1.5.3.6: (R)-6-hydroxynicotine oxidase

This is an abbreviated version!
For detailed information about (R)-6-hydroxynicotine oxidase, go to the full flat file.

Word Map on EC 1.5.3.6

Reaction

(R)-6-hydroxynicotine
+
H2O
+
O2
=
1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one
+
H2O2

Synonyms

6-HDNO, 6-hydroxy-D-nicotine oxidase, D-6-hydroxynicotine oxidase

ECTree

     1 Oxidoreductases
         1.5 Acting on the CH-NH group of donors
             1.5.3 With oxygen as acceptor
                1.5.3.6 (R)-6-hydroxynicotine oxidase

Reference

Reference on EC 1.5.3.6 - (R)-6-hydroxynicotine oxidase

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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Schenk, S.; Hoelz, A.; Krauss, B.; Decker, K.
Gene structures and properties of enzymes of the plasmid-encoded nicotine catabolism of Arthrobacter nicotinovorans
J. Mol. Biol.
284
1323-1339
1998
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Grether-Beck, S.; Igloi, G.L.; Pust, S.; Schilz, E.; Decker, K.; Brandsch, R.
Structural analysis and molybdenum-dependent expression of the pAO1-encoded nicotine dehydrogenase genes of Arthrobacter nicotinovorans
Mol. Microbiol.
13
929-936
1994
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Hinkkanen, A.E.; Mauch, L.; Nagursky, H.; Decker, K.
6-Hydroxy-D-nicotine oxidase of Arthrobacter oxidans. Gene structure of the flavoenzyme and its relationship to 6-hydroxy-L-nicotine oxidase
Eur. J. Biochem.
167
315-320
1987
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Swafford, J.R.; Reeves, H.C.; Brandsch, R.
Localization of the enantiozymes of 6-hydroxy-nicotine oxidase in Arthrobacter oxidans by electron immunochemistry
J. Bacteriol.
163
792-795
1985
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Hinkkanen, A.; Lilius, E.M.; Nowack, J.; Maas, R.; Decker, K.
Purification of the flavoproteins 6-hydroxy-D- and 6-hydroxy-L-nicotine oxidase using hydrophobic affinity chromatography
Hoppe-Seyler's Z. Physiol. Chem.
364
801-806
1983
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Decker, K.; Dai, V.D.; Möhler, H.; Bruhmuller, M.
D- and L-6-hydroxynicotine oxidase, enantioenzymes of Arthrobacter oxidans
Z. Naturforsch. B
27
1072-1073
1972
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Dai, V.D.; Decker, K.; Sund, H.
Purification and properties of L-6-hydroxynicotine oxidase
Eur. J. Biochem.
4
95-102
1968
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Decker, K.; Dai, V.D.
Mechanism and specifcity of L- and D-6-hydroxynicotine oxidase
Eur. J. Biochem.
3
132-138
1967
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Decker, K.; Bleeg, H.
Induction and purification of stereospecific nicotine oxidizing enzymes from Arthrobacter oxidans
Biochim. Biophys. Acta
105
313-324
1965
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Schenk, S.; Decker, K.
Horizontal gene transfer involved in the convergent evolution of the plasmid-encoded enantioselective 6-hydroxynicotine oxidases
J. Mol. Evol.
48
178-186
1999
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Stoltz, M.; Brandsch, R.
The conformational change induced by FAD in covalently flavinylated 6-hydroxy-D-nicotine oxidase does not require (8alpha)FAD(N3)histidyl bond formation
J. Biochem.
123
445-449
1998
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Stoltz, M.; Rassow, J.; Bueckmann, A.F.; Brandsch, R.
Covalent attachment of FAD derivatives to a fusion protein consisting of 6-hydroxy-D-nicotine oxidase and a mitochondrial presequence. Folding, enzyme activity, and import of the modified protein into yeast mitochondria
J. Biol. Chem.
271
25208-25212
1996
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Stoltz, M.; Henninger, H.P.; Brandsch, R.
The design of an alternative, covalently flavinylated 6-hydroxy-D-nicotine oxidase by replacing the FAD-binding histidine by cysteine and reconstitution of the holoenzyme with 8-(methylsulfonyl)FAD
FEBS Lett.
386
194-196
1996
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Stoltz, M.; Rysavy, P.; Kalousek, F.; Brandsch, R.
Folding, flavinylation, and mitochondrial import of 6-hydroxy-D-nicotine oxidase fused to the presequence of rat dimethylglycine dehydrogenase
J. Biol. Chem.
270
8016-8022
1995
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Bichler, V.; Mauch, L.; Decker, K.
Cysteine to serine replacements in 6-hydroxy-D-nicotine oxidase. Consequences for enzyme activity, cofactor incorporation, and formation of high molecular weight protein complexes with molecular chaperones (GroEL)
J. Biol. Chem.
268
12724-12729
1993
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Bichler, V.; Schmidt, M.; Buchner, J.
GroE dependence of refolding and holoenzyme formation of 6-hydroxy-D-nicotine oxidase
J. Biol. Chem.
267
20844-20849
1992
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Bichler, V.
Autoflavinylation of apo6-hydroxy-D-nicotine oxidase
J. Biol. Chem.
266
19056-19062
1991
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Mauch, L.; Bichler, V.; Brandsch, R.
Lysine can replace arginine 67 in the mediation of covalent attachment of FAD to histidine 71 of 6-hydroxy-D-nicotine oxidase
J. Biol. Chem.
265
12761-12762
1990
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Bichler, V.; Krauss, B.
Binding of FAD to 6-hydroxy-D-nicotine oxidase apoenzyme prevents degradation of the holoenzyme
Biochem. J.
258
187-192
1989
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Bichler, V.
Covalent cofactor binding to flavoenzymes requires specific effectors
Eur. J. Biochem.
182
125-128
1989
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Faller, W.; Schneider, K.
Plasmid pAO1 of Arthrobacter oxidans encodes 6-hydroxy-D-nicotine oxidase: cloning and expression of the gene in Escherichia coli
Mol. Gen. Genet.
202
96-101
1986
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Brandsch, R.; Bichler, V.
In vivo and in vitro expression of the 6-hydroxy-D-nicotine oxidase gene of Arthrobacter oxidans, cloned into Escherichia coli, as an enzymatically active, covalently flavinylated polypeptide
FEBS Lett.
192
204-208
1985
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Decker, K.
Structure and synthesis of a flavoprotein with covalently bound FAD
Trends Biochem. Sci.
1
184-185
1976
Paenarthrobacter nicotinovorans
-
Manually annotated by BRENDA team
Bruhmuller, M.; Möhler, H.; Decker, K.
Covalently bound flavin in D-6-hydroxynicotine oxidase from Arthrobacter oxidans. Purification and properties of D-6-hydroxynicotine oxidase
Eur. J. Biochem.
29
143-151
1972
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Möhler, H.; Bruhmuller, M.; Decker, K.
Covalently bound flavin in D-6-hydroxynicotine oxidase from Arthrobacter oxidans. Identification of the 8 -(N-3-histidyl)-riboflavin-linkage between FAD and apoenzyme
Eur. J. Biochem.
29
152-155
1972
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Koetter, J.W.; Schulz, G.E.
Crystal structure of 6-hydroxy-D-nicotine oxidase from Arthrobacter nicotinovorans
J. Mol. Biol.
352
418-428
2005
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Kachalova, G.S.; Bourenkov, G.P.; Mengesdorf, T.; Schenk, S.; Maun, H.R.; Burghammer, M.; Riekel, C.; Decker, K.; Bartunik, H.D.
Crystal structure analysis of free and substrate-bound 6-hydroxy-L-nicotine oxidase from Arthrobacter nicotinovorans
J. Mol. Biol.
396
785-799
2010
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team