KEGG ENZYME: 2.3.3.20

ENZYME: 2.3.3.20

Entry

EC 2.3.3.20                 Enzyme

Name

acyl-CoA:acyl-CoA alkyltransferase;
oleA (gene name)

Class

Transferases;
Acyltransferases;
Acyl groups converted into alkyl groups on transfer

Sysname

acyl-CoA:acyl-CoA alkyltransferase [(2R)-2-alkyl-3-oxoalkanoate-forming]

Reaction(IUBMB)

2 an acyl-CoA + H2O = a (2R)-2-alkyl-3-oxoalkanoate + 2 CoA [RN:R11958]

Reaction(KEGG)

R11958

Substrate

acyl-CoA [CPD:C00040];
H2O [CPD:C00001]

Product

(2R)-2-alkyl-3-oxoalkanoate [CPD:C21651];
CoA [CPD:C00010]

Comment

The enzyme, found in certain bacterial species, catalyses a head-to-head non-decarboxylative Claisen condensation of two acyl-CoA molecules, resulting in formation of a 2-alkyl-3-oxoalkanoic acid. It is part of a pathway for the production of olefins.

History

EC 2.3.3.20 created 2018

Orthology

K22317

acyl-CoA:acyl-CoA alkyltransferase

Genes

KOR:	AWR26_13240

KRD:	A3780_10770

XFA:

XF_1970

XFT:	PD_0832(fabH)

XFM:	Xfasm12_1002

XFN:	XfasM23_0881

XFF:	XFLM_09840

XFL:	P303_04330

XFS:	D934_09805

XFH:	XFHB_05520

XTW:	AB672_06665

XCC:	XCC0212(fabH)

XCB:

XC_0222

XCA:	xcc-b100_0233(fabH1)

XCP:

XCR_4310

XCV:	XCV0239(fabH)

XAX:	XACM_0219(fabH)

XAC:	XAC0233(fabH)

XCI:	XCAW_00631(fabH)

XCT:	J151_00350

XCJ:	J158_00348

XCU:	J159_00348

XCN:	J169_00346

XCW:	J162_00347

XCR:	J163_00347

XCM:	J164_00347

XCF:	J172_00341

XFU:	XFF4834R_chr02040

XAO:	XAC29_01200

XOM:	XOO3978(XOO3978)

XOO:	XOO4209(fabH)

XOP:

PXO_03957

XOY:	AZ54_02895

XOR:

XOC_0329

XOZ:	BE73_22775

XAL:	XALC_3073(fabH)

XSA:	SB85_13790

XTN:	FD63_01095

XFR:	BER92_02120

XVE:	BJD12_13740

XPE:	BJD13_15885

XHR:	XJ27_16850

XGA:	BI317_23615

XPH:	XppCFBP6546_10750(XppCFBP6546P_10750)

XVA:	C7V42_00990

XAN:	AC801_00990

XAR:	XB05_17850

XHY:	FZ025_08690

XCZ:	EBN15_19085

XTH:	G4Q83_18930

XEU:	XSP_000235

XHD:	LMG31886_02510(oleA)

XPR:	MUG10_09155

XAG:	HEP73_00273

XDY:	NYR95_01310

XAS:	HEP74_00266

SML:	Smlt0205(fabH)

SMT:

Smal_0167

BUJ:	BurJV3_0159

SMZ:	SMD_0175(fabH)

SACZ:

AOT14_35150(fabH_2)

STEK:

AXG53_15335

SRH:	BAY15_0298

SLM:	BIZ42_10285

STEN:

CCR98_00900

STEM:

CLM74_00910

STES:

MG068_00765

SINC:

DAIF1_01790(fabH2)

SPAQ:

STNY_R02090

STEQ:

ICJ04_17665

SGEN:

RKE57_00635

PSU:	Psesu_0121

PSUW:

WQ53_07310

PSD:

DSC_15465

PMEX:

H4W19_13895

PJP:	LAG73_18665

PDD:	MNQ95_05860

PWI:	MWN52_18420

LAB:	LA76x_4702(fabH)

LAQ:	GLA29479_5035(fabH)

LCP:	LC55x_0340(fabH)

LGU:	LG3211_0363(fabH)

LEZ:

GLE_5012

LEM:

LEN_4751

LMB:	C9I47_3102

LYT:	DWG18_14350

LUE:	DCD74_09650

LYJ:	FKV23_15700

LSOL:

GOY17_18065

LSX:	H8B22_06720

LARE:

HIV01_014655

LHX:	LYSHEL_13640(fabH_3)

LCAS:

LYSCAS_13640(fabH_3)

LCIC:

INQ41_00510

LAVI:

INQ42_00510

LLZ:	LYB30171_00193(oleA)

LAUX:

LA521A_36240

LYA:	RDV84_08340

LUM:	CNR27_03310

LUS:	E5843_01140

LUG:	FPZ22_06765

THES:

FHQ07_09305

THEH:

G7079_01920

TCN:	H9L16_04265

TBV:	H9L17_09815

XBA:	C7S18_17845

TAMN:

N4264_01990

PPR:	PBPRA1462(PD0832)

SON:	SO_1742(oleA)

SDN:

Sden_1369

SFR:

Sfri_1365

SAZ:

Sama_1182

SBL:

Sbal_1550

SBM:	Shew185_1546

SBN:	Sbal195_1580

SBP:	Sbal223_2800

SBT:	Sbal678_1617

SBS:	Sbal117_1657

SBB:	Sbal175_2782

SLO:

Shew_1713

SPC:	Sputcn32_1445

SHP:	Sput200_1458

SSE:

Ssed_1510

SPL:

Spea_2736

SHE:	Shewmr4_2548

SHM:	Shewmr7_2615

SHN:	Shewana3_2715

SHW:	Sputw3181_2654

SHL:

Shal_2820

SWD:

Swoo_3159

SWP:

swp_3336

SVO:

SVI_3045

SHF:	CEQ32_07545

SJA:	SJ2017_1515

SPSW:

Sps_01977

SBJ:	CF168_07305

SMAV:

CFF01_10795

SHEW:

CKQ84_00035

SALG:

BS332_15295

SLJ:	EGC82_14500

SMAI:

EXU30_02230

SPOL:

FH971_12845

SBK:	SHEWBE_2081

SKH:	STH12_00741(fabH_1)

SAES:

HBH39_06140

SLIT:

JQC75_05795

SCAA:

TUM17387_25580(oleA)

SPSH:

FM037_19450

SEUR:

FM038_007245

SCYP:

JYB88_06030

SSEM:

JYB85_06325

SGLA:

FJ709_05990

SINV:

K8B83_10005

SXM:	MKD32_13225

SVM:	KDH10_001507

SHEJ:

MZ182_06915

SSEH:

N7V09_09720

SCHK:

GII14_13330

SACH:

K0H61_11450

SAEG:

K0H80_08700

SDEO:

D0436_14500

SMES:

K0I73_07970

SHAO:

K0H81_11225

SZH:	K0H63_06425

SSPA:

K0I31_08845

SHNS:

K0J45_08675

SRHS:

K0I63_08795

SPSJ:

K0I62_08430

SMAY:

K0H60_13705

SOG:	RA178_14660

SPSR:

EGC80_19550

CPS:

CPS_2153

COM:	CMT41_10385

PIN:

Ping_1997

PSY:	PCNPT3_05870

MYA:	MORIYA_1230

MOQ:	HWV03_08495

SDE:

Sde_1517

TTU:	TERTU_4039

WMA:	WM2015_2413

WEZ:	IC757_04060

GAI:	IMCC3135_24160(fabH_2)

MME:	Marme_0184

SVA:

SVA_3859

GEM:

GM21_2115

GEB:

GM18_2130

GUR:

Gura_2010

GEO:	Geob_3149(fabH-3)

GLO:

Glov_2269

TAMM:

GEAMG1_1449

GBM:	Gbem_2102(fabH-3)

GBN:	GEOBRER4_19320(oleA)

GER:	KP004_09515

GSUB:

KP001_05680

GNT:	KP003_08920

GPL:	M1B72_11255

PPD:

Ppro_3103

DES:	DSOUD_2646

DPS:

DP0741

DSF:

UWK_00960

DLM:	DPPLL_34380(fabH)

DPR:	Despr_2661

DEO:	CAY53_08355

DOG:	HP555_05650

DBK:	DGMP_33990(fabH_2)

DDU:	GF1_25110(fabH)

ECOM:

QTN59_10325

DOL:

Dole_2008

DAL:

Dalk_0846

DAT:	HRM2_23500(fabH1)

DTO:	TOL2_C24910

DOV:	DSCO28_48390

DWD:	DSCW_45700

DALK:

DSCA_44800

DML:	Dmul_23300

DLI:

dnl_18070

DMM:	dnm_089160

VIN:	AKJ08_2414

SAMY:

DB32_004418

BBAE:

FRD01_17690

BMX:

BMS_1441

HAX:	BALOs_1694(fabH)

BSTO:

C0V70_08420

PSTI:

SOO65_11660

MPAE:

K0O64_00515

RANT:

RHODO2019_13230

LXL:	KDY119_02263(oleA)

CMI:

CMM_2155

CMH:	VO01_10025

CMS:	CMS1848(fabH)

CMC:

CMN_02122

CCAP:

AES38_10525

CZH:	H9X71_10920

CPHA:

FGI33_02330

CCAF:

FGD68_13245

MTS:	MTES_0535(fabH)

MCW:	A8L33_02690

MPAL:

BO218_00785

MIH:	BJP65_04540

MLV:	CVS47_00572(fabH_1)

MWA:	E4K62_15615

MLZ:	F6J85_14985

MCHN:

HCR76_03790

MICS:

C1N74_10460

MARK:

QUC20_10410

MINV:

T9R20_13445

RTX:	TI83_10145

RTC:	APU90_06915

RTN:	A6122_2398

RIA:	C7V51_14960

RFS:	C1I64_12810

RTE:	GSU10_02650

ROE:	Q0F99_12215

CUM:	NI26_13040

CUB:	BJK06_11645

CUG:	C1N91_13455

CCIT:

QPK07_13520

FRP:	AX769_07010

FSB:	GCM10025867_15420

CART:

PA27867_0152

CRY:	B7495_00670

MALK:

MalAC0309_0667(fabH)

MDB:	OVN18_07375

MYL:	C3E77_02025

SALA:

ESZ53_01605

SALD:

FVA74_09120

PLAP:

EAO79_05135

AGG:	C1N71_08995

AGRO:

JSQ78_07900

MANT:

BHD05_11895

HEH:	L3i23_13840

FRN:	F1C15_06370

AGX:	AGREI_0630(oleA)

SUBT:

KPL76_12540

SUBA:

LQ955_04745

NAEI:

GCM126_33360

ARR:	ARUE_c21510

ARM:

ART_1188

ARL:	AFL94_04870

ARE:	AL755_14775

AAQ:	AOC05_09350

ARW:	MB46_09735

ARY:	ATC04_12980

ARQ:	BWQ92_22600

ACRY:

AC20117_20155

ARTP:

E5206_10075

AAGI:

NCTC2676_1_01687(fabH_2)

AJG:	KKR91_11270

ASUN:

KG104_12075

ASUF:

MNQ99_08605

ACAO:

NF551_10355

AZH:	MUK71_10435

AGEG:

MUG94_11230

AKO:	N9A08_10020

AZX:	N2K95_10370

AJR:	N2K98_11080

AAU:

AAur_1998

PNV:	JMY29_09445

ACH:

Achl_0446

PSNI:

NIBR502771_13175

PDEL:

JCQ34_11255

AAI:	AARI_10570(fabH)

GAR:	AOZ07_05535

GCR:	GcLGCM259_0860(fabH_1)

GLU:	F0M17_05210

GPR:	JQN66_05310

GMI:	NMP99_05695

GMY:

XH9_03550

GNC:	QQS42_05310

KRH:

KRH_10520

KPL:	KPaMU14_04555

KFV:	AS188_12300

KII:	KocCE7_05295

KRS:	EQG70_07620

KOD:	HBK84_05455

KVR:	CIB50_0002122(fabH_2)

MLU:	Mlut_13230

MICK:

B1A86_00006570

MYU:	M8233_06340

MLY:	CJ228_004385

MPOR:

KW076_07405

MTEU:

R3I42_04895

RMU:	RMDY18_08260

RDN:	HMPREF0733_12127

RAJ:	RA11412_2075

RTER:

IDM49_05050

RAMA:

IDM48_05225

RKR:	I6G21_10200

SATK:

SA2016_3971

NAE:	BHE16_01730

CIG:	E7744_06460

CMUA:

P8192_08570

PAEY:

KUF55_10275

BFA:	Bfae_17460

BRX:	BH708_04350

BRV:	CFK39_01165

BGG:	CFK41_08040

BRZ:	CFK38_10140

BSAU:

DWV08_06130

BRR:	C1N80_10320

BKI:	M4486_03315

BRHA:

NLU66_11210

BHH:	Bra3105_01655

BHQ:	BRM3_11055

DVA:	DAD186_09740

DHM:	CYJ49_001230

HMM:	R3I40_05610

KSE:	Ksed_07160

IVA:	Isova_0149

IDO:	I598_2610(fabH_3)

CPRT:

FIC82_010590

SKE:	Sked_36610

CELZ:

E5225_13975

CEJ:	GC089_14715

CDON:

KKR89_04000

CFEN:

KG102_07185

CWN:	NP075_04160

CXIE:

NP048_04180

SERJ:

SGUI_1319

SERW:

FY030_02630

ORN:	DV701_15460

ORZ:	FNH13_16505

OCP:	NF557_14275

BLY:	A2T55_16610

BLIN:

BLSMQ_3613

BRI:	FDF13_04820

BLUT:

EW640_09550

BCAU:

I6G59_02565

BSPO:

L1F31_17235

DCO:	SAMEA4475696_0224(fabH_1)

GEZ:	FE251_10290

GYU:	FE374_10110

RHAL:

LQF10_10365

RSUA:

LQF12_09160

MPH:

MLP_50950

MIK:	FOE78_05605

NMES:

H9L09_18010

NAQU:

ENKNEFLB_01768(fabH_1)

NML:

Namu_4240

NAK:	EH165_06740

NAKA:

H7F38_17575

GOB:

Gobs_2463

MMAR:

MODMU_2229

KRA:

Krad_1682

PHH:	AFB00_18775

PPEL:

H6H00_20575

ACTY:

OG774_19165

MCRA:

ID554_00395

VER:	HUT12_12065

AYM:	YM304_23870(fabH)

CAU:

Caur_3529

CHL:	Chy400_3806

CAG:

Cagg_0548

OTE:

Oter_3278

OBG:	Verru16b_02927(fabH_2)

VBH:	CMV30_00900

OLE:	K0B96_08400

SLOM:

PXH66_08170

ELUT:

CKA38_11200

OBT:	OPIT5_15400

CAA:

Caka_1901

RUFI:

K0V07_12825

PUO:	RZN69_13250

PPHT:

GA004_15445

VBA:	IMCC26134_06600

RBA:	RB12812(fabH)

PSL:

Psta_4249

PIR:	VN12_11405(fabH_3)

RUL:	UC8_38840(fabH_2)

RML:	FF011L_18030(fabH_2)

MFF:	MFFC18_26240(fabH_2)

ROL:	CA51_16720(fabH_2)

RUV:	EC9_17210(fabH_2)

AHEL:

Q31a_23000(fabH_2)

LCRE:

Pla8534_25300(fabH_2)

AAGG:

ETAA8_27940(fabH_2)

BVO:	Pan97_31620(fabH_3)

BREM:

PSR63_22630

RLC:	K227x_27120(fabH_2)

SMAM:

Mal15_52130(fabH_3)

SNEP:

Enr13x_17250(fabH_2)

LPAV:

PLANPX_2250

LLH:	I41_20090(fabH_1)

AMUC:

Pan181_33750(fabH_2)

PND:	Pla175_41990(fabH_2)

AMOB:

HG15A2_18100(fabH_1)

BMEI:

Spa11_15020(fabH_1)

PLM:

Plim_3323

PEH:	Spb1_40820(fabH_3)

PBS:	Plabr_4721

PLS:	VT03_09575(fabH_1)

PLH:	VT85_06230(fabH_2)

FMR:	Fuma_05660(fabHA)

GMR:	GmarT_00170(fabH_1)

GIM:	F1728_13865

GPN:	Pan110_00170(fabH_1)

GFM:	Enr17x_00370(fabH_1)

MRI:	Mal4_58210(fabHA)

SDYN:

Mal52_57220(fabH1)

PLON:

Pla110_02840(fabH_2)

ACAF:

CA12_05180(fabH_1)

SVP:	Pan189_06950(fabH_1)

TPOL:

Mal48_28750(fabH_2)

CHYA:

V22_37290(fabH_2)

CCOS:

Pan44_30720(fabH_2)

PVAR:

SH412_003822

CCOP:

Mal65_32440(fabH_2)

GES:	VT84_31330(pqsD)

GOG:	C1280_33730

GMS:	SOIL9_84900

TIM:	GMBLW1_07560

LRS:	PX52LOC_01177

FTJ:

FTUN_1526

ULI:	ETAA1_41110(pqsD)

TSPH:

KIH39_05450

IPA:

Isop_2005

SACI:

Sinac_3638

PBOR:

BSF38_04652(fabH_2)

AGV:	OJF2_56780(fabH_2)

UAM:	UABAM_06727

LPRO:

PQO03_09155

SCOR:

J3U87_32905

NLI:	G3M70_17265

NWT:	NSPWAT_1580(oleA)

NVA:	G3M78_12140

LOB:	NEF87_003382

» 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_1742]

Reference

2 [PMID:21266575]

Authors

Frias JA, Richman JE, Erickson JS, Wackett LP

Title

Purification and characterization of OleA from Xanthomonas campestris and demonstration of a non-decarboxylative Claisen condensation reaction.

Journal

J Biol Chem 286:10930-8 (2011)
DOI:10.1074/jbc.M110.216127

Sequence

[xcc:XCC0212]

Reference

3 [PMID:22524624]

Authors

Goblirsch BR, Frias JA, Wackett LP, Wilmot CM

Title

Crystal structures of Xanthomonas campestris OleA reveal features that promote head-to-head condensation of two long-chain fatty acids.

Journal

Biochemistry 51:4138-46 (2012)
DOI:10.1021/bi300386m

Sequence

[xcc:XCC0212]

Reference

4 [PMID:27815501]

Authors

Goblirsch BR, Jensen MR, Mohamed FA, Wackett LP, Wilmot CM

Title

Substrate Trapping in Crystals of the Thiolase OleA Identifies Three Channels That Enable Long Chain Olefin Biosynthesis.

Journal

J Biol Chem 291:26698-26706 (2016)
DOI:10.1074/jbc.M116.760892

Sequence

[xcc:XCC0212]

Other DBs

ExplorEnz - The Enzyme Database:

2.3.3.20

IUBMB Enzyme Nomenclature:

2.3.3.20

ExPASy - ENZYME nomenclature database:

2.3.3.20

BRENDA, the Enzyme Database:

2.3.3.20

DBGET integrated database retrieval system