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-CoA + 3 methylmalonyl-CoA + 6 NADPH + 6 H+ + mycocerosate synthase = a trimethylated-mycocerosoyl-[mycocerosate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O
show the reaction diagram
(1)
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a long-chain acyl-CoA + 4 methylmalonyl-CoA + 8 NADPH + 8 H+ + mycocerosate synthase = a tetramethylated-mycocerosoyl-[mycocerosate synthase] + 5 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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SYSTEMATIC NAME
IUBMB Comments
long-chain acyl-CoA:methylmalonyl-CoA C-acyltransferase (mycocerosate-forming)
This mycobacterial enzyme loads long-chain fatty acyl groups from their CoA esters and extends them 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 products remain bound to the enzyme and require 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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PDB
SCOP
CATH
ORGANISM
UNIPROT
Mycobacterium smegmatis (strain ATCC 700084 / mc(2)155)
Mycobacterium smegmatis (strain ATCC 700084 / mc(2)155)
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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 (234 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
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)