Skip to main content
. Author manuscript; available in PMC: 2008 Oct 1.
Published in final edited form as: Curr Opin Chem Biol. 2007 Sep 11;11(5):561–568. doi: 10.1016/j.cbpa.2007.07.014

Figure 2. Mechanism-based inactivation of LSD1.

Figure 2

(a) The proposed mechanism of inactivation of LSD1 by an N-methylpropargylamine containing H3 peptide proceeds through conjugate addition of the flavin N5 to the gamma carbon of the electrophile following a two electron oxidation to the iminium ion. (b) Reduction of the trimethine linkage of the FADinactivator conjugate with NaBH4 was necessary for crystallographic studies. (c) The proposed catalytic mechanism of inactivation of LSD1 by tranylcypromine proceeds through radical recombination and subsequent dehydration following a one electron oxidation and ring opening on the amine. R = ribosyl adenine dinucleotide in a-c