KEGG ENZYME: 1.14.13.247

ENZYME: 1.14.13.247

Entry

EC 1.14.13.247              Enzyme

Name

stachydrine N-demethylase;
L-proline betaine N-demethylase;
stc2 (gene name)

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

L-proline betaine,NAD(P)H:oxygen oxidoreductase (formaldehyde-forming)

Reaction(IUBMB)

L-proline betaine + NAD(P)H + H+ + O2 = N-methyl-L-proline + formaldehyde + NAD(P)+ + H2O [RN:R12511 R12512]

Reaction(KEGG)

R12511 R12512

Substrate

L-proline betaine [CPD:C10172];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]

Product

N-methyl-L-proline [CPD:C22223];
formaldehyde [CPD:C00067];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001]

Comment

The enzyme, characterized from the bacterium Sinorhizobium meliloti 1021, consists of three different types of subunits. The catalytic unit contains a Rieske [2Fe-2S] iron-sulfur cluster, and catalyses the monooxygenation of a methyl group. The resulting N-methoxyl group is unstable and decomposes spontaneously to form formaldehyde. The other subunits are involved in the transfer of electrons from NAD(P)H to the catalytic subunit.

History

EC 1.14.13.247 created 2017

Orthology

K24003

stachydrine N-demethylase

Genes

GAI:	IMCC3135_19215(doxB) IMCC3135_30555(antA)

SME:

SMa0751

SMK:	Sinme_6509 Sinme_6764

SMQ:	SinmeB_5206 SinmeB_5942

SMX:	SM11_pC0481 SM11_pC1269

SMI:	BN406_04196 BN406_04902

SMEG:

C770_GR4pB125 C770_GR4pC1082

SMEL:

SM2011_a0751

SMER:

DU99_20225 DU99_23680

SMD:

Smed_5979

RHI:	NGR_b23410

SFH:	SFHH103_04891

SAME:

SAMCFNEI73_Ch0735

SINO:

SS05631_c03910

ENU:	PYH37_003292

EGI:	PZN02_004935

SKM:	PZL22_005408

PPHR:

APZ00_21050

LAP:	ACP90_16400

LABR:

CHH27_03915

LABP:

FJ695_19770

LABT:

FIU93_22465(antA)

LAGG:

B0E33_28235

SIT:	TM1040_3219(benA)

RUT:	FIU92_15770(doxB)

PGA:	PGA1_c05010

PGL:	PGA2_c04530

PGD:

Gal_04200

PHQ:	D1820_13985

LMD:	METH_15260

LEJ:	ETW24_16860

LAQU:

R2C4_15345

LEV:	ETW23_02070

LCAE:

K3721_01665

YPAC:

CEW88_06790

YAN:	AYJ57_00100

TPRO:

Ga0080559_TMP1788

PABY:

Ga0080574_TMP387

SMED:

JNX03_10340

ROH:	FIU89_05235(antA1)

SAGU:

CDO87_25835

ROT:	FIV09_19155(andAc)

RMH:	LVO79_16445

MALU:

KU6B_39690

PALX:

GQA70_14620 GQA70_21035

TRY:	QF118_08835

MARU:

FIU81_03270(antA)

RSP:

RSP_3978

RSK:	RSKD131_4436

RCP:	RCAP_rcc03351

RHP:	LPB142_04695

PDE:	Pden_1189 Pden_2832

PAMI:

JCM7686_3482

PYE:	A6J80_09815 A6J80_18945

PZH:	CX676_19050

PARO:

CUV01_04060

PAMN:

JCM7685_0217

PMUT:

DPM13_08015 DPM13_18050

PARS:

DRW48_09840

PARR:

EOJ32_16320

PAAK:

FIU66_09370

PKD:	F8A10_00135 F8A10_05930

PPAN:

ESD82_09190 ESD82_21330

PLIA:

E4191_20995

PMAU:

CP157_03390(yeaW)

PMEH:

JWJ88_10845

PSEW:

JHW44_03975 JHW44_16760

PSAP:

JHX88_07965

PFIS:

JHX87_05865

PAEX:

JHW48_17130

PALP:

JHW40_10330

PVER:

E3U25_02835 E3U25_13280 E3U25_20010

PDIM:

PAF18_02600

PFEO:

E3U26_02075 E3U26_08290

RSU:

NHU_03451

RMB:	K529_020165

TSCO:

R1T40_00640

DAA:	AKL17_0127

DON:	BSK21_09055

RBZ:	B9057_04300

THW:	BMG03_13085

TEC:	AKL02_012315

LVS:	LOKVESSMR4R_02619(doxB)

RBG:	BG454_01770

GFU:	KM031_19720

SALO:

EF888_07955

LIT:	FPZ52_13750

PALW:

PSAL_034740

PSHQ:

F3W81_00465

PPAF:

I8N54_16455

FAQ:	G5B39_09560

PMEA:

KTC28_10785

TII:	DY252_06205

THAI:

IT893_14795

TTB:	MACH01_29350

NACI:

NUH88_17760

» show all

Reference

1 [PMID:22224443]

Authors

Daughtry KD, Xiao Y, Stoner-Ma D, Cho E, Orville AM, Liu P, Allen KN

Title

Quaternary ammonium oxidative demethylation: X-ray crystallographic, resonance Raman, and UV-visible spectroscopic analysis of a Rieske-type demethylase.

Journal

J Am Chem Soc 134:2823-34 (2012)
DOI:10.1021/ja2111898

Sequence

[sme:SMa0751]

Reference

2 [PMID:24520058]

Authors

Kumar R, Zhao S, Vetting MW, Wood BM, Sakai A, Cho K, Solbiati J, Almo SC, Sweedler JV, Jacobson MP, Gerlt JA, Cronan JE

Title

Prediction and biochemical demonstration of a catabolic pathway for the osmoprotectant proline betaine.

Journal

MBio 5:e00933-13 (2014)
DOI:10.1128/mBio.00933-13

Sequence

[pde:Pden_1189 Pden_1188]

Other DBs

ExplorEnz - The Enzyme Database:

1.14.13.247

IUBMB Enzyme Nomenclature:

1.14.13.247

ExPASy - ENZYME nomenclature database:

1.14.13.247

BRENDA, the Enzyme Database:

1.14.13.247

All links

Chemical substance (10)   
   KEGG COMPOUND (10)   
Chemical reaction (3)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Gene (196)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (113)   
   KEGG MGENES (82)   
All databases (209)   

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