KEGG ENZYME: 6.1.3.1

ENZYME: 6.1.3.1

Entry

EC 6.1.3.1                  Enzyme

Name

olefin beta-lactone synthetase;
oleC (gene name)

Class

Ligases;
Forming carbon-oxygen bonds;
Cyclo-ligases

Sysname

(2R,3S)-2-alkyl-3-hydroxyalkanoate ligase (beta-lactone,AMP-forming)

Reaction(IUBMB)

ATP + a (2R,3S)-2-alkyl-3-hydroxyalkanoate = AMP + diphosphate + a cis-3-alkyl-4-alkyloxetan-2-one [RN:R11775]

Reaction(KEGG)

R11775

Substrate

ATP [CPD:C00002];
(2R,3S)-2-alkyl-3-hydroxyalkanoate [CPD:C21645]

Product

AMP [CPD:C00020];
diphosphate [CPD:C00013];
cis-3-alkyl-4-alkyloxetan-2-one [CPD:C21657]

Comment

The enzyme, found in certain bacterial species, participates in a pathway for the production of olefins. It forms a beta-lactone. The alkyl group at C2 of the substrate ends up as the 3-alkyl group of the product.

History

EC 6.1.3.1 created 2017

Orthology

K22319

olefin beta-lactone synthetase

K25044

cis-3-alkyl-4-acyloxetan-2-one decarboxylase / olefin beta-lactone synthetase

Genes

KCO:	BWI95_06495

KOT:	EH164_03280

KOB:	HF650_20330

PLU:

plu4510

PLUM:

A4R40_22330

PAY:

PAU_04013

PTT:	VY86_10480

PAKH:

B0X70_22720

PLUI:

CE143_22760

PRAG:

EKN56_16240

XFA:

XF_2276

XFT:

PD_1311

XFM:	Xfasm12_1468

XFN:	XfasM23_1395

XFF:	XFLM_00650

XFL:	P303_06255

XFS:	D934_06110

XFH:	XFHB_08780

XTW:	AB672_07520

XCC:

XCC0218

XCB:

XC_0228

XCA:	xcc-b100_0237

XCP:

XCR_4305

XCV:

XCV0243

XAX:

XACM_0223

XAC:

XAC0237

XCI:	XCAW_00635(caiC)

XCT:	J151_00354

XCJ:	J158_00352

XCU:	J159_00352

XCN:	J169_00350

XCW:	J162_00351

XCR:	J163_00351

XCM:	J164_00351

XCF:	J172_00345

XFU:	XFF4834R_chr02080

XAO:	XAC29_01220

XOM:	XOO3984(XOO3984)

XOO:	XOO4215(CaiC)

XOP:

PXO_03950

XOY:	AZ54_02865

XOR:

XOC_0333

XOZ:	BE73_22755

XAL:

XALC_3069

XSA:	SB85_13820

XTN:	FD63_01120

XFR:	BER92_17850

XVE:	BJD12_13760

XPE:	BJD13_15865

XHR:	XJ27_16870

XGA:	BI317_23595

XPH:	XppCFBP6546_10730(XppCFBP6546P_10730)

XVA:	C7V42_01020

XAN:	AC801_01010

XAR:	XB05_17870

XHY:	FZ025_08640

XCZ:	EBN15_19065

XTH:	G4Q83_18975

XEU:	XSP_000239(oleC)

XHD:	LMG31886_02570(oleC)

XPR:	MUG10_09135

XAG:	HEP73_00278

XDY:	NYR95_01340

XAS:	HEP74_00271

SML:

Smlt0208

SMT:

Smal_0170

BUJ:	BurJV3_0162

SMZ:

SMD_0178

SACZ:

AOT14_35100

STEK:

AXG53_15315

SRH:	BAY15_0301

SLM:	BIZ42_10300

STEN:

CCR98_00915

STEM:

CLM74_00925

STES:

MG068_00780

SINC:

DAIF1_01820(lcfB)

SPAQ:

STNY_R02120

STEQ:

ICJ04_17650

SGEN:

RKE57_00650

PSU:	Psesu_0125

PSUW:

WQ53_07285

PSD:

DSC_15430

PMEX:

H4W19_13910

PJP:	LAG73_18680

PDD:	MNQ95_05840

PWI:	MWN52_18390

LAB:	LA76x_4682

LAQ:	GLA29479_4477

LCP:	LC55x_0359

LGU:	LG3211_0384

LEZ:

GLE_0202

LEM:

LEN_4733

LMB:	C9I47_0307

LYT:	DWG18_14360

LUE:	DCD74_09630

LYJ:	FKV23_00855

LSOL:

GOY17_18050

LSX:	H8B22_06705

LARE:

HIV01_014685

LHX:	LYSHEL_13660

LCAS:

LYSCAS_13660

LCIC:

INQ41_12450

LAVI:

INQ42_12080

LLZ:	LYB30171_00152(oleC)

LAUX:

LA521A_36210

LYA:	RDV84_05565

LUM:	CNR27_02290

LUS:	E5843_01180

LUG:	FPZ22_06720

THES:

FHQ07_09325

THEH:

G7079_01940

TCN:	H9L16_04220

XBA:	C7S18_19960 C7S18_19980

VTA:

A1844

PPR:	PBPRA1464(XF2276)

SON:	SO_1744(oleC)

SDN:

Sden_1371

SFR:

Sfri_1367

SAZ:

Sama_1184

SBL:

Sbal_1552

SBM:	Shew185_1548

SBN:	Sbal195_1582

SBP:	Sbal223_2798

SBT:	Sbal678_1619

SBS:	Sbal117_1659

SBB:	Sbal175_2780

SLO:

Shew_1715

SPC:	Sputcn32_1447

SHP:	Sput200_1460

SSE:

Ssed_1512

SPL:

Spea_2734

SHE:	Shewmr4_2546

SHM:	Shewmr7_2613

SHN:	Shewana3_2713

SHW:	Sputw3181_2652

SHL:

Shal_2818

SWD:

Swoo_3157

SWP:

swp_3334

SVO:

SVI_3043

SHF:	CEQ32_07535

SJA:	SJ2017_1517

SPSW:

Sps_01975

SBJ:	CF168_07315

SMAV:

CFF01_10785

SHEW:

CKQ84_00025

SLJ:	EGC82_14490

SMAI:

EXU30_02220

SPOL:

FH971_12835

SBK:	SHEWBE_2083

SKH:	STH12_00743(lcfB)

SAES:

HBH39_06150

SLIT:

JQC75_05805

SCAA:

TUM17387_25560(oleC)

SPSH:

FM037_19440

SEUR:

FM038_007255

SCYP:

JYB88_06040

SSEM:

JYB85_06335

SGLA:

FJ709_06000

SINV:

K8B83_10015

SXM:	MKD32_13215

SVM:	KDH10_001505

SHEJ:

MZ182_06925

SACH:

K0H61_11440

SAEG:

K0H80_08710

SDEO:

D0436_14490

SMES:

K0I73_07980

SHAO:

K0H81_11215

SZH:	K0H63_06435

SSPA:

K0I31_08855

SHNS:

K0J45_08685

SRHS:

K0I63_08805

SPSJ:

K0I62_08440

SMAY:

K0H60_13695

SOG:	RA178_14650

SPSR:

EGC80_19540

CPS:

CPS_2155

COM:	CMT41_10375

PIN:

Ping_1999

PSY:	PCNPT3_05860

MVS:

MVIS_1673

MYA:	MORIYA_1232

MOQ:	HWV03_08485 HWV03_13895

WMA:	WM2015_2415

WEZ:	IC757_04070

GAI:	IMCC3135_24165(acsA_2)

OAI:	OLEAN_C17450

GSN:	YC6258_05097

SVA:

SVA_3744

GPB:	HDN1F_02410

BOS:	BSY19_2101

BVV:	BHK69_25825

LABR:

CHH27_07235

CEH:	CEW89_09480

MALU:

KU6B_29510

HAT:	RC74_12640

LSAL:

KBK07_03025

RBG:	BG454_14940

PSEB:

EOK75_04325

PBAE:

P8S53_20205

GEM:

GM21_2118

GEB:

GM18_2132

GUR:

Gura_2008

GEO:

Geob_3151

GLO:

Glov_2271

TAMM:

GEAMG1_1680

GBM:

Gbem_2100

GBN:	GEOBRER4_19300(oleC)

GER:	KP004_09505

GSUB:

KP001_05690

GNT:	KP003_08910

GPL:	M1B72_11265

PACE:

A6070_07235

PPD:

Ppro_3117

DES:	DSOUD_2644 DSOUD_3292

DPS:

DP2631

DSF:

UWK_02995

DLM:	DPPLL_16310

DPR:	Despr_2659

DEO:	CAY53_08365

DOG:	HP555_05660

DBK:	DGMP_15670

DDU:

GF1_25090

ECOM:

QTN59_10185

DOL:

Dole_2010

DAT:	HRM2_21830

DTO:	TOL2_C24940

DOV:	DSCO28_06020

DWD:	DSCW_10490

DALK:

DSCA_08770

DML:	Dmul_23320

DLI:

dnl_18050

DMM:	dnm_089040

VIN:	AKJ08_2416

SAMY:

DB32_004416

BBAE:

FRD01_10185

BBA:

Bd3151

BBAT:

Bdt_3081

BBAC:

EP01_01055

BDZ:	DOM22_00485

BMX:	BMS_0542 BMS_1439

HAX:	BALOs_1168 BALOs_1696

BSTO:

C0V70_08410 C0V70_09530

PSTI:

SOO65_11670

BLR:	BRLA_c023870

BRW:	GOP56_04755

CLE:	Clole_3974

CEW:	EKH84_01180

MVA:

Mvan_1080

MPSC:

MPSYJ_00370

NFA:

NFA_34570

NFR:	ERS450000_00593(fcbA2)

NCY:	NOCYR_2360

NBR:	O3I_027200

NNO:	NONO_c19430

NSL:	BOX37_16880

NSR:	NS506_01611(lys2) NS506_05575(entE)

NTP:	CRH09_11565 CRH09_29055

NOZ:	DMB37_06255

NOD:	FOH10_01645 FOH10_07005

NAH:	F5544_27070

NAD:	NCTC11293_03166(fadD_3)

NIE:	KV110_26590

NTC:	KHQ06_10845 KHQ06_28980

NHU:	H0264_10050 H0264_19100 H0264_35200

NYA:	LTV02_06160 LTV02_22790

NGP:	LTT66_26470

NSPU:

IFM12276_21730

NYU:	D7D52_02595 D7D52_11425

RHW:	BFN03_19170

RRZ:	CS378_18560

RTM:	G4H71_11405 G4H71_18410

RANT:

RHODO2019_13225

GIT:	C6V83_16555

SGRF:

SGFS_081370

SAMB:

SAM23877_7350

STRD:

NI25_11220

SGV:	B1H19_06240

SLK:	SLUN_02580

STIR:

DDW44_00195

SGZ:	C0216_32115

SHAW:

CEB94_37340

SSPO:

DDQ41_00075

SPAC:

B1H29_01570

SCOE:

CP976_38585

SNF:	JYK04_07455(ppsA_2)

SVD:	CP969_29065

SAUH:

SU9_001780

SHAU:

K9S39_02410

KIT:	CFP65_7006

STRI:

C7M71_028200

LXL:	KDY119_02264(oleC)

PSIC:

J4E96_06840

CMI:

CMM_2154

CMH:	VO01_10020

CMS:

CMS1847

CMC:

CMN_02121

CCAP:

AES38_10520

CZH:	H9X71_10915

CPHA:

FGI33_02335

CCAF:

FGD68_13240

MTS:

MTES_0536

MCW:	A8L33_02695

MPAL:

BO218_00780

MIH:	BJP65_04545

MLV:	CVS47_00573(acs)

MWA:	E4K62_15620

MLZ:	F6J85_14990

MCHN:

HCR76_03795

MICS:

C1N74_10465

MARK:

QUC20_10415

MINV:

T9R20_13440

RTX:	TI83_10140

RTC:	APU90_06920

RTN:	A6122_2397

RRY:	C1O28_10935

RIA:	C7V51_14965

RFS:	C1I64_12805

RTE:	GSU10_02655

CUM:	NI26_13035

CUB:	BJK06_11650

CUG:	C1N91_13450

CQF:	GBG65_03450

CCIT:

QPK07_13515

FSB:	GCM10025867_15410

CART:

PA27867_0153

CRY:	B7495_00675

MALK:

MalAC0309_0666

MDB:	OVN18_07370

MYL:	C3E77_02030

SALA:

ESZ53_01600

SALD:

FVA74_09115

PLAP:

EAO79_05140

AGRO:

JSQ78_07895

MANT:

BHD05_11890

FRN:	F1C15_06375

AGX:	AGREI_0631

SUBT:

KPL76_12535

NAEI:

GCM126_33350

ARR:	ARUE_c21520

ARM:

ART_1189

ARL:	AFL94_04865

ARE:	AL755_14780

AAQ:	AOC05_09355

ARW:	MB46_09740

ARY:	ATC04_12985

ARQ:	BWQ92_22595

ACRY:

AC20117_20160

ARTP:

E5206_10070

AAGI:

NCTC2676_1_01688(dhaA)

AJG:	KKR91_11275

ASUN:

KG104_12080

ASUF:

MNQ99_08600

ACAO:

NF551_10360

AZH:	MUK71_10440

AGEG:

MUG94_11235

AKO:	N9A08_10025

AZX:	N2K95_10375

AJR:	N2K98_11085

AAU:

AAur_1999

PNV:	JMY29_09450

ACH:

Achl_0447

PSNI:

NIBR502771_13170

PDEL:

JCQ34_11260

AAI:	AARI_10560

GAR:	AOZ07_05530

GCR:	GcLGCM259_0859

GLU:	F0M17_05205

GPR:	JQN66_05305

GNC:	QQS42_05305

KRH:

KRH_10510

KPL:	KPaMU14_04550

KFV:	AS188_12305

KII:	KocCE7_05290

KRS:	EQG70_07615

KOD:	HBK84_05450

KVR:	CIB50_0002123(hcl)

MLU:	Mlut_13240

MICK:

B1A86_00006575

MYU:	M8233_06345

MLY:	CJ228_004390

MPOR:

KW076_07400

MTEU:

R3I42_04900

RMU:	RMDY18_08250

RDN:	HMPREF0733_12128

RAJ:	RA11412_2077

RTER:

IDM49_05045

RAMA:

IDM48_05220

RKR:	I6G21_10205

SATK:

SA2016_3972

NAE:	BHE16_01725

PAEY:

KUF55_10280

BFA:	Bfae_17450

BRX:	BH708_04345

BRV:	CFK39_01160

BGG:	CFK41_08045

BRZ:	CFK38_10145

BSAU:

DWV08_06125

BRR:	C1N80_10325

BRHA:

NLU66_11215

DVA:	DAD186_09750

DJJ:	COP05_06025

DHM:	CYJ49_001225

HMM:	R3I40_05605

KSE:	Ksed_07150

IVA:	Isova_0150

IDO:	I598_2611(lcfB_2)

SKE:	Sked_36600

CELZ:

E5225_13970

CWN:	NP075_04165

CXIE:

NP048_04185

SERJ:

SGUI_1320

SERW:

FY030_02625

ORN:	DV701_15455

ORZ:	FNH13_16510

OCP:	NF557_14280

BLY:	A2T55_16615

BLIN:

BLSMQ_3614

BRI:	FDF13_04815

BLUT:

EW640_09555

BCAU:

I6G59_02570

DCO:	SAMEA4475696_0223(fcbA2)

GEZ:	FE251_10285

GYU:	FE374_10105

RHAL:

LQF10_10370

RSUA:

LQF12_09165

MPH:

MLP_50960

MIK:	FOE78_05610

NMES:

H9L09_18015

NAQU:

ENKNEFLB_01767(lcfB_2)

THAO:

NI17_004920

ACTW:

F7P10_02415 F7P10_03860

NOA:	BKM31_21640 BKM31_45965

NOW:	GBF35_34575

NCX:	Nocox_12435(fcbA2)

NGN:	LCN96_30350

NFS:	OIE67_47855

NML:

Namu_4241

NAK:	EH165_06745

NAKA:

H7F38_17570

GOB:

Gobs_2462

MMAR:

MODMU_2228

KRA:

Krad_1681

SSYI:

EKG83_13730 EKG83_21815

ACTY:

OG774_19175

MCRA:

ID554_00400

VER:	HUT12_12060

AYM:	YM304_23880

LET:	O77CONTIG1_02654(ppsB)

THEU:

HPC62_01250

TOG:	HNI00_04125

LEP:	Lepto7376_3112

CAU:

Caur_3531

CHL:	Chy400_3808

CAG:

Cagg_0550

DMR:	Deima_1162

OTE:

Oter_0858

OBG:	Verru16b_01069(lcfB)

VBH:	CMV30_08290

OLE:	K0B96_17285

SLOM:

PXH66_19375

OBT:	OPIT5_15255

CAA:

Caka_2478

RUFI:

K0V07_03255

PUO:	RZN69_11935

PPHT:

GA004_01455

LUO:	HHL09_01900

SOA:	G3M56_010125

VBA:	IMCC26134_13705

RBA:

RB6755

PSL:

Psta_3186

PIR:	VN12_12860(lcfB_2)

RUL:	UC8_02000(lcfB_1) UC8_55580(lcfB_4)

RML:	FF011L_43350(lcfB_3)

MFF:	MFFC18_05180(lcfB)

ROL:	CA51_33340(lcfB_2)

RUV:	EC9_35460(lcfB_1)

AHEL:

Q31a_62570(lcfB_2)

LCRE:

Pla8534_65900(lcfB_7)

AAGG:

ETAA8_05770(lcfB_1)

BVO:	Pan97_33070(lcfB_1)

BREM:

PSR63_21940

RLC:	K227x_27860(lcfB_3)

SMAM:

Mal15_34000(lcfB_2)

SNEP:

Enr13x_45530(lcfB_4)

LPAV:

PLANPX_1005

LLH:	I41_11710(lcfB_1)

AMUC:

Pan181_12840(lcfB_1) Pan181_45030(lcfB_2)

PND:	Pla175_41180(lcfB_2)

AMOB:

HG15A2_09770(lcfB)

BMEI:

Spa11_11700(fcbA2)

PLM:

Plim_3597

PEH:	Spb1_03150(lcfB)

PBS:	Plabr_4645

PLS:	VT03_04305(lcfB_1)

PLH:	VT85_06220(lcfB)

FMR:	Fuma_03576

GMR:	GmarT_20650

GIM:	F1728_04060

GPN:	Pan110_20020

GFM:	Enr17x_21640

MRI:	Mal4_34130

SDYN:

Mal52_34860

PLON:

Pla110_31360(lcfB)

ACAF:

CA12_36230(fadD)

SVP:	Pan189_22370(tycC)

TPOL:

Mal48_24370(lcfB)

CHYA:

V22_21570(fcbA2)

CCOS:

Pan44_05470(fcbA2)

PVAR:

SH412_005681

CCOP:

Mal65_23780(lcfB_1)

GES:	VT84_31315(lcfB_2)

GOG:	C1280_33740

GMS:	SOIL9_84920

TIM:	GMBLW1_07540

LRS:	PX52LOC_02051

FTJ:

FTUN_1523

ULI:	ETAA1_49620(fadD)

TSPH:

KIH39_05440

IPA:

Isop_1050

SACI:

Sinac_3642

PBOR:

BSF38_04650(lcfB)

AGV:	OJF2_56800(lcfB_2)

UAM:	UABAM_06729

LPRO:

PQO03_16920

SCOR:

J3U87_32895

GBA:

J421_1812

FIB:	A6C57_02925

HYM:	N008_12480

HYP:	A0257_05740

HYH:	D3Y59_01415

HRS:	HER32_04775

HTS:	HMJ29_00775

HTB:	MTX78_22430

HYK:	O9Z63_12955

HCW:	O3303_11080

MTT:	Ftrac_1632

MHAA:

Q3Y49_01930

FBT:	D770_13490

NOJ:	EJ995_12065

ANP:	FK178_13400

FLU:	CHH17_07910

NLI:	G3M70_12745

NWT:	NSPWAT_1086(oleC)

NVA:	G3M78_08420

» show all

Reference

1 [PMID:20418444]

Authors

Sukovich DJ, Seffernick JL, Richman JE, Hunt KA, Gralnick JA, Wackett LP

Title

Structure, function, and insights into the biosynthesis of a head-to-head hydrocarbon in Shewanella oneidensis strain MR-1.

Journal

Appl Environ Microbiol 76:3842-9 (2010)
DOI:10.1128/AEM.00433-10

Sequence

[son:SO_1744]

Reference

2 [PMID:20823539]

Authors

Frias JA, Goblirsch BR, Wackett LP, Wilmot CM

Title

Cloning, purification, crystallization and preliminary X-ray diffraction of the OleC protein from Stenotrophomonas maltophilia involved in head-to-head hydrocarbon biosynthesis.

Journal

Acta Crystallogr Sect F Struct Biol Cryst Commun 66:1108-10 (2010)
DOI:10.1107/S1744309110031751

Reference

3 [PMID:27238740]

Authors

Kancharla P, Bonnett SA, Reynolds KA

Title

Stenotrophomonas maltophilia OleC-Catalyzed ATP-Dependent Formation of Long-Chain Z-Olefins from 2-Alkyl-3-hydroxyalkanoic Acids.

Journal

Chembiochem 17:1426-9 (2016)
DOI:10.1002/cbic.201600063

Reference

4 [PMID:28029240]

Authors

Christenson JK, Richman JE, Jensen MR, Neufeld JY, Wilmot CM, Wackett LP

Title

beta-Lactone Synthetase Found in the Olefin Biosynthesis Pathway.

Journal

Biochemistry 56:348-351 (2017)
DOI:10.1021/acs.biochem.6b01199

Other DBs

ExplorEnz - The Enzyme Database:

6.1.3.1

IUBMB Enzyme Nomenclature:

6.1.3.1

ExPASy - ENZYME nomenclature database:

6.1.3.1

BRENDA, the Enzyme Database:

6.1.3.1

DBGET integrated database retrieval system