+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Molybdenum-containing nicotine hydroxylase genes in a nicotine degradation pathway that is a variant of the pyridine and pyrrolidine pathways



Molybdenum-containing nicotine hydroxylase genes in a nicotine degradation pathway that is a variant of the pyridine and pyrrolidine pathways



Applied and Environmental Microbiology 81(24): 8330-8338



Ochrobactrum sp. strain SJY1 utilizes nicotine as a sole source of carbon, nitrogen, and energy via a variant of the pyridine and pyrrolidine pathways (the VPP pathway). Several strains and genes involved in the VPP pathway have recently been reported; however, the first catalyzing step for enzymatic turnover of nicotine is still unclear. In this study, a nicotine hydroxylase for the initial hydroxylation step of nicotine degradation was identified and characterized. The nicotine hydroxylase (VppA), which converts nicotine to 6-hydroxynicotine in the strain SJY1, is encoded by two open reading frames (vppAS and vppAL [subunits S and L, respectively]). The vppA genes were heterologously expressed in the non-nicotine-degrading strains Escherichia coli DH5α and Pseudomonas putida KT2440; only the Pseudomonas strain acquired the ability to degrade nicotine. The small subunit of VppA contained a [2Fe-2S] cluster-binding domain, and the large subunit of VppA contained a molybdenum cofactor-binding domain; however, an FAD-binding domain was not found in VppA. Resting cells cultivated in a molybdenum-deficient medium had low nicotine transformation activity, and excess molybdenum was detected in the purified VppA by inductively coupled plasma-mass spectrometry analysis. Thus, it is demonstrated that VppA is a two-component molybdenum-containing hydroxylase.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 058343184

Download citation: RISBibTeXText

PMID: 26407884

DOI: 10.1128/aem.02253-15


Related references

The biological oxidation of nicotine. I. Nicotine degradation by Nicotiana rustica. II. Nicotine degradation by an Arthrobacter species. Diss. Abstr, 22: 416, 1961

Identification of nicotine biotransformation intermediates by Agrobacterium tumefaciens strain S33 suggests a novel nicotine degradation pathway. Applied Microbiology and Biotechnology 95(6): 1567-1578, 2012

Biosynthesis of pyridine and pyrrolidine cycles in nicotine. Bickhimiya 32(4): 812-815, 1967

Biosynthesis of the pyridine and pyrrolidine rings of nicotine. Biokhimiia 32(4): 812-815, 1967

Site of protonation of nicotine and nornicotine in the gas phase: Pyridine or pyrrolidine nitrogen?. Journal of the American Chemical Society 124(35): 10552-10562, 2002

Incorporation of nitrogen into the pyridine and pyrrolidine rings of nicotine in tile tobacco plants. Soil Science & Plant Nutrition 16(6): 245-249, 1970

Low-energy electron-induced dissociation in gas-phase nicotine, pyridine, and methyl-pyrrolidine. Journal of Chemical Physics 147(9): 094303, 2017

Transcriptome analysis of genes and metabolic pathways associated with nicotine degradation in Aspergillus oryzae 112822. Bmc Genomics 20(1): 86, 2019

Alternate Routes In The Metabolic Degradation Of The Pyrrolidine Ring Of Nicotine. Journal of Biological Chemistry 239: 3990-3996, 1964

The biochemorphology of nicotine; observations on the progressive degradation of the pyrrolidine ring. Journal of Pharmacology and Experimental Therapeutics 88(1): 82-86, 1946

Characterization of Nicotine Catabolism through a Novel Pyrrolidine Pathway in Pseudomonas sp. S-1. Journal of Agricultural and Food Chemistry 66(28): 7393-7401, 2018

Nicotine dehydrogenase from arthrobacter oxidans a molybdenum containing hydroxylase. FEMS Microbiology Letters 52(1-2): 13-18, 1988

Structure-activity relationships of some pyridine, piperidine, and pyrrolidine analogues for enhancing and inhibiting the binding of (+/-)-[3H]nicotine to the rat brain P2 preparation. Journal of Medicinal Chemistry 28(9): 1245-1251, 1985

A new systematic degradation of nicotine to determine activity at C 2 and C 5. the pattern of labeling in nicotine and nornicotine formed from (2-14C ) ornithine in Nicotiana glutinosa, and in nicotine obtained from Nicotiana tabacum exposed to carbon dioxide. Journal of organic chemistry: 41 (21) 3438-3441, 1976

The biochemorphology of nicotine. I. Observations on the effect of progressive degradation of the pyrrolidine ring. Jour Pharmacol And Exptl Therap 88(1): 82-86, 1946