Information on EC 1.1.1.260 - sulcatone reductase:
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The expected taxonomic range for this enzyme is: Bacteria

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EC NUMBERCOMMENTARY
1.1.1.260-

RECOMMENDED NAMEGeneOntology No.
sulcatone reductaseGO:0050491

REACTIONREACTION DIAGRAMCOMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
sulcatol + NAD+ = sulcatone + NADH + H+
show the reaction diagram		Studies on the effect of growth-state and nutrient supply on the stereochemistry of sulcatone reduction in Clostridia pasteurianum, C. tyrobutyricum and Lactobacillus brevis suggest that there may at least two sulcatone reductases with different stereospecificities---

REACTION TYPEORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
oxidation----
redox reaction----
reduction----

PATHWAYKEGG LinkMetaCyc Link
No entries in this field

SYSTEMATIC NAMEIUBMB Comments
sulcatol:NAD+ oxidoreductaseStudies on the effects of growth-stage and nutrient supply on the stereochemistry of sulcatone reduction in Clostridia pasteurianum, C. tyrobutyricum and Lactobacillus brevis suggest that there may be at least two sulcatone reductases with different stereospecificities.

SYNONYMSORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

CAS REGISTRY NUMBERCOMMENTARY
196522-54-0-

ORGANISMCOMMENTARYLITERATURESEQUENCE CODESEQUENCE DB SOURCE
Aspergillus niger-207955--Manually annotated by BRENDA team
Clostridium tyrobutyricum-207955--Manually annotated by BRENDA team
Clostridium tyrobutyricumstrain PON5207954--Manually annotated by BRENDA team
Clostridium tyrobutyricumstrains AuxP, PON5207953--Manually annotated by BRENDA team
Clostridium tyrobutyricum PON5strain PON5207954--Manually annotated by BRENDA team
Galactomyces geotrichum-207955--Manually annotated by BRENDA team
Gnathotrichus retusus-207955--Manually annotated by BRENDA team
Gnathotrichus sulcatus-207955--Manually annotated by BRENDA team
Lactobacillus brevis-207953--Manually annotated by BRENDA team
Saccharomyces cerevisiae-207955--Manually annotated by BRENDA team
Thermoanaerobacter brockii-207955--Manually annotated by BRENDA team

GENERAL INFORMATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SUBSTRATEPRODUCT                      REACTION DIAGRAMORGANISM UNIPROT ACCESSION NO. COMMENTARY/
Substrate		 LITERATURE/
Substrate		 COMMENTARY/
Product		 LITERATURE/
Product		 Reversibility
r=reversible
ir=irreversible
?=not specified
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration207953sulcatol207953r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Thermoanaerobacter brockii-sulcatone207955100% enantiomeric excess for S(+)-sulcatol207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Galactomyces geotrichum-sulcatone20795596% sulcatol R enantiomer after 17 h reaction time207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Gnathotrichus retusus-sulcatone207955only sensitive to S enantiomer, inhibited by the R enantiomer207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Saccharomyces cerevisiae, Aspergillus niger-sulcatone207955sulcatol207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Lactobacillus brevis-sulcatone207953sulcatol207953r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Galactomyces geotrichum-sulcatone207955sulcatol207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-sulcatone207953sulcatol207953r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-sulcatone207954sulcatol207954r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum, Gnathotrichus sulcatus, Gnathotrichus retusus, Thermoanaerobacter brockii-sulcatone207955sulcatol207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Saccharomyces cerevisiae, Thermoanaerobacter brockii-sulcatone207955S enantiomer formed207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Gnathotrichus sulcatus-sulcatone207955mixture of 65% S(+)- and 35% S(-)-sulcatol isomers207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-sulcatone20795580% of sulcatol R enantiomer after 48 h reaction time207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Aspergillus niger-sulcatone20795580% sulcatol R(-) enantiomer after 24 h reaction time207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Lactobacillus brevis-R(-)-sulcatol in high enantiomeric excess formed irrespective of pregrowth period and substrate concentration207953sulcatol207953r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Thermoanaerobacter brockii TCC35047-sulcatone207955100% enantiomeric excess for S(+)-sulcatol, sulcatol, S enantiomer formed207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Thermoanaerobacter brockii ATCC35047-sulcatone207955100% enantiomeric excess for S(+)-sulcatol, sulcatol, S enantiomer formed207955r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum ZJU-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration, sulcatone207953sulcatol207953r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum CNRZ-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration, sulcatone207953sulcatol207953r
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum PON5-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration, sulcatone207953sulcatol207953r

NATURAL SUBSTRATESNATURAL PRODUCTSREACTION DIAGRAMORGANISM UNIPROT ACCESSION NO.COMMENTARY SUBSTRATELITERATURE
(Substrate)		COMMENTARY PRODUCTLITERATURE
(Product)
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration207953sulcatol207953
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Thermoanaerobacter brockii-sulcatone207955100% enantiomeric excess for S(+)-sulcatol207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Galactomyces geotrichum-sulcatone20795596% sulcatol R enantiomer after 17 h reaction time207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Gnathotrichus retusus-sulcatone207955only sensitive to S enantiomer, inhibited by the R enantiomer207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Saccharomyces cerevisiae, Aspergillus niger-sulcatone207955sulcatol207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Lactobacillus brevis-sulcatone207953sulcatol207953
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Galactomyces geotrichum-sulcatone207955sulcatol207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-sulcatone207953sulcatol207953
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-sulcatone207954sulcatol207954
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum, Gnathotrichus sulcatus, Gnathotrichus retusus, Thermoanaerobacter brockii-sulcatone207955sulcatol207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Saccharomyces cerevisiae, Thermoanaerobacter brockii-sulcatone207955S enantiomer formed207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Gnathotrichus sulcatus-sulcatone207955mixture of 65% S(+)- and 35% S(-)-sulcatol isomers207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum-sulcatone20795580% of sulcatol R enantiomer after 48 h reaction time207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Aspergillus niger-sulcatone20795580% sulcatol R(-) enantiomer after 24 h reaction time207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Lactobacillus brevis-R(-)-sulcatol in high enantiomeric excess formed irrespective of pregrowth period and substrate concentration207953sulcatol207953
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Thermoanaerobacter brockii TCC35047-sulcatone207955100% enantiomeric excess for S(+)-sulcatol, sulcatol, S enantiomer formed207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Thermoanaerobacter brockii ATCC35047-sulcatone207955100% enantiomeric excess for S(+)-sulcatol, sulcatol, S enantiomer formed207955
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum ZJU-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration, sulcatone207953sulcatol207953
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum CNRZ-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration, sulcatone207953sulcatol207953
6-methylhept-5-en-2-one + NADH6-methylhept-5-en-2-ol + NAD+
show the reaction diagram		Clostridium tyrobutyricum PON5-enantiomeric selectivity substantially affected by pregrowth period and substrate concentration, sulcatone207953sulcatol207953

COFACTORORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATUREIMAGE
NADHLactobacillus brevis--207953 2D-image
NADHClostridium tyrobutyricum CNRZ, Clostridium tyrobutyricum PON5, Clostridium tyrobutyricum ZJU--207953, 207954 2D-image
NADHAspergillus niger--207955 2D-image
NADHClostridium tyrobutyricum--207953, 207954, 207955 2D-image
NADHGalactomyces geotrichum, Galactomyces geotrichum NCIM, Galactomyces geotrichum Y05, Gnathotrichus retusus, Gnathotrichus sulcatus, Saccharomyces cerevisiae, Thermoanaerobacter brockii, Thermoanaerobacter brockii ATCC35047, Thermoanaerobacter brockii TCC35047--207955 2D-image
NADPHClostridium tyrobutyricum--207954, 207955 2D-image
NADPHThermoanaerobacter brockii, Thermoanaerobacter brockii ATCC35047, Thermoanaerobacter brockii TCC35047--207955 2D-image

METALS and IONS ORGANISM UNIPROT ACCESSION NO.COMMENTARY LITERATURE
No entries in this field

INHIBITORSORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

ACTIVATING COMPOUNDORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

KM VALUE [mM]KM VALUE [mM] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

TURNOVER NUMBER [1/s] TURNOVER NUMBER MAXIMUM[1/s] SUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

kcat/KM VALUE [1/mMs-1]kcat/KM VALUE [1/mMs-1] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

Ki VALUE [mM]Ki VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

IC50 VALUE [mM]IC50 VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

SPECIFIC ACTIVITY [µmol/min/mg] SPECIFIC ACTIVITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pH OPTIMUMpH MAXIMUMORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
No entries in this field

pH RANGEpH RANGE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

TEMPERATURE OPTIMUMTEMPERATURE OPTIMUM MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

TEMPERATURE RANGE TEMPERATURE MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pI VALUEpI VALUE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SOURCE TISSUE ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE SOURCE
cell cultureLactobacillus brevis, Lactobacillus brevis 250, Lactobacillus brevis CGMCC, Lactobacillus brevis EQUILAIT, Lactobacillus brevis IOEB 9809, Lactobacillus brevis Lb85, Lactobacillus brevis RO1--207953Manually annotated by BRENDA team
cell cultureAspergillus niger--207955Manually annotated by BRENDA team
cell cultureClostridium tyrobutyricum, Clostridium tyrobutyricum CNRZ, Clostridium tyrobutyricum PON5, Clostridium tyrobutyricum ZJU--207953, 207954, 207955Manually annotated by BRENDA team
cell cultureGalactomyces geotrichum, Galactomyces geotrichum NCIM, Galactomyces geotrichum Y05, Gnathotrichus retusus, Gnathotrichus sulcatus, Saccharomyces cerevisiae, Thermoanaerobacter brockii, Thermoanaerobacter brockii ATCC35047, Thermoanaerobacter brockii TCC35047--207955Manually annotated by BRENDA team

LOCALIZATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY GeneOntology No. LITERATURE SOURCE
No entries in this field

PDBSCOPCATHORGANISM
No entries in this field

MOLECULAR WEIGHT MOLECULAR WEIGHT MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

SUBUNITS ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

POSTTRANSLATIONAL MODIFICATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

Crystallization/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

pH STABILITYpH STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

TEMPERATURE STABILITYTEMPERATURE STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
No entries in this field

GENERAL STABILITYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

ORGANIC SOLVENT ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

OXIDATION STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

STORAGE STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

Purification/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
partialClostridium tyrobutyricum, Clostridium tyrobutyricum CNRZ, Clostridium tyrobutyricum PON5, Clostridium tyrobutyricum ZJU-207954

Cloned/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

EXPRESSION ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

ENGINEERINGORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

Renatured/COMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

APPLICATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
synthesisAspergillus niger, Clostridium tyrobutyricum, Clostridium tyrobutyricum CNRZ, Clostridium tyrobutyricum PON5, Clostridium tyrobutyricum ZJU, Galactomyces geotrichum, Galactomyces geotrichum NCIM, Galactomyces geotrichum Y05, Gnathotrichus retusus, Gnathotrichus sulcatus, Saccharomyces cerevisiae, Thermoanaerobacter brockii, Thermoanaerobacter brockii ATCC35047, Thermoanaerobacter brockii TCC35047-preparation of sulcatol enantiomers207955

REF. AUTHORS TITLE JOURNAL VOL. PAGES YEAR ORGANISM (UNIPROT ACCESSION NO.)LINK TO PUBMEDSOURCE
207953Tidswell, E.C.; Salter, G.J.; Kell, D.B.; Morris, J.G.Enantioselectivity of sulcatone reduction by some anaerobic bacteriaEnzyme Microb. Technol.21143-1471997Clostridium tyrobutyricum, Lactobacillus brevis-
207954Tidswell, E.C.; Thompson, A.N.; Morris, J.G.Selection in chemostat culture of a mutant strain of Clostridium tyrobutyricum improved in its reduction of ketonesAppl. Microbiol. Biotechnol.35317-3221991Clostridium tyrobutyricum, Clostridium tyrobutyricum PON5-
207955Belan, A.; Bolte, J.; Fauve, A.; Gourcy, J.G.; Veschambre, H.Use of biological systems for the preparation of chiral molecules. 3. An application in pheromone synthesis: Preparation of sulcatol enantiomersJ. Org. Chem.52256-2601987Aspergillus niger, Clostridium tyrobutyricum, Galactomyces geotrichum, Gnathotrichus retusus, Gnathotrichus sulcatus, Saccharomyces cerevisiae, Thermoanaerobacter brockii-

LINKS TO OTHER DATABASES (specific for EC-Number 1.1.1.260)
ExplorEnz
ExPASy
KEGG
MetaCyc
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)