459166-33-7Relevant academic research and scientific papers
Saturated Hydroxy Fatty Acids Exhibit a Cell Growth Inhibitory Activity and Suppress the Cytokine-Induced β-Cell Apoptosis
Kokotou, Maroula G.,Kokotos, Alexandros C.,Gkikas, Dimitrios,Mountanea, Olga G.,Mantzourani, Christiana,Almutairi, Abdulaziz,Lei, Xiaoyong,Ramanadham, Sasanka,Politis, Panagiotis K.,Kokotos, George
, p. 12666 - 12681 (2020/11/13)
The field of bioactive lipids is ever expanding with discoveries of novel lipid molecules that promote human health. Adopting a lipidomic-Assisted approach, two new families of previously unrecognized saturated hydroxy fatty acids (SHFAs), namely, hydroxy
Single enantiomer epoxides by bromomandelation of prochiral alkenes
Taber, Douglass F.,Liang, Jiang-Lin
, p. 431 - 434 (2007/10/03)
A combination of mandelic acid and N-bromosuccinimide efficiently converts prochiral alkenes into a readily separable 1:1 mixture of the bromomandelates. The diastereomerically pure bromomandelates are then converted into a variety of enantiomerically pure products. Terminal alkenes are converted into enantiomerically pure epoxides. Cyclohexene is converted into enantiomerically pure cis-2-azidocyclohexanol and cis-2-phenylthiocyclohexanol.
Products of cytochrome P450Biol (CYP107H1)-catalyzed oxidation of fatty acids
Cryle, Max J.,Matovic, Nick J.,de Voss, James J.
, p. 3341 - 3344 (2007/10/03)
(Matrix presented) Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450Biol (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C14 fatty acids and the 11- to 15-hydroxy C16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450Biol was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.
Hydrolytic kinetic resolution of terminal mono- and bis-epoxides in the synthesis of insect pheromones
Chow, Sharon,Kitching, William
, p. 779 - 793 (2007/10/03)
Hydrolytic kinetic resolution (HKR) of functionalised epoxides using (salen)Co(OAc) complexes provides enantiomerically enriched epoxides and diols, which have been transformed into important insect sex pheromones. In this general approach, (-)-(R)- and (+)-(S)-10-methyldodecyl acetates from the smaller tea tortrix moth were obtained, as was (-)-(R)-10-methyltridecan-2-one from the southern corn rootworm. The (S)-epoxide obtained from undec-1-en-6-yne was transformed to (-)-(R)-(Z)-undec-6-en-2-ol (Nostrenol) from ant-lions. HKR of appropriate bisepoxides was also investigated, and transformations of the resulting bisepoxides and epoxydiols provided (-)-(1R,7R)-1,7-dimethylnonylpropanoate from corn rootworms, (-)-(6R,12R)-6,12-dimethylpentadecan-2-one from the female banded cucumber beetle, and (-)-(2S,11S)-2,11-diacetoxytridecane and (+)-(2S,12S)-2,12-diacetoxytridecane from female pea-midges.
