KEGG ENZYME: 1.17.3.4

ENZYME: 1.17.3.4

Entry

EC 1.17.3.4                 Enzyme

Name

juglone 3-hydroxylase;
juglone hydroxylase;
naphthoquinone hydroxylase;
naphthoquinone-hydroxylase

Class

Oxidoreductases;
Acting on CH or CH2 groups;
With oxygen as acceptor

Sysname

5-hydroxy-1,4-naphthoquinone,water:oxygen oxidoreductase (3-hydroxylating)

Reaction(IUBMB)

2 juglone + O2 = 2 3,5-dihydroxy-1,4-naphthoquinone (overall reaction) [RN:R04327];
(1a) 2 juglone + 2 H2O = 2 naphthalene-1,2,4,8-tetrol [RN:R11495];
(1b) 2 naphthalene-1,2,4,8-tetrol + O2 = 2 3,5-dihydroxy-1,4-naphthoquinone + 2 H2O [RN:R11496]

Reaction(KEGG)

R04327 R11495 R11496

Substrate

juglone [CPD:C03840];
O2 [CPD:C00007];
H2O [CPD:C00001];
naphthalene-1,2,4,8-tetrol [CPD:C21414]

Product

3,5-dihydroxy-1,4-naphthoquinone [CPD:C04110];
naphthalene-1,2,4,8-tetrol [CPD:C21414];
H2O [CPD:C00001]

Comment

Even though oxygen is consumed, molecular oxygen is not incorporated into the product. Catalysis starts by incorporation of an oxygen atom from a water molecule into the substrate. The naphthalene-1,2,4,8-tetrol intermediate is then oxidized by molecular oxygen, which is reduced to water. Also acts on 1,4-naphthoquinone, naphthazarin and 2-chloro-1,4-naphthoquinone.

History

EC 1.17.3.4 created 1989 as EC 1.14.99.27, transferred 2016 to EC 1.17.3.4

Reference

1 [PMID:4041238]

Authors

Rettenmaier H, Lingens F.

Title

Purification and some properties of two isofunctional juglone hydroxylases from Pseudomonas putida J1.

Journal

Biol Chem Hoppe Seyler 366:637-46 (1985)
DOI:10.1515/bchm3.1985.366.2.637

Other DBs

ExplorEnz - The Enzyme Database:

1.17.3.4

IUBMB Enzyme Nomenclature:

1.17.3.4

ExPASy - ENZYME nomenclature database:

1.17.3.4

BRENDA, the Enzyme Database:

1.17.3.4

CAS:	98865-54-4

All links

Chemical substance (5)   
   KEGG COMPOUND (5)   
Chemical reaction (6)   
   KEGG REACTION (3)   
   KEGG RCLASS (3)   
All databases (11)   

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