Literature summary for 1.4.3.12 extracted from

Li, G.; Ren, J.; Yao, P.; Duan, Y.; Zhang, H.; Wu, Q.; Feng, J.; Lau, P.; Zhu, D.
Deracemization of 2-methyl-1,2,3,4-tetrahydroquinoline using mutant cyclohexylamine oxidase obtained by iterative saturation mutagenesis (2014), ACS Catal., 4, 903-908 .

No PubMed abstract available

Search for more literature for 1.4.3.12

Cloned(Commentary)

Cloned (Comment)	Organism
expressed in Escherichia coli BL21(DE3) cells	Microbacterium oxydans

Protein Variants

Protein Variants	Comment	Organism
L199T	the mutant shows reduced catalytic efficiency with (S)-1-phenylethanamine and increased catalytic efficiency with 2-methyl-1,2,3,4-tetrahydroquinoline compared to the wild type enzyme	Microbacterium oxydans
M226F	the mutant shows reduced catalytic efficiency with (S)-1-phenylethanamine and increased catalytic efficiency with 2-methyl-1,2,3,4-tetrahydroquinoline compared to the wild type enzyme	Microbacterium oxydans
T198F	the mutant shows reduced catalytic efficiency with (S)-1-phenylethanamine and increased catalytic efficiency with 2-methyl-1,2,3,4-tetrahydroquinoline compared to the wild type enzyme	Microbacterium oxydans
T198F/L199S	the mutant exhibits 240times higher catalytic efficiency with 2-methyl-1,2,3,4-tetrahydroquinoline than the wild type enzyme. The mutant shows reduced catalytic efficiency with (S)-1-phenylethanamine compared to the wild type enzyme	Microbacterium oxydans
T198F/L199S/M226F	the mutant exhibits 406times higher catalytic efficiency with 2-methyl-1,2,3,4-tetrahydroquinoline than the wild type enzyme. The mutant shows reduced catalytic efficiency with (S)-1-phenylethanamine compared to the wild type enzyme	Microbacterium oxydans
Y459T	the mutant shows reduced catalytic efficiency with (S)-1-phenylethanamine and increased catalytic efficiency with 2-methyl-1,2,3,4-tetrahydroquinoline compared to the wild type enzyme	Microbacterium oxydans

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
0.27	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.29	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme Y459T, at pH 6.5 and 30°C	Microbacterium oxydans
0.36	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F/L199S, at pH 6.5 and 30°C	Microbacterium oxydans
0.56	-	(S)-1-phenylethanamine	wild type enzyme, at pH 6.5 and 30°C	Microbacterium oxydans
0.62	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.66	-	(S)-1-phenylethanamine	mutant enzyme M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.69	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F, at pH 6.5 and 30°C	Microbacterium oxydans
0.79	-	(S)-1-phenylethanamine	mutant enzyme Y459T, at pH 6.5 and 30°C	Microbacterium oxydans
0.91	-	(S)-1-phenylethanamine	mutant enzyme L199T, at pH 6.5 and 30°C	Microbacterium oxydans
0.99	-	(S)-1-phenylethanamine	mutant enzyme T198F, at pH 6.5 and 30°C	Microbacterium oxydans
0.99	-	(S)-1-phenylethanamine	mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C	Microbacterium oxydans
1.03	-	(S)-1-phenylethanamine	mutant enzyme T198F/L199S, at pH 6.5 and 30°C	Microbacterium oxydans
1.06	-	2-methyl-1,2,3,4-tetrahydroquinoline	wild type enzyme, at pH 6.5 and 30°C	Microbacterium oxydans
1.12	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme L199T, at pH 6.5 and 30°C	Microbacterium oxydans

Natural Substrates/ Products (Substrates)

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

Organism

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

Purification (Commentary)

Purification (Comment)	Organism
DEAE column chromatography, and Superdex 200 gel filtration	Microbacterium oxydans

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(S)-1-phenylethanamine + O2 + H2O	-	Microbacterium oxydans	? + NH3 + H2O2	-	?
(S)-1-phenylethanamine + O2 + H2O	-	Microbacterium oxydans IH-35A	? + NH3 + H2O2	-	?
2-methyl-1,2,3,4-tetrahydroquinoline + O2 + H2O	-	Microbacterium oxydans	(R)-2-methyl-1,2,3,4-tetrahydroquinoline + NH3 + H2O2	-	?
2-methyl-1,2,3,4-tetrahydroquinoline + O2 + H2O	-	Microbacterium oxydans IH-35A	(R)-2-methyl-1,2,3,4-tetrahydroquinoline + NH3 + H2O2	-	?
cyclohexylamine + O2 + H2O	-	Microbacterium oxydans	cyclohexanone + NH3 + H2O2	-	?
cyclohexylamine + O2 + H2O	-	Microbacterium oxydans IH-35A	cyclohexanone + NH3 + H2O2	-	?

Subunits

Subunits	Comment	Organism
?	x * 50000, SDS-PAGE	Microbacterium oxydans

Synonyms

Synonyms	Comment	Organism
CHAO	-	Microbacterium oxydans

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism	Structure
0.003	-	2-methyl-1,2,3,4-tetrahydroquinoline	wild type enzyme, at pH 6.5 and 30°C	Microbacterium oxydans
0.06	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.15	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F, at pH 6.5 and 30°C	Microbacterium oxydans
0.16	-	(S)-1-phenylethanamine	mutant enzyme Y459T, at pH 6.5 and 30°C	Microbacterium oxydans
0.19	-	(S)-1-phenylethanamine	mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.23	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme L199T, at pH 6.5 and 30°C	Microbacterium oxydans
0.25	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F/L199S, at pH 6.5 and 30°C	Microbacterium oxydans
0.27	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme Y459T, at pH 6.5 and 30°C	Microbacterium oxydans
0.29	-	(S)-1-phenylethanamine	mutant enzyme T198F/L199S, at pH 6.5 and 30°C	Microbacterium oxydans
0.31	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.76	-	(S)-1-phenylethanamine	mutant enzyme L199T, at pH 6.5 and 30°C	Microbacterium oxydans
1.4	-	(S)-1-phenylethanamine	mutant enzyme T198F, at pH 6.5 and 30°C	Microbacterium oxydans
1.55	-	(S)-1-phenylethanamine	mutant enzyme M226F, at pH 6.5 and 30°C	Microbacterium oxydans
4.15	-	(S)-1-phenylethanamine	wild type enzyme, at pH 6.5 and 30°C	Microbacterium oxydans

kcat/KM [mM/s]

kcat/KM Value [1/mMs^-1]	kcat/KM Value Maximum [1/mMs^-1]	Substrate	Comment	Organism	Structure
0.003	-	2-methyl-1,2,3,4-tetrahydroquinoline	wild type enzyme, at pH 6.5 and 30°C	Microbacterium oxydans
0.1	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.19	-	(S)-1-phenylethanamine	mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C	Microbacterium oxydans
0.2	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme L199T, at pH 6.5 and 30°C	Microbacterium oxydans
0.21	-	(S)-1-phenylethanamine	mutant enzyme Y459T, at pH 6.5 and 30°C	Microbacterium oxydans
0.22	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F, at pH 6.5 and 30°C	Microbacterium oxydans
0.28	-	(S)-1-phenylethanamine	mutant enzyme T198F/L199S, at pH 6.5 and 30°C	Microbacterium oxydans
0.68	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F/L199S, at pH 6.5 and 30°C	Microbacterium oxydans
0.84	-	(S)-1-phenylethanamine	mutant enzyme L199T, at pH 6.5 and 30°C	Microbacterium oxydans
0.92	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme Y459T, at pH 6.5 and 30°C	Microbacterium oxydans
1.15	-	2-methyl-1,2,3,4-tetrahydroquinoline	mutant enzyme T198F/L199S/M226F, at pH 6.5 and 30°C	Microbacterium oxydans
1.42	-	(S)-1-phenylethanamine	mutant enzyme T198F, at pH 6.5 and 30°C	Microbacterium oxydans
2.35	-	(S)-1-phenylethanamine	mutant enzyme M226F, at pH 6.5 and 30°C	Microbacterium oxydans
7.42	-	(S)-1-phenylethanamine	wild type enzyme, at pH 6.5 and 30°C	Microbacterium oxydans

Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.

Release 2023.1 (January 2023)