Analysis of phenolic choline esters from seeds of Arabidopsis thaliana and Brassica napus by capillary liquid chromatography/electrospray-tandem mass spectrometry

被引：18

作者：

Boettcher, Christoph ^{[1
]}

von Roepenack-Lahaye, Edda ^{[1
]}

Schmidt, Juergen ^{[2
]}

Clemens, Stephan ^{[3
]}

Scheel, Dierk ^{[1
]}

机构：

[1] Leibniz Inst Plant Biochem, Dept Stress & Dev Biol, D-06120 Halle, Germany

[2] Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany

[3] Univ Bayreuth, Dept Plant Physiol, D-95449 Bayreuth, Germany

来源：

JOURNAL OF MASS SPECTROMETRY | 2009年 / 44卷 / 04期

关键词：

Arabidopsis thaliana; Brassica napus; phenolic choline esters; capillary liquid chromatography/electrospray ionization quadrupole-time-of-flight mass spectrometry; collision-induced dissociation; Fourier transform ion cyclotron resonance mass spectrometry; SINAPINE; IDENTIFICATION; METABOLOMICS; ALIGNMENT; MS;

D O I：

10.1002/jms.1522

中图分类号：

Q5 [生物化学];

学科分类号：

070307 [化学生物学];

摘要：

Total phenolic choline ester fractions prepared from seeds of Arabidopsis thaliana and Brassica napus were analyzed by capillary LC/ESI-QTOF-MS and direct infusion ESI-FTICR-MS. In addition to the dominating sinapoylcholine, 30 phenolic choline esters could be identified based on accurate mass measurements, interpretation of coilision-induced dissociation (CID) mass spectra, and synthesis of selected representatives. The compounds identified so far include substituted hydroxycinnamoyl- and hydroxybenzoylcholines, respective monohexosides as well as oxidative coupling products of phenolic choline esters and monolignols. Phenolic choline esters are well separable by reversed-phase liquid chromatography and sensitively detectable using electrospray ionization mass spectrometry in positive ion mode. CID mass spectra obtained from molecular ions facilitate the characterization of both the type and substitution pattern of such compounds. Therefore, LC/ESI-MS/MS represents a valuable tool for comprehensive qualitative and quantitative analysis of this compound class. Copyright (C) 2008 John Wiley & Sons, Ltd.

引用

页码：466 / 476

页数：11

共 18 条

[1]

Formation of a complex pattern of sinapate esters in Brassica napus seeds, catalyzed by enzymes of a serine carboxypeptidase-like acyltransferase family? [J].

Baumert, A ;

Milkowski, C ;

Schmidt, J ;

Nimtz, M ;

Wray, V ;

Strack, D .

PHYTOCHEMISTRY, 2005, 66 (11) :1334-1345

[2]

DETERMINATION OF AROMATIC CHOLINE ESTERS BY MICELLAR ELECTROKINETIC CAPILLARY CHROMATOGRAPHY [J].

BJERGEGAARD, C ;

INGVARDSEN, L ;

SORENSEN, H .

JOURNAL OF CHROMATOGRAPHY A, 1993, 653 (01) :99-108

[3]

Metabolome analysis of Biosynthetic mutants reveals a diversity of metabolic changes and allows identification of a large number of new compounds in arabidopsis [J].

Boettcher, Christoph ;

von Roepenack-Lahaye, Edda ;

Schmidt, Juergen ;

Schmotz, Constanze ;

Neumann, Steffen ;

Scheel, Dierk ;

Clemens, Stephan .

PLANT PHYSIOLOGY, 2008, 147 (04) :2107-2120

[4]

DISTRIBUTION OF SINAPINE AND RELATED-COMPOUNDS IN SEEDS OF BRASSICA AND ALLIED GENERA [J].

BOUCHEREAU, A ;

HAMELIN, J ;

LAMOUR, I ;

RENARD, M ;

LARHER, F .

PHYTOCHEMISTRY, 1991, 30 (06) :1873-1881

[5]

SEPARATION OF AROMATIC CHOLINE ESTERS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY [J].

CLAUSEN, S ;

OLSEN, O ;

SORENSEN, H .

JOURNAL OF CHROMATOGRAPHY, 1983, 260 (01) :193-199

[6]

4-HYDROXYBENZOYLCHOLINE - A NATURAL PRODUCT PRESENT IN SINAPIS-ALBA [J].

CLAUSEN, S ;

OLSEN, O ;

SORENSEN, H .

PHYTOCHEMISTRY, 1982, 21 (04) :917-922

[7]

ISOFERULIC ACID CHOLINE ESTER - A NEW PLANT CONSTITUENT [J].

GMELIN, R ;

KJAER, A .

PHYTOCHEMISTRY, 1970, 9 (03) :667-&

[8]

HEGNAUER R, 1964, CHEMOTAXONOMIE PFLAN, V3, P594

[9]

Metabolic profiling of saponins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer [J].

Huhman, DV ;

Sumner, LW .

PHYTOCHEMISTRY, 2002, 59 (03) :347-360

[10]

Reduction of sinapate ester content in transgenic oilseed rape (Brassica napus) by dsRNAi-based suppression of BnSGT1 gene expression [J].

Hüsken, A ;

Baumert, A ;

Strack, D ;

Becker, HC ;

Möllers, C ;

Milkowski, C .

MOLECULAR BREEDING, 2005, 16 (02) :127-138

← 1 2 →