Uroterpenol (p-menth-1 -ene-8,9-diol) is shown to occur in human urine as a p-D-glucuronide which has been isolated and characterised. The parent diol has been synthesised by oxidation of (+)-limonene with plumbic acetate and converted into a p-D-glucuronide identical with the natural product except that both materials are shown to be mixtures, in different proportions, of diastereoisomers configurationally identical at position 4 but differing at position 8.Periodates cleave the olefinic bond in uroterpenol with unexpected ease. AFTER preliminary observations by Edwards and Wade,la we found that human urine contains uroterpenol, shown to be $-menth-l-ene-8,9-diol (I; R = H), as a conjugate not then defined either by us l6 or by Tschesche, Duphorn, and Gelissen,2 who had made similar observations. We now offer evidence that the conjugated material is (4R-8-hydroxy-$-menth-l-ene-9-y1 p-D-glucopyranosid)uronic acid (11; R = R' = H), but is a mixture of diastereoisomers differing at position 8. It is also shown that although glycol cleavage of uroter-A. P. W. and G. S. W. thank the North West Cancer Research Fund, and A. W. P. thanks the S.R.C. for financial assistance .
A low-noise preamplifier for electromyographic applications is presented. The design features modifiable gain and bandpass characteristics, driven input shielding for high common-mode rejection, and integral optical isolation for participant safety.
Human urine is shown to contain, in a conjugated form, a compound of molecular formula C(10)H(18)O(2), which is named uroterpenol. Details are reported of the isolation procedure, the preparation of derivatives and the chemical and physical properties, together with a proof that the compound is p-menth-1-ene-8,9-diol.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.