Information on EC 2.3.1.111 - mycocerosate synthase

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The expected taxonomic range for this enzyme is: Mycobacterium

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EC NUMBER
COMMENTARY hide
2.3.1.111
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RECOMMENDED NAME
GeneOntology No.
mycocerosate synthase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a long-chain acyl-[mycocerosic acid synthase] + 3 methylmalonyl-CoA + 6 NADPH + 6 H+ = a trimethylated-mycocerosoyl-[mycocerosate synthase] + 3 CoA + 3 CO2 + 6 NADP+ + 3 H2O
show the reaction diagram
(1)
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a long-chain acyl-[mycocerosic acid synthase] + 4 methylmalonyl-CoA + 8 NADPH + 8 H+ = a tetramethylated-mycocerosoyl-[mycocerosate synthase] + 4 CoA + 4 CO2 + 8 NADP+ + 4 H2O
show the reaction diagram
(2)
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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decarboxylation
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
dimycocerosyl phthiocerol biosynthesis
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dimycocerosyl triglycosyl phenolphthiocerol biosynthesis
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-
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SYSTEMATIC NAME
IUBMB Comments
long-chain acyl-[mycocerosic acid synthase]:methylmalonyl-CoA C-acyltransferase (mycocerosate-forming)
The enzyme, characterized from mycobacteria, is loaded with a long-chain acyl moiety by EC 6.2.1.49, long-chain fatty acid adenylyltransferase FadD28, and elongates it by incorporation of three or four methylmalonyl (but not malonyl) residues, to form tri- or tetramethyl-branched fatty-acids, respectively, such as 2,4,6,8-tetramethyloctacosanoate (C32-mycocerosate). Since the enzyme lacks a thioesterase domain, the product remains bound and requires additional enzyme(s) for removal. Even though the enzyme can accept C6 to C20 substrates in vitro, it prefers to act on C14-C20 substrates in vivo.
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CAS REGISTRY NUMBER
COMMENTARY hide
95229-19-9
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
eicosanoyl-CoA + 4 methylmalonyl-CoA + 4 NADPH
2,4,6,8-tetramethyloctacosanoyl-CoA + 4 CoA + 4 CO2 + 4 NADP+
show the reaction diagram
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?
eicosanoyl-CoA + 4 methylmalonyl-CoA + 8 NADPH + 8 H+
tetramethyl-branched mycocerosoyl-CoA + 4 CoA + 4 CO2 + 8 NADP+ + 4 H2O
show the reaction diagram
hexanoyl-CoA + methylmalonyl-CoA + NADPH
?
show the reaction diagram
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best substrate
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-
?
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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
eicosanoyl-CoA + 4 methylmalonyl-CoA + 8 NADPH + 8 H+
tetramethyl-branched mycocerosoyl-CoA + 4 CoA + 4 CO2 + 8 NADP+ + 4 H2O
show the reaction diagram
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fatty acid biosynthesis
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-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
bovine serum albumin
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CoA
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1 mM, weak inhibition
NADPH
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above 0.5 mM, weak inhibition
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
238000
490000
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gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
stabilized by glycerol
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ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Glycerol
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stable in 10% glycerol
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20�C, glycerol-buffer, stable for at least 1 month
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Show AA Sequence (240 entries)
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LINKS TO OTHER DATABASES (specific for EC-Number 2.3.1.111)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)