What does this strategy enable?
Convert unsaturated fatty-acid double bonds to epoxides and use diagnostic tandem-MS fragments to distinguish positional isomers.
Transferable workflow
Workflow
- 1
Epoxidize unsaturated fatty acids
Use the published low-temperature-plasma reaction to modify double bonds.
- 2
Fragment epoxide products
Acquire tandem mass spectra of the derivatized analytes.
- 3
Assign double-bond positions
Interpret diagnostic cleavage ions and compare appropriate positional-isomer standards.
Evidence of reuse
Published implementations and adaptations
These papers applied, adapted, extended, benchmarked or formalized the Strategy after its originating publication. They are examples of precedent, not a ranking of software choices.
Locating Carbon-Carbon Double Bonds in Unsaturated Phospholipids by Epoxidation Reaction and Tandem Mass Spectrometry
Extends the epoxidation/CID approach to phospholipid classes in positive and negative ion modes.
Strategy profile
Related objectives
Chemical-reactivity profiling
Components
Sample preparation, Data acquisition, Annotation or identification
Scope and considerations
Designed for
- Unsaturated fatty-acid double-bond positional isomers.
Important requirements
- Suitable epoxidation apparatus and validated reaction conditions.
- Tandem-MS measurements of reaction products and relevant standards.
Considerations
- Conventional unmodified lipid spectra cannot be retrospectively treated as epoxidation data.
- Reaction yield and competing products affect interpretation.
- Double-bond position does not by itself establish cis/trans geometry or full stereochemistry.
Reusable resources
Publication
Zhao Y, Zhao H, Zhao X, et al. Analytical Chemistry 89, 10270-10278 (2017).