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Beilstein J. Org. Chem. 2018, 14, 2295–2307, doi:10.3762/bjoc.14.204
Graphical Abstract
Scheme 1: Nicotine catabolism in A. nicotinovorans. The respective gene names are given in parentheses.
Scheme 2: Hydroxylation of nicotine by the molybdopterin cofactor of nicotine dehydrogenase.
Figure 1: Overlay of the structure of LHNO (blue, pdb file 3NG7) with that of human MAO B (orange, pdb file 2...
Scheme 3: Proposed mechanism of LHNO [21].
Scheme 4: Mechanism of LHNO.
Figure 2: Overlay of the structures of DHNO (blue, pdb file 2bvf) and tirandamycin oxidase (orange, pdb file ...
Scheme 5: Proposed mechanism for DHNO [27].
Scheme 6: Mechanism of 2,6-dihydroxypseudooxynicotine hydrolase [37].
Figure 3: Overlay of structures of salicylate hydroxylase (orange, pdb file 5evy) and 2,3-dihydroxypyridine 3...
Scheme 7: Mechanism of 2,3-dihydroxypyridine 3-hydroxylase [42].
Scheme 8: The pyrrolidine pathway for nicotine degradation by pseudomonads. The gene names for P. putida S16 ...
Figure 4: Overlay of the structure of LHNO (magenta, pdb file 3NG7) with that of NicA2 (magenta, pdb file 5tt...
Scheme 9: The pseudooxynicotine amine oxidase reaction.
Scheme 10: Mechanism of HspB [59].
Scheme 11: Hybrid pyridine/pyrrolidine pathway for nicotine metabolism in Agrobacter tumefaciens S33 (black), ...