72297-07-5Relevant articles and documents
Enzymatic asymmetric hydroxylation of unnatural substrates with soybean lipoxygenase
Yadav,Nanda,Rao
, p. 2129 - 2135 (2001)
Surrogate substrates mimicking the natural substrate (linoleic acid) bearing a spacing prosthetic group with a non-ionic hydroxyl terminus undergo asymmetric hydroxylation with soybean lipoxygenase. The prosthetic modifier supplies the missing structural features needed for enzymatic recognition and controls the regiochemical outcome of the reaction by its high hydrophobic content. The effect of pH on the regiochemistry clearly shows that all the substrates can arrange themselves at the active site of soybean lipoxygenase in only one orientation leading to formation of hydroperoxides by oxygenation at the ω-6 carbon.
Total synthesis of 4-F3t-neuroprostane and its 4-epimer
Auvinet, Anne-Laure,Eignerová, Barbara,Guy, Alexandre,Kotora, Martin,Durand, Thierry
, p. 1498 - 1500 (2009)
The first synthesis of 4-F3t-Neuroprostane 1a and its 4-epimer is described. This molecule presents an important contribution to the study of neuronal oxidative stress in DHA-ω3 depleted brain. The key step involves the introduction of two unsa
Asymmetric dihydroxylation and one-pot epoxidation routes to (+)- and (-)-posticlure: A novel trans-epoxide as a sex pheromone component of Orgyia postica (Walker)
Fernandes, Rodney A,Kumar, Pradeep
, p. 6685 - 6690 (2007/10/03)
A highly enantioselective synthesis of (+)- and (-)-posticlure has been achieved. The synthesis features the Sharpless asymmetric dihydroxylation and one-pot epoxidation as the key steps.
