Tetrahedron Letters p. 6907 - 6910 (1990)
Update date:2022-08-03
Topics:
Cragg, John E.
Herbert, Richard B.
Kgaphola, Mashupye M.
Diamines (6)-(8) and (11) act as acceptable substrates for diamine oxidase (DAO) and the novel phenacyl derivatives (2) are obtained in satisfactory preparative yield; no enantioselectivity is observed with (11) as an enzyme substrate.Remarkably, the triamines (9) and (13) are not oxidized and, moreover, (9) acts as a notable inhibitor for the DAO catalysed oxidation of (4) and (5).Kinetic evidence relevant to the mechanism of DAO action is presented, and is discussed in terms of a model for DAO-catalysed oxidation.
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