Formation of dehydroalanine from mimosine and cysteine: artifacts in gas chromatography/mass spectrometry based metabolomics

Journal Article · Mon Aug 15 00:00:00 EDT 2011 · Rapid Communications in Mass Spectrometry, 25:2561-2564

DOI:https://doi.org/10.1002/rcm.5134· OSTI ID:1022424

Kim, Young-Mo; Metz, Thomas O; Hu, Zeping; Wiedner, Susan D; Kim, Jong Seo; Smith, Richard D; Morgan, William F; Zhang, Qibin

Trimethylsilyation is a chemical derivatization procedure routinely applied in gas chromatography-mass spectrometry (GC-MS)-based metabolomics. In this report, through de novo structural elucidation and comparison with authentic standards, we demonstrate that mimosine can be completely converted into dehydroalanine and 3,4-dihydroxypyridine during the trimethylsilyating process. Similarly, dehydroalanine can be formed from derivatization of cysteine. This conversion is a potential interference in GC-MS-based global metabolomics, as well as in analysis of amino acids.

• Research Organization: Pacific Northwest National Lab. (PNNL), Richland, WA (United States). Environmental Molecular Sciences Lab. (EMSL)
• Sponsoring Organization: USDOE
• DOE Contract Number: AC05-76RL01830
• OSTI ID: 1022424
• Report Number(s): PNNL-SA-78517; RCMSEF; 42294; KP1602020; TRN: US201117%%855
• Journal Information: Rapid Communications in Mass Spectrometry, 25:2561-2564, Vol. 25; ISSN 0951-4198
• Country of Publication: United States
• Language: English

Related Subjects

59 BASIC BIOLOGICAL SCIENCES
99 GENERAL AND MISCELLANEOUS//MATHEMATICS, COMPUTING, AND INFORMATION SCIENCE
AMINO ACIDS
CYSTEINE
DERIVATIZATION
MIMOSINE
SPECTROSCOPY
GC-MS
metabolomics
trimethylsilyation
amino acid analysis
Agilent Fiehn Metabolomics library.
Environmental Molecular Sciences Laboratory