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Information on EC 2.3.1.236 - 5-methylnaphthoic acid synthase and Organism(s) Streptomyces sahachiroi and UniProt Accession B4XYB8

for references in articles please use BRENDA:EC2.3.1.236
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IUBMB Comments
A multi-domain polyketide synthase involved in the synthesis of azinomycin B in the bacterium Streptomyces griseofuscus.
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Streptomyces sahachiroi
UNIPROT: B4XYB8
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The taxonomic range for the selected organisms is: Streptomyces sahachiroi
The enzyme appears in selected viruses and cellular organisms
Reaction Schemes
hide
acetyl-CoA
+
5
malonyl-CoA
+
3
NADPH
+
3
H+
=
5-methyl-1-naphthoate
+
6
CoA
+
5
CO2
+
4
H2O
+
3
NADP+
+
5
+
3
+
3
=
+
6
+
5
+
4
+
3
Synonyms
5-methyl-naphthoic acid synthase, AziB, NPA synthase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5-methyl-naphthoic acid synthase
-
AziB
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
malonyl-CoA:acetyl-CoA malonyltransferase (5-methyl-1-naphthoic acid forming)
A multi-domain polyketide synthase involved in the synthesis of azinomycin B in the bacterium Streptomyces griseofuscus.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + 5 malonyl-CoA + 3 NADPH + 3 H+
5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 4 H2O + 3 NADP+
show the reaction diagram
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
acetyl-CoA + 5 malonyl-CoA + 3 NADPH + 3 H+
5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 4 H2O + 3 NADP+
show the reaction diagram
the multi-domain polyketide synthase involved in the synthesis of azinomycin B
-
-
?
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
the multi-domain polyketide synthase involved in the synthesis of azinomycin B
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
AZIB_STREG
1779
0
187473
Swiss-Prot
-
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
constructs harboring mutant aziB, in which site specific mutations are performed for inactivating the KR and DH domains, respectively, are introduced into Streptomyces albus, yielding the recombinant strain AL1007 (to express the KR mutant AziB, G1398A within the NADPH-binding motif GxGxxG), AL1008 (to express the KR mutant AziB, Y1549F at the conserved active site), and AL1009 (to express the DH mutant AziB, H935F within the conserved motif HxxxGxxxxP). Upon HPLC-MS analysis, AL1007, AL1008, and AL1009 fail to produce 5-methyl-NPA, confirming that the reductive and dehydrating actions governed by the KR and DH domains of AziB are essential for the 5-methyl-naphthoic acid formation
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
heterologous expression of aziB in Streptomyces albus. Addition of aziB1 (encoding a P450 hydroxylase) and aziB2 (encoding an O-methyltransferase) to aziB in Streptomyces albus allows for the production of 3-methoxy-5-methyl-naohthoic acid as the first building block for skeleton assembly of azinomycin B
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Zhao, Q.; He, Q.; Ding, W.; Tang, M.; Kang, Q.; Yu, Y.; Deng, W.; Zhang, Q.; Fang, J.; Tang, G.; Liu, W.
Characterization of the azinomycin B biosynthetic gene cluster revealing a different iterative type I polyketide synthase for naphthoate biosynthesis
Chem. Biol.
15
693-705
2008
Streptomyces sahachiroi (B4XYB8)
Manually annotated by BRENDA team
Mori, S.; Simkhada, D.; Zhang, H.; Erb, M.S.; Zhang, Y.; Williams, H.; Fedoseyenko, D.; Russell, W.K.; Kim, D.; Fleer, N.; Ealick, S.E.; Watanabe, C.M.
Polyketide ring expansion mediated by a thioesterase, chain elongation and cyclization domain, in azinomycin biosynthesis: characterization of AziB and AziG
Biochemistry
55
704-714
2016
Streptomyces sahachiroi (B4XYB8), Streptomyces sahachiroi NRRL 2485 (B4XYB8)
Manually annotated by BRENDA team