A novel stereospecific synthesis of 14C labeled 1-glutamic acid.

A stereospecific synthesis of 4-14C-1-glutamic acid was completed in five steps from sodium 2-14C-acetate. The morpholine derived enamine of ethyl pyruvate was reacted with ethyl 2-14C-bromoacetate to give after hydrolysis diethyl 4-14C-2-oxoglutarate. The 2-oxoglutarate was reacted with hydroxylamine hydrochloride to give diethyl 4-14C-2-hydroxyiminoglutarate which was then reduced with a LiAlH4, (-)-N-methylephedrine and 3,5-dimethylphenol mixture to give 4-14C-1-glutamic acid. The 4-14C-1-glutamic acid was used in investigations into the biosynthesis of gamma-lactones in sherries.

Selective herbivory in tassel-eared squirrels: role of monoterpenes in ponderosa pines chosen as feeding trees.

Ponderosa pine twigs collected from trees used by tassel-eared squirrels as sources of cortical tissue for food contained smaller amounts of monoterpenes than twigs from similar trees not used by the squirrels as food sources. Of the 18 monoterpenes isolated from the twig samples, alpha-pinene was the best single predictor of food source trees. In experiments with captive tassel-eared squirrels, consumption of a preferred food was inversely correlated with the concentration of alpha-pinene added to the food.