Studies of enzyme-mediated reactions. Part 10. Stereochemical course of the dehydrogenation of stereospecifically labelled 1-aminoheptanes by the amine oxidase from rat liver mitochondria (E.C. 1.4.3.4)
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 10 (10) , 2550-2558
- https://doi.org/10.1039/p19790002550
Abstract
(1R)- and (1S)-[1-3H1]aminoheptanes are synthesised by a route which, in the deuterium series, allows direct correlation with the primary standard, monodeuteriosuccinic acid. The amines, thus of proven absolute stereochemistry, are then used as substrates for the monoamine oxidase from rat liver mitrochondria. The results prove that the (Re)-hydrogen (Scheme 1) is stereospecifically removed by the enzyme. Some anomalous values for retention of tritium found in these experiments lead to the studies described in the following paper.This publication has 10 references indexed in Scilit:
- Studies of enzyme-mediated reactions. Part 9. Stereochemistry of oxidative ring cleavage adjacent to nitrogen during the biosynthesis of chelidonineJournal of the Chemical Society, Perkin Transactions 1, 1979
- Studies of enzyme-mediated reactions. Part 11. Experiments on the dismutation of aldehyde to alcohol and carboxylic acid by the complex of liver alcohol dehydrogenase and NAD+Journal of the Chemical Society, Perkin Transactions 1, 1979
- Studies of enzyme-mediated reactions. Part VI. Stereochemical course of the dehydrogenation of stereospecifically labelled benzylamines by the amine oxidase from pea seedlings (E.C. 1.4.3.6.)Journal of the Chemical Society, Perkin Transactions 1, 1976
- Studies of enzyme-mediated reactions. Part VII. Stereospecific syntheses of tritium-labelled (2R)- and (2S)-dopamines: stereochemical course of hydroxylation of dopamine by dopamine β-hydroxylase (E.C. 1.14.17.1)Journal of the Chemical Society, Perkin Transactions 1, 1976
- Identification of the Aminoaldehydes Produced by the Oxidation of Spermine and Spermidine with Purified Plasma Amine OxidaseJournal of Biological Chemistry, 1964
- STUDIES ON BIOSYNTHESIS OF CHOLESTEROL .15. MECHANISM OF SQUALENE BIOSYNTHESIS FROM FARNESYL PYROPHOSPHATE AND FROM MEVALONATE1961
- Physiological Role of Monoamine OxidasePhysiological Reviews, 1958
- PURIFICATION OF AMINE OXIDASE FROM BEEF PLASMAJournal of Biological Chemistry, 1954
- AMINE OXIDASE AND AMINE METABOLISM1952
- 830. Amides of vegetable origin. Part II. Stereoisomeric N-iso-butylnona-1 : 5-diene-1-carboxyamides and the structure of pellitorineJournal of the Chemical Society, 1951