Several organosilicon amines were synthesized as potential mechanism-based inhibitors of semicarbazide-sensitive amine oxidase (SSAO) prepared from rat aorta. 2-[Dimethyl(2-phenylethyl)silyl]methanamine, hydrochloride produced potent time-dependent inhibition of SSAO. A potential mechanism is propos
Silicon-Mediated Inactivation of Diamine Oxidase
β Scribed by V.Van Dorsselaer; D. Schirlin; P. Marchal; F. Weber; C. Danzin
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- English
- Weight
- 252 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0045-2068
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β¦ Synopsis
The design, synthesis, and biologic evaluation of potential silicon-containing inhibitors of diamine oxidases (siladiaminopropane 1, silaputrescine 2, and sila analogs of cadaverine 3, 4, and 5) are described. All compounds have been prepared independently. The common feature in the reported syntheses is the way chosen to introduce the amine group relative to silicon: the Gabriel-type approach to obtaining aminomethyl-and aminopropylsilanes and the Mitsunobu-type approach to obtaining aminoethylsilanes. Among the synthesized silane diamines, compounds 1 and 3 have been found to be time-dependent inhibitors of diamine oxidases prepared from hog kidney and rat small intestine. These results extend and generalize the concept of silicon-based inactivation of amine oxidases.
π SIMILAR VOLUMES
A simple spectrophotometric method for estimation of diamine oxidase (DAO) activity was developed, based on a coupled reaction with NADH-dependent alcohol-dehydrogenase. Cystamine, upon DA0 action, is transformed into an aminoaldehyde which reacts quickly and quantitatively with NADH in the presenc