysis system as a means of separating (+)- and (-)-ABA, thereby offering an alternative to chemical synthesis for the production of pure (+)-ABA. (C) 2004 Elsevier Ltd. All rights reserved.

KW - ABSCISIC-ACID

KW - PLANT GLYCOSYLTRANSFERASES

KW - (-)-ABSCISIC ACID

KW - GLUCOSYLTRANSFERASE

KW - METABOLISM

KW - IDENTIFICATION

KW - ENANTIOMERS

KW - CATABOLISM

KW - SEEDLINGS

KW - GENE

U2 - 10.1016/j.tetasy.2004.11.062

DO - 10.1016/j.tetasy.2004.11.062

M3 - Article

VL - 16

SP - 143

EP - 147

JO - TETRAHEDRON-ASYMMETRY

JF - TETRAHEDRON-ASYMMETRY

SN - 0957-4166

IS - 1

ER -

Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase

Abstract

Keywords

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Projects

Functional analysis of the glucosylation of auxin abscisic acid and their metabolites in Arabidopsis thaliana

Cite this