Isolation of the four methyl jasmonate stereoisomers and their effects on selected chiral volatile compounds in red raspberries
The four stereoisomers present in a commercial sample of methyl jasmonate (MJ) were isolated at semipreparative scale by HPLC, using a permethylated b-cyclodextrin column. This allowed the baseline resolution and collection of both major (methyl jasmonates) and minor (epi-methyl jasmonates) stereoisomers. When 1.5 mL of a 5 mg per mL MJ solution were injected, isolated amounts were 3.56 mg for (#2;) and (+)-methyl jasmonates, with respective purities of 96.1% and 99.9%, and 0.18 mg for (#2;)- and (+)-epimethyl jasmonates, with 98.6% and 91.6% respective purities. The post-harvest treatment of red raspberry fruits with the pure methyl jasmonate stereoisomers isolated proved that (#2;)-epi-MJ either promotes the bioformation of (+)-limonene or inhibits that of (#2;)-limonene to a greater extent than the other three MJ stereoisomers, while the biosynthesis of the (+)-enantiomer of a-ionone is favoured equally, whichever MJ stereoisomer used. The results obtained in the present study might be used to obtain food products with improved sensory characteristics.
| Main Authors: | , , |
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| Format: | artículo biblioteca |
| Language: | English |
| Published: |
Elsevier
2013
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| Subjects: | Aroma, Raspberry, Methyl jasmonate, Functional foods, Epi-Methyl jasmonate, Chiral, Enantiomer, |
| Online Access: | http://hdl.handle.net/10261/88211 |
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