Reaction: pseudopaline + H2O + NAD(P)+ = N-[(3S)-3-amino-3-carboxypropyl]-L-histidine + 2-oxoglutarate + NAD(P)H + H+
Glossary: pseudopaline = (2R)-2-{[(1S)-1-carboxylato-3-{[(1S)-1-carboxylato-2-(1H-imidazol-4-yl)ethyl]amino}propyl]amino}pentanedioate
Other name(s): pseudopaline synthase; cntM (gene name) (ambiguous)
Systematic name: pseudopaline:NADP+ oxidoreductase [N-[(3S)-3-amino-3-carboxypropyl]-L-histidine]-forming
Comments: The enzyme, characterized from the bacterium Pseudomonas aeruginosa, catalyses the last reaction in the biosynthesis of the metallophore pseudopaline, which is involved in the acquisition of nickel, copper, cobalt, and zinc. The catalytic efficiency with NADPH is 2-fold higher than with NADH. cf. EC 1.5.1.52, staphylopine dehydrogenase.
b>Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. McFarlane, J.S. and Lamb, A.L. Biosynthesis of an opine metallophore by Pseudomonas aeruginosa. Biochemistry 56 (2017) 5967-5971. [PMID: 29091735]
2. McFarlane, J.S., Davis, C.L. and Lamb, A.L. Staphylopine, pseudopaline, and yersinopine dehydrogenases: A structural and kinetic analysis of a new functional class of opine dehydrogenase. J. Biol. Chem. 293 (2018) 8009-8019. [PMID: 29618515]
3. Bosc, L., Secher, T., Ball, G., Le Pennec, D., Tribout, M., Ba, M., Bai, Y., Ouerdane, L., Arnoux, P., Denis, Y., Lei, X., Bordi, C., Heuze-Vourc'h, N., Haussler, S., Gomez, N.O. and Voulhoux, R. Pseudopaline-mediated zinc uptake by Pseudomonas aeruginosa drives clinically relevant phenotypes and infection outcomes. Infect. Immun. 94 (2026) e0045325. [PMID: 41532760]