Any feedback?
Information on EC 2.5.1.39 - 4-hydroxybenzoate polyprenyltransferase and Organism(s) Rattus norvegicus and UniProt Accession Q499N4
for references in articles please use BRENDA:EC2.5.1.39Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
2.5.1.39 4-hydroxybenzoate polyprenyltransferaseIUBMB Comments
This enzyme, involved in the biosynthesis of ubiquinone, attaches a polyprenyl side chain to a 4-hydroxybenzoate ring, producing the first ubiquinone intermediate that is membrane bound. The number of isoprenoid subunits in the side chain varies in different species. The enzyme does not have any specificity concerning the length of the polyprenyl tail, and accepts tails of various lengths with similar efficiency [2,4,5].
Specify your search results
The taxonomic range for the selected organisms is: Rattus norvegicus
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
osppt1a, smppt, 4-hydroxybenzoate octaprenyltransferase, coq2p, 4-hydroxybenzoate polyprenyltransferase, nonaprenyl-4-hydroxybenzoate transferase, 4-hydroxybenzoate polyprenyl diphosphate transferase, 4-hydroxybenzoate:polyprenyl transferase, para-hydroxybenzoate-polyprenyl transferase, 4-hydroxybenzoate octaprenyl transferase, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
4-hydroxybenzoate transferase
-
-
-
-
dimethylallyltransferase, p-hydroxybenzoate poly-
-
-
-
-
nonaprenyl-4-hydroxybenzoate transferase
-
-
-
-
p-hydroxybenzoate dimethylallyltransferase
-
-
-
-
p-hydroxybenzoate polyprenyltransferase
-
-
-
-
p-hydroxybenzoic acid-polyprenyl transferase
-
-
-
-
p-hydroxybenzoic-polyprenyl transferase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
alkenyl group transfer
-
-
-
-
PATHWAY SOURCE
PATHWAYS
BRENDA
-
-, -, -, -, -, -, -, -, -, -, -
SYSTEMATIC NAME
IUBMB Comments
polyprenyl-diphosphate:4-hydroxybenzoate polyprenyltransferase
This enzyme, involved in the biosynthesis of ubiquinone, attaches a polyprenyl side chain to a 4-hydroxybenzoate ring, producing the first ubiquinone intermediate that is membrane bound. The number of isoprenoid subunits in the side chain varies in different species. The enzyme does not have any specificity concerning the length of the polyprenyl tail, and accepts tails of various lengths with similar efficiency [2,4,5].
CAS REGISTRY NUMBER
COMMENTARY
9030-77-7
-
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4-hydroxybenzoate + solanesyl-diphosphate
4-hydroxy-3-nonaprenylbenzoate + diphosphate
i.e.all-trans nonaprenyl diphosphate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 4-hydroxy-3-nonaprenylbenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
3-nonaprenyl-4-hydroxybenzoate
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
small amounts of decaprenyl-4-hydroxybenzoate and octaprenylhydroxybenzoate can be found, depending on source of enzyme and substrate used to provide polyprenyl side chains
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
key enzyme in ubiquinone synthesis, it catalyzes the step which brings together the precursor of the benzoquinone ring and the polyisoprenoid side chain, in rat liver the major product is 3-nonaprenyl-4-hydroxybenzoate, in human and guinea pig it is 3-decaprenyl-4-hydroxybenzoate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
additional information
?
-
-
detergents can affect the specificity of the mitochondrial system synthesizing polyprenyl diphosphates
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
key enzyme in ubiquinone synthesis, it catalyzes the step which brings together the precursor of the benzoquinone ring and the polyisoprenoid side chain, in rat liver the major product is 3-nonaprenyl-4-hydroxybenzoate, in human and guinea pig it is 3-decaprenyl-4-hydroxybenzoate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Brij W1
-
activates the enzyme in mitochondria having previously been aged by freezing at -20°C for periods ranging from 1 h to several days
Nonidet P-40
-
activates the enzyme in mitochondria which is aged by freezing at -20°C for periods ranging from 1 h to several days
sodium deoxycholate
-
activates the enzyme in mitochondria which is aged by freezing at -20°C for periods ranging from 1 h to several days
Triton X-100
-
activates the enzyme in mitochondria which is aged by freezing at -20°C for periods ranging from 1 h to several days
Tween 80
-
activates the enzyme in mitochondria which is aged by freezing at -20°C for periods ranging from 1 h to several days
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
4-hydroxybenzoate transferase activity is high during birth and 18 months of age in rat brain
liver nodules induced by 2-acetylaminofluorene treatment are used
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
enzymatic activity is almost doubled in microsomes prepared from nodular tissues
-
-
Golgi III vesicles, high specific activity, associated with inner luminal surface of microsomal vesicles
-
additional information
-
at low levels: rough and smooth I microsomes, mitochondria, not: peroxisomes, cytosol
-
-
smooth II microsome, high specific activity, associated with inner luminal surface of microsomal vesicles
-
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
physiological function
4-hydroxybenzoate transferase activity is high during birth and 18 months of age in rat brain
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). COQ2_RAT
374
5
40406
Swiss-Prot
Mitochondrion (Reliability: 1)
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
isolated mitochondria can be stored frozen for 2-3 weeks prior to preparation of membrane fragments without any loss of activity, preparation of mitochondrial fragments loses activity after 2 cycles of freezing and thawing
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Kalen, A.; Applekvist, E.L.; Chojnacki, T.; Dallner, G.
Nonaprenyl-4-hydroxybenzoate transferase, an enzyme involved in ubiquinone biosynthesis, in the endoplasmic reticulum-Golgi system of rat liver
J. Biol. Chem.
265
1158-1164
1990
Rattus norvegicus
Gupta, A.; Rudney, H.
4-Hydroxybenzoate polyprenyltransferase from rat liver
Methods Enzymol.
110
327-334
1985
Rattus norvegicus
Nishino, T.; Rudney, H.
Effects of detergents on the properties of 4-hydroxybenzoate. Polyprenyl transferase and the specificity of the polyprenyl pyrophosphate synthetic system in mitochondria
Biochemistry
16
605-609
1977
Cavia porcellus, Rattus norvegicus
Tekle, M.; Bentinger, M.; Nordman, T.; Appelkvist, E.L.; Chojnacki, T.; Olsson, J.M.
Ubiquinone biosynthesis in rat liver peroxisomes
Biochem. Biophys. Res. Commun.
291
1128-1133
2002
Rattus norvegicus
Olsson, J.M.; Schedin, S.; Teclebrhan, H.; Eriksson, L.C.; Dallner, G.
Enzymes of the mevalonate pathway in rat liver nodules induced by 2-acetylaminofluorene treatment
Carcinogenesis
6
599-605
1995
Rattus norvegicus (Q499N4)
-
Andersson, M.; Aberg, F.; Teclebrhan, H.; Edlund, C.; Appelkvist, E.L.
Age-dependent modifications in the metabolism of mevalonate pathway lipids in rat brain
Mech. Ageing Dev.
85
1-14
1995
Rattus norvegicus (Q499N4)
EXTERNAL LINKS (specific for EC-Number 2.5.1.39)
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
