KEGG ENZYME: 1.14.13.236

ENZYME: 1.14.13.236

Entry

EC 1.14.13.236              Enzyme

Name

toluene 4-monooxygenase;
TMO

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

toluene,NADH:oxygen oxidoreductase (4-hydroxylating)

Reaction(IUBMB)

toluene + NADH + H+ + O2 = 4-methylphenol + NAD+ + H2O [RN:R05666]

Reaction(KEGG)

R05666

Substrate

toluene [CPD:C01455];
NADH [CPD:C00004];
H+ [CPD:C00080];
O2 [CPD:C00007]

Product

4-methylphenol [CPD:C01468];
NAD+ [CPD:C00003];
H2O [CPD:C00001]

Comment

This bacterial enzyme belongs to a family of soluble diiron hydroxylases that includes toluene-, benzene-, xylene- and methane monooxygenases, phenol hydroxylases, and alkene epoxidases. The enzyme comprises a four-component complex that includes a hydroxylase, NADH-ferredoxin oxidoreductase, a Rieske-type [2Fe-2S] ferredoxin, and an effector protein.

History

EC 1.14.13.236 created 2017

Pathway

ec00623

Toluene degradation

ec01100

Metabolic pathways

ec01120

Microbial metabolism in diverse environments

Orthology

K15760

toluene monooxygenase system protein A

K15761

toluene monooxygenase system protein B

K15763

toluene monooxygenase system protein D

K15764

toluene monooxygenase system protein E

Genes

PSD:	DSC_04385 DSC_04390 DSC_04400 DSC_04405

MSR:	AU15_20735 AU15_20740 AU15_20750 AU15_20755

CZA:	CYCME_2094 CYCME_2095 CYCME_2097 CYCME_2098

THIS:

HZT40_03305 HZT40_03320 HZT40_03325

TBN:	TBH_C0915 TBH_C0916 TBH_C0918 TBH_C0919

SINI:

GT972_13790 GT972_13795 GT972_13805 GT972_13810

VFF:	VITFI_CDS2830 VITFI_CDS2831 VITFI_CDS2833 VITFI_CDS2834

RPI:	Rpic_4632 Rpic_4633 Rpic_4635 Rpic_4636

RPF:	Rpic12D_3556 Rpic12D_3557 Rpic12D_3559 Rpic12D_3560

CNC:	CNE_BB1p12320(tmoE) CNE_BB1p12330(tmoD) CNE_BB1p12350(tmoB) CNE_BB1p12360(tmoA)

REU:	Reut_B5675 Reut_B5676 Reut_B5678 Reut_B5679

RME:	Rmet_1312(tmoE) Rmet_1313(tmoD) Rmet_1315(tmoB) Rmet_1316(tmoA)

CTI:	pRALTA_0461(tmoA) pRALTA_0462(tmoB) pRALTA_0465(tmoD) pRALTA_0466(tmoE)

CCAX:

KZ686_10020 KZ686_10025 KZ686_10035 KZ686_10040

BVI:	Bcep1808_7608

BCON:

NL30_24535 NL30_24540 NL30_24550 NL30_24555

BSTL:

BBJ41_10535 BBJ41_10540 BBJ41_10550 BBJ41_10555

BUG:	BC1001_PA6406(tmoE) BC1001_PA6407(tmoD) BC1001_PA6409(tmoB) BC1001_PA6410(tmoA)

BGE:	BC1002_6838 BC1002_6839 BC1002_6841 BC1002_6845

BPX:	BUPH_05041 BUPH_05042 BUPH_08274(tmoA) BUPH_08478

PARB:

CJU94_38140 CJU94_38145 CJU94_38155 CJU94_38160

PSAA:

QEN71_40025 QEN71_40030 QEN71_40040 QEN71_40045

PPK:	U875_01855 U875_01860 U875_01870 U875_01875

PRB:	X636_07595 X636_07600 X636_07610 X636_07615

PCOM:

NTU39_08980 NTU39_08985 NTU39_08995 NTU39_09000 NTU39_10785 NTU39_10790 NTU39_10795

BHO:	D560_1528(touE) D560_1529 D560_1530 D560_1531(tmoA)

BHM:	D558_1519(touE) D558_1520 D558_1521 D558_1522(tmoA)

HPSE:

HPF_01785(tmoE) HPF_01790(tmoD) HPF_01800(tmoB) HPF_01805(tmoA1)

HTN:	KI616_01905 KI616_01910 KI616_01920 KI616_01925

MPT:	Mpe_A0814(tbuA1) Mpe_A0815(tbuU) Mpe_A0817(tbuV) Mpe_A0818(tbuA2) Mpe_A2540(tbuU) Mpe_A2542(tbuV) Mpe_A2543(tbuA2)

METP:

C1M51_16275 C1M51_16280 C1M51_16290 C1M51_16295

IDC:	LRM40_19610 LRM40_19615 LRM40_19625 LRM40_19630

RBU:	PG1C_06390 PG1C_06395 PG1C_06405 PG1C_06410 PG1C_06860 PG1C_06865 PG1C_06875 PG1C_06880

DAR:	Daro_3816 Daro_3817 Daro_3819 Daro_3820

DEY:	HYN24_09680 HYN24_09685 HYN24_09695 HYN24_09700

DDEN:

KI615_16995 KI615_17000 KI615_17010 KI615_17015

FLE:	KI610_08735 KI610_08740 KI610_08750 KI610_08755

AZD:	CDA09_10195 CDA09_10200 CDA09_10210 CDA09_10215

AZR:	CJ010_11500 CJ010_11505 CJ010_11515 CJ010_11520

THAU:

C4PIVTH_0962(tmoE) C4PIVTH_0963(tmoD) C4PIVTH_0965(tmoB) C4PIVTH_0966(tmoA)

THK:	CCZ27_06370 CCZ27_06375 CCZ27_06385 CCZ27_06390

BBT:	BBta_1594 BBta_1595 BBta_1597 BBta_1598

AOL:	S58_10630 S58_10640 S58_10660 S58_10670

BRO:	BRAD285_2998 BRAD285_2999 BRAD285_3001 BRAD285_3002

XDI:	EZH22_10090 EZH22_10095 EZH22_10105 EZH22_10110 EZH22_30900 EZH22_30905 EZH22_30915 EZH22_30920

APOL:

K9D25_20280 K9D25_20285 K9D25_20295 K9D25_20300 K9D25_21345 K9D25_21350 K9D25_21360 K9D25_21365

HMC:	HYPMC_2241(tmoE) HYPMC_2242(tmoD) HYPMC_2244 HYPMC_2245(tmoA)

ACIB:

ACBT_0269(tmoE) ACBT_0270(tmoD) ACBT_0272(tmoB) ACBT_0273(tmoA)

LLU:	AKJ09_01040 AKJ09_01043 AKJ09_01044

BTS:	Btus_2065 Btus_2066 Btus_2068 Btus_2069

SAY:	TPY_0635 TPY_0636 TPY_0638 TPY_0639

SAP:	Sulac_3000 Sulac_3001 Sulac_3003 Sulac_3004

MSHG:

MSG_02600(mphN) MSG_02601(tmoB) MSG_02603(tmoD) MSG_02604

MFJ:	MFLOJ_53260 MFLOJ_53270 MFLOJ_53290 MFLOJ_53300

MSTO:

MSTO_08220 MSTO_08230 MSTO_08250 MSTO_08260

MSAK:

MSAS_06380 MSAS_06390 MSAS_06410 MSAS_06420

MLW:	MJO58_13450 MJO58_13465 MJO58_13470

MPHL:

MPHLCCUG_04537(tmoE) MPHLCCUG_04538(tmoD) MPHLCCUG_04540(tmoB) MPHLCCUG_04541(tmoA)

MLL:	B1R94_25125 B1R94_25130 B1R94_25140 B1R94_25145

MHAS:

MHAS_04833(tmoA) MHAS_04834(tmoB) MHAS_04836(tmoD) MHAS_04837(tmoE)

MMAG:

MMAD_01670 MMAD_01680 MMAD_01710

MMOR:

MMOR_05330 MMOR_05340 MMOR_05360 MMOR_05370

MANY:

MANY_23670 MANY_23680 MANY_23700 MANY_23710

MTER:

4434518_03546(tmoE) 4434518_03547(tmoD) 4434518_03549(tmoB) 4434518_03550(tmoA)

MHIB:

MHIB_29660 MHIB_29670 MHIB_29690 MHIB_29700

CCYC:

SCMU_04660 SCMU_04670 SCMU_04690 SCMU_04700

NFR:	ERS450000_00312(tmoA) ERS450000_00313(tmoB) ERS450000_00314(tmoD) ERS450000_00315(tmoE)

ROA:	Pd630_LPD03568 Pd630_LPD03569 Pd630_LPD03571 Pd630_LPD03572

RKO:	JWS14_48075 JWS14_48080 JWS14_48085 JWS14_48090

ROZ:	CBI38_31755 CBI38_31760 CBI38_32135 CBI38_32140 CBI38_32150 CBI38_32155 CBI38_32265 CBI38_32275 CBI38_32280

GPO:	GPOL_c08420 GPOL_c08430 GPOL_c08440 GPOL_c08450

PHW:	G7075_19675 G7075_19680 G7075_19690 G7075_19695

FRA:	Francci3_0211 Francci3_0212 Francci3_0214 Francci3_0215

FSY:	FsymDg_1864

AMQ:	AMETH_6107 AMETH_6108 AMETH_6109 AMETH_6110

AMYC:

CU254_12375 CU254_12380 CU254_12385 CU254_12390

AACD:

LWP59_25960 LWP59_25965 LWP59_25970 LWP59_25975 LWP59_38050 LWP59_38055 LWP59_38065 LWP59_38070

ARHD:

VSH64_15610 VSH64_15615 VSH64_15625 VSH64_15630

PDX:	Psed_0812 Psed_0813 Psed_0814 Psed_0815 Psed_1155 Psed_1156 Psed_1158 Psed_1159 Psed_1436 Psed_1437 Psed_1438 Psed_1439 Psed_6058 Psed_6059 Psed_6061 Psed_6062

PBRO:

HOP40_29385 HOP40_29390 HOP40_29395 HOP40_29400

PPEL:

H6H00_07165 H6H00_07170 H6H00_07175 H6H00_07180

SBAE:

DSM104329_03635(tmoA)

TRO:	trd_A0919 trd_A0920 trd_A0922 trd_A0923

NAJ:	B1756_14060 B1756_14070 B1756_14075 B1756_14085

SSO:	SSO1227(tmoA) SSO1228(tmoA) SSO1231(tmoD) SSO1233(tmoE)

SOL:	Ssol_2196 Ssol_2199 Ssol_2200

SSOA:

SULA_2229 SULA_2232 SULA_2233

SSOL:

SULB_2230 SULB_2233 SULB_2234

SSOF:

SULC_2227 SULC_2230 SULC_2231

SSHI:

J5U23_02013 J5U23_02014 J5U23_02017 J5U23_02018

SIS:	LS215_0420 LS215_0421 LS215_0424 LS215_0425

SID:	M164_0419 M164_0420 M164_0423 M164_0424

SIN:	YN1551_2652 YN1551_2653 YN1551_2656 YN1551_2657

SII:	LD85_0410 LD85_0411 LD85_0414 LD85_0415

SIH:	SiH_0426 SiH_0427 SiH_0430 SiH_0431

SIR:	SiRe_0384 SiRe_0385 SiRe_0388 SiRe_0389

SIC:

SiL_0415

SULA:

BFU36_13245 BFU36_13250 BFU36_13265 BFU36_13270

SULE:

GFS03_03520 GFS03_03525 GFS03_03540 GFS03_03545

SULO:

GFS33_07675 GFS33_07680 GFS33_07695 GFS33_07700

SULL:

EWF20_11120 EWF20_11125 EWF20_11140 EWF20_11145

AMAN:

B6F84_00770 B6F84_00790 B6F84_00795 B6F84_00810

ABRI:

DFR85_14340 DFR85_14345 DFR85_14360 DFR85_14370

PAS:	Pars_0542 Pars_0543 Pars_0546 Pars_0548

POG:

Pogu_1801

» show all

Reference

1 [PMID:2019563]

Authors

Whited GM, Gibson DT

Title

Toluene-4-monooxygenase, a three-component enzyme system that catalyzes the oxidation of toluene to p-cresol in Pseudomonas mendocina KR1.

Journal

J Bacteriol 173:3010-6 (1991)
DOI:10.1128/JB.173.9.3010-3016.1991

Reference

2 [PMID:11297417]

Authors

Hemmi H, Studts JM, Chae YK, Song J, Markley JL, Fox BG

Title

Solution structure of the toluene 4-monooxygenase effector protein (T4moD).

Journal

Biochemistry 40:3512-24 (2001)
DOI:10.1021/bi0013703

Reference

3 [PMID:18479085]

Authors

Schwartz JK, Wei PP, Mitchell KH, Fox BG, Solomon EI

Title

Geometric and electronic structure studies of the binuclear nonheme ferrous active site of toluene-4-monooxygenase: parallels with methane monooxygenase and insight into the role of the effector proteins in O2 activation.

Journal

J Am Chem Soc 130:7098-109 (2008)
DOI:10.1021/ja800654d

Reference

4 [PMID:22264099]

Authors

Bailey LJ, Acheson JF, McCoy JG, Elsen NL, Phillips GN Jr, Fox BG

Title

Crystallographic analysis of active site contributions to regiospecificity in the diiron enzyme toluene 4-monooxygenase.

Journal

Biochemistry 51:1101-13 (2012)
DOI:10.1021/bi2018333

Reference

5 [PMID:24798294]

Authors

Hosseini A, Brouk M, Lucas MF, Glaser F, Fishman A, Guallar V

Title

Atomic picture of ligand migration in toluene 4-monooxygenase.

Journal

J Phys Chem B 119:671-8 (2015)
DOI:10.1021/jp502509a

Other DBs

ExplorEnz - The Enzyme Database:

1.14.13.236

IUBMB Enzyme Nomenclature:

1.14.13.236

ExPASy - ENZYME nomenclature database:

1.14.13.236

BRENDA, the Enzyme Database:

1.14.13.236

DBGET integrated database retrieval system