2.3.1.B25: octaketide synthase
This is an abbreviated version!
For detailed information about octaketide synthase, go to the full flat file.
Word Map on EC 2.3.1.B25
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2.3.1.B25
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plant-specific
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aloe
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arborescens
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condensations
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pentaketide
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chromone
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anthraquinone
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dynemicins
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micromonospora
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10-membered
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benzophenone
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calicheamicin
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hexaketide
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precursor-directed
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anthrone
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naphthopyrone
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benzalacetone
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nonaketide
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n-methylanthraniloyl-coa
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acridone
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spring-8
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palmatum
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tetraketides
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neocarzinostatin
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synthesis
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molecular biology
- 2.3.1.B25
-
plant-specific
- aloe
- arborescens
-
condensations
-
pentaketide
- chromone
- anthraquinone
- dynemicins
- micromonospora
-
10-membered
- benzophenone
-
calicheamicin
-
hexaketide
-
precursor-directed
- anthrone
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naphthopyrone
- benzalacetone
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nonaketide
- n-methylanthraniloyl-coa
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acridone
-
spring-8
- palmatum
-
tetraketides
-
neocarzinostatin
- synthesis
- molecular biology
Reaction
16 malonyl-CoA
+
28 H+
=
16 CoA
+
Synonyms
AaOKS, DynE8, enediyne PKS, enediyne polyketide synthase, OKS, oktaketide synthase, PksE, plant type III OKS, plant type III polyketide synthase
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2.3.1.B25 octaketide synthaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 2.3.1.B25 - octaketide synthase
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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
16 malonyl-CoA + 28 H+
16 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 16 CO2 + 16 H2O
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?
8 malonyl-CoA
8 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 8 CO2 + H2O
8 malonyl-CoA
8 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 8 CO2 + H2O
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?
8 malonyl-CoA
8 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 8 CO2 + H2O
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i.e. SEK4 and SEK4b
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?
additional information
?
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the oktaketide synthase reaction is also catalyzed by chalcone synthase (EC 2.3.1.74) mutant T197G/G256L/S338V, CHS containing a double point mutation G256L/S338V not only accepts 4coumaroyl-CoA but also biosynthesizes octaketides SEK4 and 4b, exhausting eight malonyl-CoAs
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?
additional information
?
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recombinant oktaketide synthase catalyzes sequential condensations of eight molecules of malonyl-CoA to yield a 1:4 mixture of aromatic octaketides, 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one and 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one, which are the longest polyketides generated by the structurally simple type III polyketide synthase. Recombinant oktaketide synthase accepts acetyl-CoA, resulting from decarboxylation of malonyl-CoA, as a starter substrate
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?
additional information
?
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enzyme AaOKS, which is related to the chalcone synthase (CHS) gene family, catalyzes the formation of a linear octaketide, solely by using malonyl-CoA as a substrate. Aloesone is formed by spontaneous cyclization of a linear heptaketide chain made from seven malonyl-CoA units
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additional information
?
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the plant type III polyketide synthase, oktaketide synthase (OKS) forms a non-reduced linear octaketide
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additional information
?
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enzyme DynE8 makes 2, which is proposed to form the dynemicin enediyne and anthraquinone in the presence of accessory enzymes, and heptaene 1 in the presence of its native TE, DynE7. The end product is enediyne 3, synthesis pathway, overview
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additional information
?
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enzyme DynE8 makes 2, which is proposed to form the dynemicin enediyne and anthraquinone in the presence of accessory enzymes, and heptaene 1 in the presence of its native TE, DynE7. The end product is enediyne 3, synthesis pathway, overview
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additional information
?
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Micromonospora chersina NRRL B-24756
enzyme DynE8 makes 2, which is proposed to form the dynemicin enediyne and anthraquinone in the presence of accessory enzymes, and heptaene 1 in the presence of its native TE, DynE7. The end product is enediyne 3, synthesis pathway, overview
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