Synthesis of [2,3,4,5,6-2H5]phenyl glucosinolate

被引:6
作者
Bialecki, Jason B. [1 ]
Ruzicka, Josef [1 ]
Attygalle, Athula B. [1 ]
机构
[1] Stevens Inst Technol, Ctr Mass Spectrometry, Dept Chem & Chem Biol, Hoboken, NJ 07030 USA
关键词
glucosinolates; phenyl glucosinolate; collision-induced dissociation (CID); internal standard; electrospray-ionization mass spectrometry;
D O I
10.1002/jlcr.1407
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Starting from commercially available [2,3,4,5,6-H-2(5)]benzoic acid, [2,3,4,5,6-H-2(5)]phenyl glucosinolate was synthesized. Under negative-ion electrospray-ionization mass spectrometric conditions, this compound affords a peak at m/z 399. Since this m/z value is not known from the ions derived from natural glucosinolates, the [2,3,4,5,6-H-2(6)]phenyl glucosinolate reported here is useful as an internal standard for the quantification of glucosinolates by negative-ion mass spectrometry (MS) and liquid chromatography (LC)/MS techniques. Copyright (c) 2007 John Wiley & Sons, Ltd.
引用
收藏
页码:711 / 715
页数:5
相关论文
共 24 条
[1]   A NEW MUSTARD OIL GLUCOSIDE SYNTHESIS - SYNTHESIS OF GLUCOTROPAEOLIN [J].
BENN, MH .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1963, 41 (11) :2836-&
[2]   Screening crucifer seeds as sources of specific intact glucosinolates using ion-pair high-performance liquid chromatography negative ion electrospray mass spectrometry [J].
Bennett, RN ;
Mellon, FA ;
Kroon, PA .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (03) :428-438
[3]   QUANTITATIVE TRACE ANALYSIS BY COMBINED CHROMATOGRAPHY AND MASS-SPECTROMETRY USING EXTERNAL AND INTERNAL STANDARDS [J].
BOYD, RK .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 1993, 7 (04) :257-271
[4]   (Z)-STEREOSPECIFIC ADDITION OF GLYCOSYLMERCAPTANS ON NITRILIUM BETAINES - SYNTHESIS OF 1-S-GLUCOPYRANOSYL ARYLTHIOHYDROXIMATES [J].
BROCHARD, L ;
JOSEPH, B ;
VIAUD, MC ;
ROLLIN, P .
SYNTHETIC COMMUNICATIONS, 1994, 24 (10) :1403-1414
[5]   Exploring an alternative approach to the synthesis of arylalkyl and indolylmethyl glucosinolates [J].
Cassel, S ;
Casenave, B ;
Déléris, G ;
Latxague, L ;
Rollin, P .
TETRAHEDRON, 1998, 54 (29) :8515-8524
[6]  
EAGLES J, 1980, BIOMED MASS SPECTROM, V9, P410
[7]   The chemical diversity and distribution of glucosinolates and isothiocyanates among plants [J].
Fahey, JW ;
Zalcmann, AT ;
Talalay, P .
PHYTOCHEMISTRY, 2001, 56 (01) :5-51
[8]  
Griffiths DW, 2000, PHYTOCHEM ANALYSIS, V11, P216, DOI 10.1002/1099-1565(200007/08)11:4&lt
[9]  
216::AID-PCA526&gt
[10]  
3.0.CO