Separation of isomeric short-chain acyl-CoAs in plant matrices using ultra-performance liquid chromatography coupled with tandem mass spectrometry

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DOIResolve DOI: http://doi.org/10.1016/j.jchromb.2014.12.007
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TypeArticle
Journal titleJournal of chromatography. B, Analytical technologies in the biomedical and life sciences
ISSN1873-376X
Volume980
Pages17; # of pages: 7
Subjectacyl coenzyme A; butyryl-coenzyme A; hexanoyl-coenzyme A; isobutyryl-coenzyme A; isovaleryl-coenzyme A; valeryl-coenzyme A; high performance liquid chromatography; isolation and purification; tandem mass spectrometry; Acyl Coenzyme A; Chromatography, High Pressure Liquid; Tandem Mass Spectrometry
AbstractAcyl coenzyme A (acyl-CoA) thioesters are important intermediates in cellular metabolism and being able to distinguish among them is critical to fully understanding metabolic pathways in plants. Although significant advances have been made in the identification and quantification of acyl-CoAs using liquid chromatography tandem mass spectrometry (LC-MS/MS), separation of isomeric species such as isobutyryl- and n-butyrl-CoA has remained elusive. Here we report an ultra-performance liquid chromatography (UPLC)-MS/MS method for quantifying short-chain acyl-CoAs including isomeric species n-butyryl-CoA and isobutyryl-CoA as well as n-valeryl-CoA and isovaleryl-CoA. The method was applied to the analysis of extracts of hop (Humulus lupulus) and provided strong evidence for the existence of an additional structural isomer of valeryl-CoA, 2-methylbutyryl-CoA, as well as an unexpected isomer of hexanoyl-CoA. The results showed differences in the acyl-CoA composition among varieties of Humulus lupulus, both in glandular trichomes and cone tissues. When compared with the analysis of hemp (Cannabis sativa) extracts, the contribution of isobutyryl-CoAs in hop was greater as would be expected based on the downstream polyketide products. Surprisingly, branched chain valeryl-CoAs (isovaleryl-CoA and 2-methylbutyryl-CoA) were the dominant form of valeryl-CoAs in both hop and hemp. The capability to separate these isomeric forms will help to understand biochemical pathways leading to specialized metabolites in plants.
Publication date
PublisherElsevier
LanguageEnglish
AffiliationNational Research Council Canada; Aquatic and Crop Resource Development
Peer reviewedYes
NPARC number21277028
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Record identifierd9590485-6223-4f21-b29f-6e2558ad6e4d
Record created2015-11-10
Record modified2016-05-09
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