Journal of the American Chemical Society, Vol.130, No.25, 7822-7822, 2008
Engineered biosynthesis of antiprotealide and other unnatural salinosporamide proteasome inhibitors
A new shunt in the phenylalanine biosynthetic pathway to the nonproteinogenic amino acid L-3-cyclohex-2'-enylalanine was exploited in the marine bacterium Salinispora tropica by mutagenesis to allow for the genetic engineering of unnatural derivatives of the potent proteasome inhibitor salinosporamide A (2) such as antiprotealide (1).