Information on EC 1.3.99.37 - 1-hydroxy-2-isopentenylcarotenoid 3,4-desaturase

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The expected taxonomic range for this enzyme is: Archaea, Bacteria

EC NUMBER
COMMENTARY hide
1.3.99.37
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RECOMMENDED NAME
GeneOntology No.
1-hydroxy-2-isopentenylcarotenoid 3,4-desaturase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
dihydrobisanhydrobacterioruberin + acceptor = bisanhydrobacterioruberin + reduced acceptor
show the reaction diagram
dihydroisopentenyldehydrorhodopin + acceptor = isopentenyldehydrorhodopin + reduced acceptor
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
carotenoid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
dihydroisopentenyldehydrorhodopin:acceptor 3,4-oxidoreductase
The enzyme, isolated from the archaeon Haloarcula japonica, is involved in the biosynthesis of the C50 carotenoid bacterioruberin. In this pathway it catalyses the desaturation of the C-3,4 double bond in dihydroisopentenyldehydrorhodopin and the desaturation of the C-3',4' double bond in dihydrobisanhydrobacterioruberin.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Rhodoplanes sp.
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
the deletion mutant strain DELTAc0507 shows the same growth rate as wild-type strain. The main cartotenoid products of the mutant strain are tetrahydrobisanhydrobacterioruberin and dihydroisopentenyldehydrorhodopin. When plasmid pJc0507 containing the intact c0507 gene is introduced into the DELTAc0507 strain, the transformant restores the production of bacterioruberin
metabolism
the enzyme is involved in biosynthesis of the C50 carotenoid bacterioruberin
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,1'-dihydroxy-3,4-didehydrolycopene + acceptor
1,1'-dihydroxy-3,4,3',4'-tetradehydrolycopene + reduced acceptor
show the reaction diagram
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38% conversion
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?
1,1'-dihydroxyneurosporene + acceptor
1'-hydroxydemethylspheroidene + reduced acceptor
show the reaction diagram
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39% conversion
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?
1-hydroxy-3',4'-didehydrolycopene + acceptor
1'-hydroxy-3,4,3',4'-tetradehydrolycopene + reduced acceptor
show the reaction diagram
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28% conversion
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?
1-hydroxy-neurosporene + acceptor
demethylspheroidene + reduced acceptor
show the reaction diagram
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47% conversion
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?
1-hydroxylycopene + acceptor
1-hydroxy-3,3-didehydrolycopene + reduced acceptor
show the reaction diagram
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33% conversion
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?
1-methoxy-1'-hydroxy-3,4-didehydrolycopene + acceptor
1-methoxy-1'-hydroxy-3,4,3',4'-tetradehydrolycopene + reduced acceptor
show the reaction diagram
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37% conversion
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r
3,4-didehydrorhodopin + acceptor
3,4,3',4'-tetradehydrorhodopin + reduced acceptor
show the reaction diagram
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asymmetric carotenoid containing 14 conjugated double bonds, produced by molecular variation of CrtD
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?
anhydrorhodovibrin + acceptor
3',4'-didehydroanhydrorhodovibrin + reduced acceptor
show the reaction diagram
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asymmetric carotenoid containing 14 conjugated double bonds, produced by molecular variation of CrtD
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?
dihydrobisanhydrobacterioruberin + acceptor
bisanhydrobacterioruberin + reduced acceptor
show the reaction diagram
dihydroisopentenyldehydrorhodopin + acceptor
isopentenyldehydrorhodopin + reduced acceptor
show the reaction diagram
rhodopin + acceptor
3,4-didehydrorhodopin + reduced acceptor
show the reaction diagram
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-
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?
rhodovibrin + acceptor
monodemethylated spirilloxanthin + reduced acceptor
show the reaction diagram
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-
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?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
dihydrobisanhydrobacterioruberin + acceptor
bisanhydrobacterioruberin + reduced acceptor
show the reaction diagram
A0A0A1GKA2
the enzyme is involved in biosynthesis of the C50 carotenoid bacterioruberin
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-
?
dihydroisopentenyldehydrorhodopin + acceptor
isopentenyldehydrorhodopin + reduced acceptor
show the reaction diagram
A0A0A1GKA2
the enzyme is involved in biosynthesis of the C50 carotenoid bacterioruberin
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-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.019
1,1'-dihydroxyneurosporene
pH 7.8, 28°C
0.025
1-hydroxy-neurosporene
pH 7.8, 28°C
0.04
1-hydroxylycopene
pH 7.8, 28°C
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to 1.97 A resolution. Structure is composed of two distinct domains, an FAD-binding domain and a substrate-binding domain. The substrate-binding domain constitutes a long and hydrophobic tunnel with a length of about 40 A. The tunnel provides an appropriate substrate-binding site for the carotenoid such as 1'-OH-gamma-carotene with a length of about 35 A
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli