Syntheses of deuterated jasmonates for mass spectrometry and metabolism studies

被引：21

作者：

Galka, PW ^{[1
]}

Ambrose, SJ ^{[1
]}

Ross, ARS ^{[1
]}

Abrams, SR ^{[1
]}

机构：

[1] Natl Res Council Canada, Inst Plant Biotechnol, Saskatoon, SK S7N 0W9, Canada

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 2005年 / 48卷 / 11期

关键词：

jasmonates; 12-OH-jasmonates; H-2-labeled standards; alpha-proton exchange; Wittig reaction;

D O I：

10.1002/jlcr.994

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Jasmonic acid and its metabolites play an essential role in the regulation of plant development and systemic defense responses. Isotopically labeled standards are required to quantify plant hormones for metabolism studies using mass spectrometry. A convenient method for the preparation of deuterated analogs of jasmonates is demonstrated. Modification of commercially available methyl jasmonate by base-catalyzed proton/deuterium exchange or Wittig reaction introduces either two or three heavy atoms into a molecule. Copyright (c) 2005 John Wiley & Sons, Ltd.

引用

页码：797 / 809

页数：13

共 20 条

[1]

ANDERSON JM, 1983, J CHROMATOGR, V300, P347

[2] Quantification, correlations and manipulations of wound-induced changes in jasmonic acid and nicotine in Nicotiana sylvestris [J].

Baldwin, IT ;

Zhang, ZP ;

Diab, N ;

Ohnmeiss, TE ;

McCloud, ES ;

Lynds, GY ;

Schmelz, EA .

PLANTA, 1997, 201 (04) :397-404

[3]

Beale MH, 1998, NAT PROD REP, V15, P533

[4] A method for profiling classes of plant hormones and their metabolites using liquid chromatography-electrospray ionization tandem mass spectrometry:: an analysis of hormone regulation of thermodormancy of lettuce (Lactuca sativa L.) seeds [J].

Chiwocha, SDS ;

Abrams, SR ;

Ambrose, SJ ;

Cutler, AJ ;

Loewen, M ;

Ross, ARS ;

Kermode, AR .

PLANT JOURNAL, 2003, 35 (03) :405-417

[5] Biosynthesis and action of jasmonates in plants [J].

Creelman, RA ;

Mullet, JE .

ANNUAL REVIEW OF PLANT PHYSIOLOGY AND PLANT MOLECULAR BIOLOGY, 1997, 48 :355-381

[6] JASMONIC ACID DISTRIBUTION AND ACTION IN PLANTS - REGULATION DURING DEVELOPMENT AND RESPONSE TO BIOTIC AND ABIOTIC STRESS [J].

CREELMAN, RA ;

MULLET, JE .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1995, 92 (10) :4114-4119

[7] JASMONIC ACID METHYL JASMONATE ACCUMULATE IN WOUNDED SOYBEAN HYPOCOTYLS AND MODULATE WOUND GENE-EXPRESSION [J].

CREELMAN, RA ;

TIERNEY, ML ;

MULLET, JE .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (11) :4938-4941

[8] INTERPLANT COMMUNICATION - AIRBORNE METHYL JASMONATE INDUCES SYNTHESIS OF PROTEINASE-INHIBITORS IN PLANT-LEAVES [J].

FARMER, EE ;

RYAN, CA .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (19) :7713-7716

[9]

KNOFEL HD, 1988, Z NATURFORSCH C, V43, P29

[10] RADIOIMMUNOASSAY FOR THE NATURAL PLANT-GROWTH REGULATOR (-)-JASMONIC ACID [J].

KNOFEL, HD ;

BRUCKNER, C ;

KRAMELL, R ;

SEMBDNER, G ;

SCHREIBER, K .

BIOCHEMIE UND PHYSIOLOGIE DER PFLANZEN, 1990, 186 (5-6) :387-394

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