Reaction Products of .GAMMA.-Tocopherol with (E)-4-Oxo-2-nonenal in Acidic Acetonitrile
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- SAITO Fumie
- The United Graduate School of Agricultural Science, Gifu University
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- IWAMOTO Satoshi
- The United Graduate School of Agricultural Science, Gifu University Department of Applied Life Science, Faculty of Applied Biological Sciences, Gifu University
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- YAMAUCHI Ryo
- The United Graduate School of Agricultural Science, Gifu University Department of Applied Life Science, Faculty of Applied Biological Sciences, Gifu University
Bibliographic Information
- Other Title
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- Reaction products of γ-tocopherol with (E)-4-oxo-2-nonenal in acidic acetonitrile
- Reaction products of g tocopherol with E 4 oxo 2 nonenal in acidic acetonitrile
- Reaction Products of γ-Tocopherol with (<i>E</i>)-4-Oxo-2-nonenal in Acidic Acetonitrile
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Abstract
γ-Tocopherol was reacted with (E)-4-oxo-2-nonenal (ONE) at 37 °C in an acidic acetonitrile solution. The reaction products were isolated by reversed-phase high-performance liquid chromatography and their structures were characterized to be 5-substituted γ-tocopherols: 5-(1-(furan-2-yl)pentyl)-γ-tocopherol (1), 3-(1-butyl-4,5,7-trimethyl-7-(4,8,12-trimethyltridecyl)-8,9-dihydro-7H-furo[3,2-f]chromen-2yl)propanal (2), and 1-(1-butyl-4,5,7-trimethyl-7-(4,8,12-trimethyltridecyl)-8,9-dihydro-7H-furo[3,2-f]chromen-2-yl)-4-(furan-2-yl)octan-3-one (3). Compound 1 was the predominant product under the mild acidic conditions, whereas compounds 2 and 3 were relatively stable and accumulated during the reaction. Compound 1 was detected as the product when γ-tocopherol and ONE were incubated in methyl linoleate in the presence of dicetyl phosphate. The results indicate that γ-tocopherol may trap ONE under acidic conditions of lipid peroxidation.
Journal
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- Bioscience, Biotechnology, and Biochemistry
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Bioscience, Biotechnology, and Biochemistry 74 (1), 168-174, 2010
Japan Society for Bioscience, Biotechnology, and Agrochemistry
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Details 詳細情報について
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- CRID
- 1390001206478420224
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- NII Article ID
- 10027550530
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- NII Book ID
- AA10824164
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- ISSN
- 13476947
- 09168451
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- NDL BIB ID
- 10533075
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed