6278-68-8Relevant academic research and scientific papers
Stereochemical investigations reveal the mechanism of the bacterial activation of n-alkanes without oxygen
Jarling, Rene,Sadeghi, Masih,Drozdowska, Marta,Lahme, Sven,Buckel, Wolfgang,Rabus, Ralf,Widdel, Friedrich,Golding, Bernard T.,Wilkes, Heinz
supporting information; experimental part, p. 1334 - 1338 (2012/03/27)
Anaerobic growth of the bacterium strain HxN1 with n-hexane gives nearly equal amounts of (2R,1 R)- and (2S,1 R)-(1-methylpentyl)succinate, which are formed by the radical addition of the hydrocarbon to fumarate (see scheme). The highly selective attack on the pro-S hydrogen atom at C2 of n-hexane is associated with inversion of the configuration at C2 during binding to fumarate and exhibits isotopic discrimination against a C-2H bond. Copyright
