KEGG ORTHOLOGY: K20262

ORTHOLOGY: K20262

Entry

K20262                      KO

Symbol

phzG

Name

dihydrophenazinedicarboxylate synthase [EC:1.10.3.16]

Pathway

map00405

Phenazine biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

map02024

Quorum sensing

Module

M00835

Pyocyanine biosynthesis, chorismate => pyocyanine

Reaction

R11489

(1R,6R)-1,4,5,5a,6,9-hexahydrophenazine-1,6-dicarboxylate:oxygen oxidoreductase

R11490

(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate:oxygen oxidoreductase

R11491

(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1-carboxylate:oxygen oxidoreductase

R11492

(1R)-1,4,5,10-tetrahydrophenazine-1-carboxylate:oxygen oxidoreductase

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00405 Phenazine biosynthesis
    K20262  phzG; dihydrophenazinedicarboxylate synthase
09140 Cellular Processes
  09145 Cellular community - prokaryotes
   02024 Quorum sensing
    K20262  phzG; dihydrophenazinedicarboxylate synthase
Enzymes [BR:ko01000]
1. Oxidoreductases
  1.10  Acting on diphenols and related substances as donors
   1.10.3  With oxygen as acceptor
    1.10.3.16  dihydrophenazinedicarboxylate synthase
     K20262  phzG; dihydrophenazinedicarboxylate synthase

Other DBs

COG:

COG0259

Genes

SFW:	WN53_03370

ECA:	ECA2698(ehpE)

PATR:

EV46_13180

PATO:

GZ59_18620(ehpE)

PPAV:

LOZ86_13685

PACB:

M9782_10885

LAB:	LA76x_3331(phzG)

LAQ:	GLA29479_2364(phzG)

DYG:	DYGSA30_26120(phzG1)

PAE:	PA1905(phzG2) PA4216(phzG1)

PAEV:

N297_1965(pdxH) N297_4348(pdxH)

PAEI:

N296_1965(pdxH) N296_4348(pdxH)

PAU:	PA14_09410(phzG1) PA14_39880(phzG2)

PAP:	PSPA7_0883 PSPA7_3379

PAG:	PLES_07111(phzG1) PLES_34191(phzG2)

PAF:	PAM18_0721(phzG1) PAM18_3137(phzG2)

PNC:	NCGM2_2822(phzG1) NCGM2_5461(phzG1)

PAEB:

NCGM1900_0743(phzG1) NCGM1900_4584(phzG1)

PDK:	PADK2_03590

PSG:	G655_03625 G655_15590

PRP:	M062_09945 M062_22210

PAEP:

PA1S_03740 PA1S_16415

PAER:

PA1R_gp2107 PA1R_gp5534

PAEM:

U769_03770 U769_16130

PAEL:

T223_03675 T223_17475

PAES:

SCV20265_0745 SCV20265_3490

PAEU:

BN889_04687(phzG2_1) BN889_06679(phzG2_2)

PAEG:

AI22_00170 AI22_17575

PAEC:

M802_1963(pdxH) M802_4346(pdxH)

PAEO:

M801_1964(pdxH) M801_4214(pdxH)

SECH:

B18_04225 B18_21415

PPAA:

B7D75_03670(pdxH) B7D75_15415(pdxH)

PFB:

VO64_0340

POI:	BOP93_12290

PCH:	EY04_26300

PCP:	JM49_05445

PCHP:

C4K32_5265

PYM:	AK972_2559

PSEP:

C4K39_3095

PPII:

QL104_15625(phzG)

PKV:	QYQ93_14715(phzG)

PBAM:

NUH87_15875(phzG)

BUU:	WS70_27195

BUR:	Bcep18194_B1572

BGL:	bglu_2g09280

BGU:	KS03_4989(phzG)

TVL:	FAZ95_31795

RUG:	QC826_13620

CMV:	CMUST_14515

RER:	RER_pREL1-02980

RHOO:

SALS:

STRC:

STRD:

SNW:	BBN63_05600

SQZ:	FQU76_00270 FQU76_33470

SHAW:

CEB94_18890(pdxH)

SAQU:

EJC51_01035

SSEO:

D0Z67_01695(pdxH)

SCIN:

CP977_15870(pdxH)

SHUN:

DWB77_04285(phzG)

SROI:

IAG44_40270(phzG)

SMAO:

CAG99_00505

STUD:

STRTU_005065(phzG)

SCYN:

N8I84_14875(phzG)

SHAU:

K9S39_36130(phzG)

SKG:	KJK29_05865(phzG)

SCHG:

NRO40_23355(phzG) NRO40_27005(phzG)

KBU:	Q4V64_42970(phzG)

SCAJ:

O1G22_43780(phzG)

ABRY:

NYE86_22005(phzG)

LSE:	F1C12_15950(pdxH)

CUM:	NI26_14645

CUB:	BJK06_09775

CUG:	C1N91_14975(pdxH)

CQF:	GBG65_05105(pdxH)

CCIT:

QPK07_15230

CUF:	KM842_14890

CUY:	I8920_14230

CPHY:

B5808_16800

SALC:

C2138_10050(pdxH)

SALD:

FVA74_10700(pdxH)

HUM:	DVJ78_04080

PLAP:

EAO79_06655(pdxH)

PFLU:

BWO91_02840

CELH:

GXP71_13205(pdxH)

BRI:	FDF13_09775(pdxH)

NFC:	KG111_17795

KRI:	OX958_35215

THAO:

NI17_009025(phzG)

NDA:

Ndas_5033

NAKE:

KGD83_26640(phzG)

NOA:	BKM31_19735

MHAI:

OHB01_22680(phzG)

APRE:

CNX65_16905(pdxH)

ACTA:

C1701_23220(pdxH)

ALO:

CRK58743

ACTU:

Actkin_02824(phzG)

PRY:	Prubr_64710(phzG2)

NAV:	JQS30_14025(phzG)

» show all

Reference

PMID:11591691

Authors

Mavrodi DV, Bonsall RF, Delaney SM, Soule MJ, Phillips G, Thomashow LS

Title

Functional analysis of genes for biosynthesis of pyocyanin and phenazine-1-carboxamide from Pseudomonas aeruginosa PAO1.

Journal

J Bacteriol 183:6454-65 (2001)
DOI:10.1128/JB.183.21.6454-6465.2001

Sequence

[pae:PA4216]

Reference

PMID:23897464

Authors

Xu N, Ahuja EG, Janning P, Mavrodi DV, Thomashow LS, Blankenfeldt W

Title

Trapped intermediates in crystals of the FMN-dependent oxidase PhzG provide insight into the final steps of phenazine biosynthesis.

Journal

Acta Crystallogr D Biol Crystallogr 69:1403-13 (2013)
DOI:10.1107/S0907444913008354

LinkDB

ENZYME: 1.10.3.16

Entry

EC 1.10.3.16                Enzyme

Name

dihydrophenazinedicarboxylate synthase;
phzG (gene name)

Class

Oxidoreductases;
Acting on diphenols and related substances as donors;
With oxygen as acceptor

Sysname

1,4,5a,6,9,10a-hexahydrophenazine-1,6-dicarboxylate:oxygen oxidoreductase

Reaction(IUBMB)

(1) (1R,6R)-1,4,5,5a,6,9-hexahydrophenazine-1,6-dicarboxylate + O2 = (1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate + H2O2 [RN:R11489];
(2) (1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate + O2 = (5aS)-5,5a-dihydrophenazine-1,6-dicarboxylate + H2O2 [RN:R11490];
(3) (1R,10aS)-1,4,10,10a-tetrahydrophenazine-1-carboxylate + O2 = (10aS)-10,10a-dihydrophenazine-1-carboxylate + H2O2 [RN:R11491];
(4) (1R)-1,4,5,10-tetrahydrophenazine-1-carboxylate + O2 = (10aS)-5,10-dihydrophenazine-1-carboxylate + H2O2

Reaction(KEGG)

R11489 R11490 R11491;
(other) R11492

Substrate

(1R,6R)-1,4,5,5a,6,9-hexahydrophenazine-1,6-dicarboxylate [CPD:C21408];
O2 [CPD:C00007];
(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate [CPD:C21409];
(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1-carboxylate [CPD:C21411];
(1R)-1,4,5,10-tetrahydrophenazine-1-carboxylate [CPD:C21413]

Product

(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate [CPD:C21409];
H2O2 [CPD:C00027];
(5aS)-5,5a-dihydrophenazine-1,6-dicarboxylate [CPD:C21410];
(10aS)-10,10a-dihydrophenazine-1-carboxylate [CPD:C21412];
(10aS)-5,10-dihydrophenazine-1-carboxylate

Comment

Requires FMN. The enzyme, isolated from the bacteria Pseudomonas fluorescens 2-79 and Burkholderia lata 383, is involved in biosynthesis of the reduced forms of phenazine, phenazine-1-carboxylate, and phenazine-1,6-dicarboxylate, where it catalyses multiple reactions.

History

EC 1.10.3.16 created 2016

Pathway

ec00405

Phenazine biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K20262

dihydrophenazinedicarboxylate synthase

Genes

SFW:	WN53_03370

ECA:	ECA2698(ehpE)

PATR:

EV46_13180

PATO:

GZ59_18620(ehpE)

PPAV:

LOZ86_13685

PACB:

M9782_10885

LAB:	LA76x_3331(phzG)

LAQ:	GLA29479_2364(phzG)

DYG:	DYGSA30_26120(phzG1)

PAE:	PA1905(phzG2) PA4216(phzG1)

PAEV:

N297_1965(pdxH) N297_4348(pdxH)

PAEI:

N296_1965(pdxH) N296_4348(pdxH)

PAU:	PA14_09410(phzG1) PA14_39880(phzG2)

PAP:	PSPA7_0883 PSPA7_3379

PAG:	PLES_07111(phzG1) PLES_34191(phzG2)

PAF:	PAM18_0721(phzG1) PAM18_3137(phzG2)

PNC:	NCGM2_2822(phzG1) NCGM2_5461(phzG1)

PAEB:

NCGM1900_0743(phzG1) NCGM1900_4584(phzG1)

PDK:	PADK2_03590

PSG:	G655_03625 G655_15590

PRP:	M062_09945 M062_22210

PAEP:

PA1S_03740 PA1S_16415

PAER:

PA1R_gp2107 PA1R_gp5534

PAEM:

U769_03770 U769_16130

PAEL:

T223_03675 T223_17475

PAES:

SCV20265_0745 SCV20265_3490

PAEU:

BN889_04687(phzG2_1) BN889_06679(phzG2_2)

PAEG:

AI22_00170 AI22_17575

PAEC:

M802_1963(pdxH) M802_4346(pdxH)

PAEO:

M801_1964(pdxH) M801_4214(pdxH)

SECH:

B18_04225 B18_21415

PPAA:

B7D75_03670(pdxH) B7D75_15415(pdxH)

PFB:

VO64_0340

POI:	BOP93_12290

PCH:	EY04_26300

PCP:	JM49_05445

PCHP:

C4K32_5265

PYM:	AK972_2559

PSEP:

C4K39_3095

PPII:

QL104_15625(phzG)

PKV:	QYQ93_14715(phzG)

PBAM:

NUH87_15875(phzG)

BUU:	WS70_27195

BUR:	Bcep18194_B1572

BGL:	bglu_2g09280

BGU:	KS03_4989(phzG)

TVL:	FAZ95_31795

RUG:	QC826_13620

CMV:	CMUST_14515

RER:	RER_pREL1-02980

RHOO:

RA302_31660

SALS:

SLNWT_0234

STRC:

AA958_30785

STRD:

NI25_24415

SNW:	BBN63_05600

SQZ:	FQU76_00270 FQU76_33470

SHAW:

CEB94_18890(pdxH)

SAQU:

EJC51_01035

SSEO:

D0Z67_01695(pdxH)

SCIN:

CP977_15870(pdxH)

SHUN:

DWB77_04285(phzG)

SROI:

IAG44_40270(phzG)

SMAO:

CAG99_00505

STUD:

STRTU_005065(phzG)

SCYN:

N8I84_14875(phzG)

SHAU:

K9S39_36130(phzG)

SKG:	KJK29_05865(phzG)

SCHG:

NRO40_23355(phzG) NRO40_27005(phzG)

KBU:	Q4V64_42970(phzG)

SCAJ:

O1G22_43780(phzG)

ABRY:

NYE86_22005(phzG)

LSE:	F1C12_15950(pdxH)

CUM:	NI26_14645

CUB:	BJK06_09775

CUG:	C1N91_14975(pdxH)

CQF:	GBG65_05105(pdxH)

CCIT:

QPK07_15230

CUF:	KM842_14890

CUY:	I8920_14230

CPHY:

B5808_16800

SALC:

C2138_10050(pdxH)

SALD:

FVA74_10700(pdxH)

HUM:	DVJ78_04080

PLAP:

EAO79_06655(pdxH)

PFLU:

BWO91_02840

CELH:

GXP71_13205(pdxH)

BRI:	FDF13_09775(pdxH)

NFC:	KG111_17795

KRI:	OX958_35215

THAO:

NI17_009025(phzG)

NDA:

Ndas_5033

NAKE:

KGD83_26640(phzG)

NOA:	BKM31_19735

MHAI:

OHB01_22680(phzG)

APRE:

CNX65_16905(pdxH)

ACTA:

C1701_23220(pdxH)

ALO:

CRK58743

ACTU:

Actkin_02824(phzG)

PRY:	Prubr_64710(phzG2)

NAV:	JQS30_14025(phzG)

» show all

Reference

1 [PMID:23897464]

Authors

Xu N, Ahuja EG, Janning P, Mavrodi DV, Thomashow LS, Blankenfeldt W

Title

Trapped intermediates in crystals of the FMN-dependent oxidase PhzG provide insight into the final steps of phenazine biosynthesis.

Journal

Acta Crystallogr D Biol Crystallogr 69:1403-13 (2013)
DOI:10.1107/S0907444913008354

Other DBs

ExplorEnz - The Enzyme Database:

1.10.3.16

IUBMB Enzyme Nomenclature:

1.10.3.16

ExPASy - ENZYME nomenclature database:

1.10.3.16

BRENDA, the Enzyme Database:

1.10.3.16

LinkDB

REACTION: R11490

Entry

R11490                      Reaction

Name

(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate:oxygen oxidoreductase

Definition

(1R,10aS)-1,4,10,10a-Tetrahydrophenazine-1,6-dicarboxylate + Oxygen <=> (5aS)-5,5a-Dihydrophenazine-1,6-dicarboxylate + Hydrogen peroxide

Equation

C21409 + C00007 <=> C21410 + C00027

Reaction class

RC03451

C21409_C21410

Enzyme

1.10.3.16

Pathway

rn00405

Phenazine biosynthesis

rn01110

Biosynthesis of secondary metabolites

Brite

Enzymatic reactions [BR:br08201]
1. Oxidoreductase reactions
  1.10  Acting on diphenols and related substances as donors
   1.10.3  With oxygen as acceptor
    1.10.3.16
     R11490  (1R,10aS)-1,4,10,10a-Tetrahydrophenazine-1,6-dicarboxylate + Oxygen <=> (5aS)-5,5a-Dihydrophenazine-1,6-dicarboxylate + Hydrogen peroxide

Orthology

K20262

dihydrophenazinedicarboxylate synthase [EC:1.10.3.16]

Other DBs

RHEA:

49895

LinkDB

DBGET integrated database retrieval system