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Literature summary for 1.4.3.12 extracted from

  • Leisch, H.; Grosse, S.; Iwaki, H.; Hasegawa, Y.; Lau, P.
    Cyclohexylamine oxidase as a useful biocatalyst for the kinetic resolution and dereacemization of amines (2012), Can. J. Chem., 90, 39-45.
No PubMed abstract available
Search for more literature for 1.4.3.12

Application

Application Comment Organism
synthesis the enzyme is a useful biocatalyst for the kinetic resolution and dereacemization of amines Microbacterium oxydans

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21 cells Microbacterium oxydans

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
cyclohexylamine + O2 + H2O Microbacterium oxydans 100% activity cyclohexanone + NH3 + H2O2
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 ?
cyclohexylamine + O2 + H2O Microbacterium oxydans IH-35A 100% activity cyclohexanone + NH3 + H2O2
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 ?

Organism

Organism UniProt Comment Textmining
Microbacterium oxydans
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-
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Microbacterium oxydans IH-35A
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-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-2-heptylamine + O2 + H2O 0.1% activity compared to cyclohexylamine Microbacterium oxydans heptan-2-one + NH3 + H2O2
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 ?
(R)-2-heptylamine + O2 + H2O 0.1% activity compared to cyclohexylamine Microbacterium oxydans IH-35A heptan-2-one + NH3 + H2O2
-
 ?
(S)-2-heptylamine + O2 + H2O 25% activity compared to cyclohexylamine Microbacterium oxydans heptan-2-one + NH3 + H2O2
-
 ?
(S)-alpha-methylbenzylamine + O2 + H2O 55% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?
1-(4-chlorophenyl)ethanamine + O2 + H2O 35% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
1-(4-fluorophenyl)ethanamine + O2 + H2O 61% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?
1-(4-methylphenyl)ethanamine + O2 + H2O 5% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
1-(4-methylphenyl)methanamine + O2 + H2O 1% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
1-(naphthalen-1-yl)ethanamine + O2 + H2O 1% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?
1-indanamine + O2 + H2O 27% activity compared to cyclohexylamine Microbacterium oxydans 1-indanone + NH3 + H2O2
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 ?
1-phenylethanamine + O2 + H2O 48% activity compared to cyclohexylamine Microbacterium oxydans 1-phenylethanone + NH3 + H2O2
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 ?
2-heptylamine + O2 + H2O 24% activity compared to cyclohexylamine Microbacterium oxydans heptan-2-one + NH3 + H2O2
-
 ?
2-methylcyclohexanamine + O2 + H2O 56% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?
2-methylpropan-1-amine + O2 + H2O 0.1% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?
3-phenylpropan-1-amine + H2O + O2 7% activity compared to cyclohexylamine Microbacterium oxydans ? + NH3 + H2O2
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 ?
3-phenylpropan-1-amine + H2O + O2 7% activity compared to cyclohexylamine Microbacterium oxydans IH-35A ? + NH3 + H2O2
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 ?
4-methylcyclohexylamine + O2 + H2O 133% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
4-methylpiperidine + O2 + H2O 0.1% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
4-phenylbutan-2-amine + O2 + H2O 12% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
5-methylhexan-2-amine + O2 + H2O 9% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
6-amino-2-methylheptan-2-ol + O2 + H2O 0.1% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
bicyclo[2.2.1]heptan-2-amine + O2 + H2O 2% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
butan-2-amine + O2 + H2O 3% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
cycloheptanamine + O2 + H2O 75% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
cyclohexylamine + O2 + H2O 100% activity Microbacterium oxydans cyclohexanone + NH3 + H2O2
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 ?
cyclohexylamine + O2 + H2O 100% activity Microbacterium oxydans IH-35A cyclohexanone + NH3 + H2O2
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 ?
cyclooctanamine + O2 + H2O 23% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
hexan-1-amine + O2 + H2O 1% activity compared to cyclohexylamine Microbacterium oxydans ?
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 ?
additional information no activity with (R)-alpha-methylbenzylamine, 2-methylpiperidine and tetrahydroquinaldine Microbacterium oxydans ?
-
 ?
additional information when cyclohexylamine oxidase in combination with a borane-ammonia complex as reducing agent is applied to the deracemization of several substrates, excellent enantiomeric ratios (higher than 99:1) and good isolated yields (62-75%) of the corresponding (R)-amines are obtained Microbacterium oxydans ?
-
 ?
additional information no activity with (R)-alpha-methylbenzylamine, 2-methylpiperidine and tetrahydroquinaldine Microbacterium oxydans IH-35A ?
-
 ?
additional information when cyclohexylamine oxidase in combination with a borane-ammonia complex as reducing agent is applied to the deracemization of several substrates, excellent enantiomeric ratios (higher than 99:1) and good isolated yields (62-75%) of the corresponding (R)-amines are obtained Microbacterium oxydans IH-35A ?
-
 ?
N-methylcyclohexanamine + O2 + H2O 6% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?
trans-2-aminocyclohexanol + O2 + H2O 16% activity compared to cyclohexylamine Microbacterium oxydans ?
-
 ?

Synonyms

Synonyms Comment Organism
CHAO
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 Microbacterium oxydans