Reductive amination derivatization for the quantification of garlic components by isotope dilution analysis

•Internal standards are fabricated by reductive amination with 13C, D2-formaldehydes.•Reduction of matrix effects by an isotope dilution analytical method.•Detection and quantification of organosulfur compounds by UHPLC-MS/MS.•Reductive amination method can be utilized in absolute and comparative qu...

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Bibliographic Details
Published in:Food chemistry 2017-09, Vol.230, p.1-5
Main Authors: Lin, Yi-Reng, Huang, Mei-Fang, Wu, You-Ying, Liu, Meng-Chieh, Huang, Jing-Heng, Chen, Ziyu, Shiue, Yow-Ling, Wu, Chia-En, Liang, Shih-Shin
Format: Article
Language:English
Subjects:
Absolute quantification
Amination
Borohydrides - chemistry
Carbon Isotopes
Chromatography, High Pressure Liquid
Cysteine - analogs & derivatives
Cysteine - analysis
Cysteine - chemistry
Formaldehyde - chemistry
Garlic
Garlic - chemistry
Isotope dilution
Organosulfur compounds (OSCs)
Reductive amination
Reference Standards
Tandem Mass Spectrometry
UHPLC–MS/MS
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Summary:•Internal standards are fabricated by reductive amination with 13C, D2-formaldehydes.•Reduction of matrix effects by an isotope dilution analytical method.•Detection and quantification of organosulfur compounds by UHPLC-MS/MS.•Reductive amination method can be utilized in absolute and comparative quantification. In this work, we synthesized internal standards for four garlic organosulfur compounds (OSCs) by reductive amination with 13C, D2-formaldehyde, and developed an isotope dilution analysis method to quantitate these organosulfur components in garlic samples. Internal standards were synthesized for internal absolute quantification of S-allylcysteine (SAC), S-allylcysteine sulfoxide (alliin), S-methylcysteine (SMC), and S-ethylcysteine (SEC). We used a multiple reaction monitoring (MRM) to detect 13C, D2-formaldehyde-modified OSCs by ultrahigh-performance liquid phase chromatography coupled with tandem mass spectrometry (UHPLC–MS/MS) and obtained MS spectra showing different ratios of 13C, D2-formaldehyde-modified and H2-formaldehyde-modified compounds. The resulting labeled and unlabeled OSCs were exhibited correlation coefficient (R2) ranged from 0.9989 to 0.9994, respectively. The average recoveries for four OSCs at three concentration levels ranged from 89% to 105%. By 13C, D2-formaldehyde and sodium cyanoborohydride, the reductive amination-based method can be utilized to generate novel internal standard for isotope dilution and to extend the quantitative application.
ISSN:0308-8146
1873-7072
DOI:10.1016/j.foodchem.2017.02.119