Synthesis of linoleic acids combinatorially-labeled at the vinylic positions as substrates for lipoxygenases.
Tetrahedron Lett
; 49(22): 3600-3603, 2008 May 26.
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| ID: mdl-19543446
ABSTRACT
Mammalian lipoxygenases have been implicated in a number of inflammation-related human diseases. Soybean lipoxygenase-1 is the archetypical example of known lipoxygenases. Here we report the synthesis of linoleic acid and (11,11)-d2-linoleic acid which are combinatorially labeled at the vinylic positions (9, 10, 12, and 13). Combinatorial labeling schemes allow for the simultaneous determination of KIEs in enzymatic reactions using NMR. Substrates are, thus, available as probes of detailed mechanism in kinetic isotope effect (KIE) studies of lipoxygenases.
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MEDLINE
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En
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2008
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Article