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US 11,447,441 B2Granted
Site-specific isotopic labeling of 1,4-diene systems
AssigneeRetrotope, Inc.
InventorsDragoslav Vidovic, Mikhail Sergeevich Shchepinov
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Abstract
Methods for preparing isotopically modified 1,4-diene systems from non-isotopically modified 1,4-dienes involve selective oxidation of one or more bis-allylic position(s), or the preparation of isotopically modified 1,4-diene systems via trapping pi-allylic complexes with a source of deuterium or tritium. Such methods are useful for preparing isotopically modified polyunsaturated lipid including polyunsaturated fatty acids and polyunsaturated fatty acid derivatives.
Claims15
A composition comprising a deuterated polyunsaturated fatty acid or an ester thereof comprising:
- a 1,4-polyene system comprising three or more cis double bonds separated from each other by a bis-allylic methylene and having mono-allylic methylene groups flanking the 1,4-polyene system;
- said fatty acid composition with on average more than about 80 percent replacement of hydrogen with deuterium at the bis-allylic sites;
- and
- deuteration at the mono-allylic sites provided that said deuteration comprises on average less than about 30 percent replacement of hydrogen with deuterium.
1 more element
Dependencies are inferred from the claim text.