BRENDA - Enzyme Database show
show all sequences of 1.14.13.22

Production of cyclohexanone monooxygenase from Acinetobacter calcoaceticus for large scale Baeyer-Villiger monooxygenase reactions

Barclay, S.S.; Woodley, J.M.; Lilly, M.D.; Spargo, P.L.; Pettman, A.J.; Biotechnol. Lett. 23, 385-388 (2001)
No PubMed abstract available

Data extracted from this reference:

Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
cyclohexanone + NADPH + O2
Acinetobacter calcoaceticus
-
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
-
?
additional information
Acinetobacter calcoaceticus
inductive growth on cyclohexanol, addition of cyclohexanone
?
-
-
-
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Acinetobacter calcoaceticus
-
inducible by cyclohexanone; NCIB 9871
-
Purification (Commentary)
Commentary
Organism
industrial scale production
Acinetobacter calcoaceticus
Specific Activity [micromol/min/mg]
Specific Activity Minimum [Ámol/min/mg]
Specific Activity Maximum [Ámol/min/mg]
Commentary
Organism
additional information
-
-
Acinetobacter calcoaceticus
Storage Stability
Storage Stability
Organism
-18░C, crude homogenates, negligible loss of activity, 2 months
Acinetobacter calcoaceticus
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-hexyl-cyclopentanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
?
-
-
-
?
4-methylcyclohexanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
6-hexanolide + NADP+ + H2O
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
438991
Acinetobacter calcoaceticus
?
cyclohexanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
-
-
?
additional information
inductive growth on cyclohexanol, addition of cyclohexanone
438991
Acinetobacter calcoaceticus
?
-
-
-
-
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
cyclohexanone + NADPH + O2
Acinetobacter calcoaceticus
-
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
-
?
additional information
Acinetobacter calcoaceticus
inductive growth on cyclohexanol, addition of cyclohexanone
?
-
-
-
Purification (Commentary) (protein specific)
Commentary
Organism
industrial scale production
Acinetobacter calcoaceticus
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [Ámol/min/mg]
Specific Activity Maximum [Ámol/min/mg]
Commentary
Organism
additional information
-
-
Acinetobacter calcoaceticus
Storage Stability (protein specific)
Storage Stability
Organism
-18░C, crude homogenates, negligible loss of activity, 2 months
Acinetobacter calcoaceticus
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-hexyl-cyclopentanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
?
-
-
-
?
4-methylcyclohexanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
6-hexanolide + NADP+ + H2O
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
438991
Acinetobacter calcoaceticus
?
cyclohexanone + NADPH + O2
-
438991
Acinetobacter calcoaceticus
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
-
-
?
additional information
inductive growth on cyclohexanol, addition of cyclohexanone
438991
Acinetobacter calcoaceticus
?
-
-
-
-
Other publictions for EC 1.14.13.22
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [░C]
Temperature Range [░C]
Temperature Stability [░C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [░C] (protein specific)
Temperature Range [░C] (protein specific)
Temperature Stability [░C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
742398
Kohl
Co-expression of an alcohol d ...
Acinetobacter sp., Acinetobacter sp. NCIMB 9871
Enzyme Microb. Technol.
108
53-58
2018
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743230
Schmidt
Library Growth and Protein Ex ...
Acinetobacter sp. NCIMB9871
Methods Mol. Biol.
1685
145-156
2018
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741489
van Beek
Engineering cyclohexanone mon ...
Acinetobacter calcoaceticus
ACS Chem. Biol.
12
291-299
2017
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1
1
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7
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7
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1
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10
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741726
Aalbers
Coupled reactions by coupled ...
Thermocrispum municipale
Appl. Microbiol. Biotechnol.
101
7557-7565
2017
-
1
1
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742146
Karande
Biocatalytic conversion of cy ...
Acidovorax sp. CHX100
Biotechnol. Bioeng.
115
312-320
2017
-
1
1
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742583
Milker
Escherichia coli fails to eff ...
Acinetobacter sp. NCIMB9871
Front. Microbiol.
8
2201
2017
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1
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741605
Romero
Characterization and crystal ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871, Thermocrispum municipale, Thermocrispum municipale DSM 44D49
Angew. Chem. Int. Ed. Engl.
55
15852-15855
2016
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1
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9
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2
12
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1
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28
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3
16
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9
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28
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3
16
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9
9
742951
Schmidt
The effect of disulfide bond ...
Acinetobacter sp. NCIMB9871
J. Biotechnol.
214
199-211
2015
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1
1
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3
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5
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5
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741493
Yachnin
Lactone-bound structures of c ...
Rhodococcus sp. HI-31
ACS Chem. Biol.
9
2843-2851
2014
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742529
van Beek
Stabilization of cyclohexanon ...
Acinetobacter sp. NCIMB9871
FEBS Open Bio
4
168-174
2014
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4
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6
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4
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724071
Leipold
Cloning, expression and charac ...
Ilyonectria destructans, Ilyonectria destructans ATCC 11011
Appl. Microbiol. Biotechnol.
94
705-717
2012
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1
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7
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3
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7
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7
7
725734
Alexander
-
Enantioselective oxidation by ...
Polaromonas sp.
J. Mol. Catal. B
78
105-110
2012
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724875
Bucko
Continuous testing system for ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
Enzyme Microb. Technol.
49
284-288
2011
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1
1
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10
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698499
Mirza
Crystal structures of cyclohex ...
Rhodococcus sp. HI-31
J. Am. Chem. Soc.
131
8848-8854
2009
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1
1
1
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2
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11
1
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11
1
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1
1
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699080
Doo
Productivity of cyclohexanone ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
J. Biotechnol.
142
164-169
2009
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1
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685723
Kim
-
Cloning and characterization o ...
Arthrobacter sp., Arthrobacter sp. BP2, Arthrobacter sp. L661, Rhodococcus sp., Rhodococcus sp. Phi1, Rhodococcus sp. Phi2, Rhodococcus sp. TK6
Biotechnol. Bioprocess Eng.
13
40-47
2008
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684613
Lee
Enhanced production of epsilon ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
Appl. Microbiol. Biotechnol.
76
329-338
2007
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675581
Kayser
New bioorganic reagents: evolv ...
Escherichia coli
J. Org. Chem.
71
8424-8430
2006
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1
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4
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1
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676285
Mihovilovic
Microbial Baeyer-Villiger oxid ...
Acinetobacter sp., Acinetobacter sp. NCIMB 9871
Org. Lett.
8
1221-1224
2006
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1
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6
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671186
Ottolina
-
Enzymatic Baeyer-Villiger oxid ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
Adv. Synth. Catal.
347
1035-1040
2005
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1
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675461
Secundo
-
Comparative study of the prope ...
Acinetobacter calcoaceticus
J. Mol. Catal. B
34
1-6
2005
1
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659743
Zambianchi
-
Comparison of cyclohexanone mo ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
J. Mol. Catal. B
31
165-171
2004
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660532
Colonna
-
Oxidation of secondary amines ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
Tetrahedron
60
569-575
2004
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657585
Brzostowicz
mRNA differential display in a ...
Arthrobacter sp., Arthrobacter sp. BP2, Rhodococcus pyridinivorans, Rhodococcus pyridinivorans Phi 1, Rhodococcus ruber, Rhodococcus ruber Phi 2
Appl. Environ. Microbiol.
69
334-342
2003
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658433
Cheesman
Critical role of histidine res ...
Acinetobacter sp.
Chem. Biol. Interact.
146
157-164
2003
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660539
Colonna
-
Oxidation of amines catalyzed ...
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
Tetrahedron Lett.
44
869-871
2003
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438989
Zambianchi
Use of isolated cyclohexanone ...
Acinetobacter calcoaceticus
Biotechnol. Bioeng.
78
489-496
2002
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438990
Sheng
Mechanistic studies of cyclohe ...
Acinetobacter sp.
Biochemistry
40
11156-11167
2001
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438991
Barclay
-
Production of cyclohexanone mo ...
Acinetobacter calcoaceticus
Biotechnol. Lett.
23
385-388
2001
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438992
Cheesman
purification and characterizat ...
Acinetobacter sp.
Protein Expr. Purif.
21
81-86
2001
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438997
Kneller
ESI- and MALDI-MS analysis of ...
Acinetobacter sp.
Biochem. Biophys. Res. Commun.
282
899-903
2001
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438993
Hasegawa
Purification and characterizat ...
Exophiala jeanselmei, Exophiala jeanselmei KUFI-6N
Biosci. Biotechnol. Biochem.
64
2696-2698
2000
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438988
Chen
-
Asymmetric oxidations at sulfu ...
Acinetobacter sp.
New J. Chem.
23
827-832
1999
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438987
Colonna
-
A new enzymic enantioselective ...
Acinetobacter sp.
Chem. Commun. (Camb.)
1997
439-440
1997
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438994
Pasta
-
Synthesis of chiral benzyl alk ...
Acinetobacter sp.
Tetrahedron
6
933-936
1995
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438995
Carrea
-
Effects of substrate structure ...
Acinetobacter sp.
Tetrahedron
3
1063-1068
1992
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438968
Trudgill
Cyclohexanone 1,2-monooxygenas ...
Acinetobacter sp.
Methods Enzymol.
188
70-77
1990
1
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438969
Abril
-
Enzymatic Baeyer-Villiger type ...
Acinetobacter sp.
Bioorg. Chem.
17
41-52
1989
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438970
Trower
Characterization of an FMN-con ...
Xanthobacter sp.
Eur. J. Biochem.
181
199-206
1989
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10
1
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1
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438972
Manstein
Stereochemistry and accessibil ...
Acinetobacter sp.
Biochemistry
27
2300-2305
1988
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438996
Chen
Acinetobacter cyclohexanone mo ...
Acinetobacter sp.
J. Bacteriol.
170
781-789
1988
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438973
Latham
-
Mechanism-based in activation ...
Acinetobacter sp.
J. Am. Chem. Soc.
109
3421-3427
1987
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6
5
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10
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4
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438974
Magor
Comparative study of the abili ...
Xanthobacter autotrophicus, Xanthobacter sp.
Appl. Environ. Microbiol.
52
665-671
1986
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10
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7
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438975
Latham
-
Retention of configuration in ...
Acinetobacter sp.
J. Chem. Soc. Chem. Commun.
1986
527-528
1986
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438976
Latham
-
Allylic and propargylic phenyl ...
Acinetobacter sp.
J. Chem. Soc. Chem. Commun.
1986
528-530
1986
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3
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4
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3
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-
286378
Trower
Isolation and characterization ...
Xanthobacter sp.
Appl. Environ. Microbiol.
49
1282-1289
1985
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-
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4
1
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4
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1
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7
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1
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4
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7
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438978
Trower
-
Characterization of a cyclohex ...
Pseudomonas sp., Xanthobacter sp.
Biochem. Soc. Trans.
13
463-464
1985
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2
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1
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3
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1
2
7
1
2
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1
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438979
Branchaud
-
Functional group diversity in ...
Acinetobacter sp.
J. Am. Chem. Soc.
107
2153-2161
1985
-
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1
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15
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15
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15
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438980
Schwab
-
Cyclohexanone oxygenase: stere ...
Acinetobacter sp.
J. Am. Chem. Soc.
105
4800-4808
1983
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1
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438986
Walsh
-
Mechanistic studies on mercuri ...
Acinetobacter sp., Nocardia sp., Pseudomonas aeruginosa, Pseudomonas aeruginosa PA 09501
Colloq. Ges. Biol. Chem. Mosbach
34
140-148
1983
-
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4
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3
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23
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6
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6
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23
-
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438981
Ougham
Metabolism of cyclohexaneaceti ...
Arthrobacter sp., Arthrobacter sp. CA1
J. Bacteriol.
150
1172-1182
1982
-
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2
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4
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438982
Ryerson
Mechanistic studies on cyclohe ...
Acinetobacter sp.
Biochemistry
21
2644-2655
1982
1
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2
3
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1
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2
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1
1
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2
1
1
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2
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4
2
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1
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4
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2
3
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1
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1
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2
1
1
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2
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438983
Light
Studies on the chirality of su ...
Acinetobacter sp.
Biochemistry
21
2490-2498
1982
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3
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2
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438984
Donoghue
The purification and propertie ...
Acinetobacter sp., Nocardia globerula
Eur. J. Biochem.
63
175-192
1976
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1
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12
15
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5
1
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2
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2
2
29
2
2
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2
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5
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5
1
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12
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15
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2
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1
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2
2
29
2
2
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2
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438985
Norris
Multiple forms of cyclohexanon ...
Nocardia globerula
Eur. J. Biochem.
63
193-198
1976
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7
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1
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2
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7
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