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Information on EC 1.14.14.113 - alpha-humulene 10-hydroxylase and Organism(s) Zingiber zerumbet and UniProt Accession E3W9C4

for references in articles please use BRENDA:EC1.14.14.113
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IUBMB Comments
A cytochrome P-450 (heme-thiolate) protein. The recommended numbering of humulene gives 10-hydroxy-alpha-humulene as the product rather than 8-hydroxy-alpha-humulene as used by the reference. See {iupac/sectionF/index::Section F: Natural Product Nomenclature}.
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This record set is specific for:
Zingiber zerumbet
UNIPROT: E3W9C4
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Word Map
The taxonomic range for the selected organisms is: Zingiber zerumbet
The enzyme appears in selected viruses and cellular organisms
Synonyms
cyp71ba1, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
alpha-humulene-8-hydoxylase
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alpha-humulene-8-hydroxylase
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CYP71BA1
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
alpha-humulene,[reduced NADPH-hemoprotein reductase]:oxygen 10-oxidoreductase
A cytochrome P-450 (heme-thiolate) protein. The recommended numbering of humulene gives 10-hydroxy-alpha-humulene as the product rather than 8-hydroxy-alpha-humulene as used by the reference. See {iupac/sectionF/index::Section F: Natural Product Nomenclature}.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
alpha-humulene + O2 + [reduced NADPH-hemoprotein reductase]
10-hydroxy-alpha-humulene + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
alpha-humulene + O2 + [reduced NADPH-hemoprotein reductase]
10-hydroxy-alpha-humulene + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
alpha-humulene + O2 + [reduced NADPH-hemoprotein reductase]
10-hydroxy-alpha-humulene + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
alpha-humulene + O2 + [reduced NADPH-hemoprotein reductase]
10-hydroxy-alpha-humulene + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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-
cytochrome P450
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-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
cytochrome P450 enzyme
Fe2+
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cytochrome P450 enzyme
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
CYP71BA1 transcripts are detected almost exclusively in rhizomes, expression pattern of ZSS1 transcripts during rhizome development
Manually annotated by BRENDA team
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transcripts of ZSS1 and CYP71BA1 encoding the two upstream enzymes of zerumbone biosynthesis are almost exclusively accumulated in rhizomes
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
the enzyme belongs to the cytochrome P450 monooxygenases
evolution
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the enzyme belongs to the cytochrome P450 monooxygenases
metabolism
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CYP71BA1 catalyzes the second step of zerumbone biosynthesis
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
C71A1_ZINZE
513
1
57798
Swiss-Prot
Secretory Pathway (Reliability: 3)
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
functional co-expression of CYP71BA1 with Arabidopsis NADPH-dependent P450 reductase in Saccharomyces cerevisiae strain WAT11 microsomes, additional cloning of Arabidopsis thaliana ATR2 and Zingiber zerumbet ZSS1 encoding an alpha-humulene synthase
CYP71BA1 expression in Escherichia coli. Co-expression with germacrene A hydroxylase P450NSor CYP110C1 from Nostoc sp. PCC 7120 and the Arabidopsis thaliana ATR2 as well as two corresponding enzymes derived from Zingiber officinale, named ZoRED1 and ZoRED2 from one singel expression plasmid, construction, overview. The co-expression enhances CYP71BA1 expression levels by 1.5-2fold comapred to single heterologous expression
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Harada, H.; Shindo, K.; Iki, K.; Teraoka, A.; Okamoto, S.; Yu, F.; Hattan, J.; Utsumi, R.; Misawa, N.
Efficient functional analysis system for cyanobacterial or plant cytochromes P450 involved in sesquiterpene biosynthesis
Appl. Microbiol. Biotechnol.
90
467-476
2011
Zingiber zerumbet
Manually annotated by BRENDA team
Yu, F.; Okamoto, S.; Harada, H.; Yamasaki, K.; Misawa, N.; Utsumi, R.
Zingiber zerumbet CYP71BA1 catalyzes the conversion of ?-humulene to 8-hydroxy-alpha-humulene in zerumbone biosynthesis
Cell. Mol. Life Sci.
68
1033-1040
2011
Zingiber zerumbet (E3W9C4), Zingiber zerumbet
Manually annotated by BRENDA team
Okamoto, S.; Yu, F.; Harada, H.; Okajima, T.; Hattan, J.; Misawa, N.; Utsumi, R.
A short-chain dehydrogenase involved in terpene metabolism from Zingiber zerumbet
FEBS J.
278
2892-2900
2011
Zingiber zerumbet
Manually annotated by BRENDA team