KEGG ENZYME: 4.1.99.5

ENZYME: 4.1.99.5

Entry

EC 4.1.99.5                 Enzyme

Name

aldehyde oxygenase (deformylating);
decarbonylase;
aldehyde decarbonylase;
octadecanal decarbonylase;
octadecanal alkane-lyase

Class

Lyases;
Carbon-carbon lyases;
Other carbon-carbon lyases

Sysname

a long-chain aldehyde alkane-lyase

Reaction(IUBMB)

a long-chain aldehyde + O2 + 2 NADPH + 2 H+ = an alkane + formate + H2O + 2 NADP+ [RN:R03728]

Reaction(KEGG)

R03728;
(other) R09466

Substrate

long-chain aldehyde [CPD:C00609];
O2 [CPD:C00007];
NADPH [CPD:C00005];
H+ [CPD:C00080]

Product

alkane [CPD:C01371];
formate [CPD:C00058];
H2O [CPD:C00001];
NADP+ [CPD:C00006]

Comment

Contains a diiron center. Involved in the biosynthesis of alkanes. The enzyme from the cyanobacterium Nostoc punctiforme PCC 73102 is only active in vitro in the presence of ferredoxin, ferredoxin reductase and NADPH, and produces mostly C15 and C17 alkanes [2,3]. The enzyme from pea (Pisum sativum) produces alkanes of chain length C18 to C32 and is inhibited by metal-chelating agents [1]. The substrate for this enzyme is formed by EC 1.2.1.80, acyl-[acyl-carrier protein] reductase.

History

EC 4.1.99.5 created 1989, modified 2011, modified 2013

Pathway

ec00073

Cutin, suberine and wax biosynthesis

ec01110

Biosynthesis of secondary metabolites

Orthology

K14331

fatty aldehyde decarbonylase

K15404

aldehyde decarbonylase

Genes

ATH:	AT1G02190 AT1G02205(CER1) AT2G37700

ALY:	9315772 9328081 9330760

CRB:	17890234 17899648 17900261 17900889

CSAT:

104700905 104758142 104759026 104770317 104773539 104773540 104773742 104773743 104773763 104773764 104782202 104785716 104787457 104788709 104792563 109124978

EUS:	EUTSA_v10007056mg EUTSA_v10009534mg EUTSA_v10016375mg

BRP:	103843834 103857727 103865622 103865625 103867170

BNA:	106392348 106402987 106404754 106407983 106410643 106426031 106427726 106437024 106451050

BOE:	106308419 106329420 106329421 106337750 106339989 106342430

RSZ:	108810757 108837140 108844545 108856796

THJ:	104799403 104810724 104813547

CPAP:

110807870 110816250

CIT:	102609996 102610181 102610308

CIC:	CICLE_v10011291mg CICLE_v10019265mg CICLE_v10019279mg

PVY:

116135943

MINC:

123222816

TCC:	108660922 108663945 108663946 18585715 18590332 18607120 18607121 18607128

GRA:	105773703 105774362 105779994 105779995 105792677

GHI:	107900564 107948639 107960346 107961728 107962103 107962105 107962106 121218563

GAB:	108457980 108470923 108484138 108485455 108485729

HSYR:

120119464 120129541 120145735 120146992

DZI:	111282051 111282066 111282088 111293740 111302090 111303798 111309702

EGR:	104430947 104441318 104441320 104441328 104442848 104442849

GMX:	100790115 100805835 100818557

GSJ:	114406437 114406438 114406439 114418764 114418835

PVU:	PHAVU_010G040500g PHAVU_010G040600g

VRA:	106772969 106772995 106773669

VAR:	108347155 108347177 108347190

VUN:	114166431 114166486 114167540

CCAJ:

109790836 109792954 109814131 109817909 109817915

APRC:

113850617 113863345

MTR:	11414040 11414816 11430404 11443990 11444136 25500162

TPRA:

123883310 123883311 123885084 123885634 123888818 123888819 123919434 123922160

CAM:	101508006 101514081 101514846

PSAT:

127076644 127076646 127126419 127126421 127126728

VVO:	131601846 131612385 131612386 131616144 131616145 131622919 131622940

LJA:	Lj1g3v4156050.1(Lj1g3v4156050.1) Lj3g3v0618210.1(Lj3g3v0618210.1) Lj3g3v0618250.1(Lj3g3v0618250.1) Lj4g3v1120540.1(Lj4g3v1120540.1)

ADU:	107472613 107472630 107494920

AIP:	107605303 107610850 107618742

AHF:	112697362 112701648 112730784 112730831 112769914 112776197 112779428

LANG:

109352187 109361171 109363612

PCIN:

129287775 129288800

QSA:	O6P43_017139

FVE:	101297683 101308477 101311999 101312286

RCN:	112181465 112182338 112186659 112187442 112188030 112193250 112195581

PPER:

18785414 18786441 18787082 18787499 18787644

PMUM:

103331413 103331414 103331441 103331464 103344052

PAVI:

110757365 110771793 110771794

PDUL:

117617785 117617786

MDM:	103406883 103428452 103433190

MSYL:

126605177 126613805 126628576 126628577

PXB:	103929751 103929753 103929757 103932050 103965505 103965506

ZJU:	107403676 107403679 107403682 107421712 107421713 125423018

MNT:	21406637 21406640

CSAV:

115713279 115713286

CSV:	101203441 101203691 101221193 101222843

CMO:	103483417 103483418 103483426 103498990

BHJ:	120067038 120068459 120072793

MCHA:

111016028 111016029 111016030 111022778

CMAX:

111473822 111473823 111479677 111494235

CMOS:

111431767 111443967 111443973 111464399

CPEP:

111778304 111785111 111789761 111799545 111799672

RCU:	8266676 8266677

JCU:

105643380

HBR:	110638963 110641046 110649196

MESC:

110614572 110614939 110614983 110615004 110616986

POP:	18105329 18105332 7463394

PEU:	105111451 105116944

PALZ:

118040415 118045229

JRE:	108989715 109008029 109008030

CILL:

122291387 122292858 122293319 122293427

CAVE:

132172701 132177650 132177657 132179844 132181187 132187646 132188697

QSU:	111998302 111998303 111998304 111999683 112009915 112018104 112030629

QLO:	115968885 115968966 115986553 115987043 115987049

TWL:	119982248 119982311 119982317 119983062

VVI:	100243849 100250668 100252221 100256874 100261967 100854413

VRI:	117909465 117931548 117931596 117931863 117931870 117931966 117932772

SLY:	101252060 101263099 101267647 101267934 101268663

SPEN:

107005221 107005457 107008221 107008222 107014415 107014566 107025013

SOT:	102579007 102579333 102579884 102593084 102595750 102599091 102599945

SSTN:

125841317 125865565 125866579 125873065 125875020 125875057

SDUL:

129877629 129884822 129886814 129886815 129889059 129891088 129891099

CANN:

107844046 107844196 107844359 107851087 107851578 107854358 107868261

LBB:	132603730 132611441 132611442 132635292 132645864 132645865

NTA:	107759567 107773304 107774629 107778616 107785373 107800178 107801545 107809310 107817101 107821267 107823602

NSY:	104212478 104227074 104228614 104235229 104240300 104244089

NTO:	104084728 104084731 104096116 104106154 104107044 104116100

NAU:	109209082 109209347 109214395 109222351 109223843 109234408 109234411 109244845

INI:	109182241 109182254 109182262

ITR:	116014996 116015011 116017410 116027583

SIND:

105167221 105167251 105173435 105173436

OEU:	111373242 111373243 111376458 111377333 111410890 111411605

EGT:	105952439 105954794 105954795

SSPL:

121752170 121773259 121774062 121775596 121775769 121777449 121792609 121802233 121804405 121807145

SMIL:

131015843 131022146 131022147 131022151

SHIS:

125196627 125196666 125201589 125202414 125210349 125212942 125218609 125224199

APAN:

127260552 127260768 127262608 127262620 127262638 127264298 127264370

HAN:	110897451 110897561 110912685 110920509

ECAD:

122590796 122595065

LSV:	111878549 111905990

CCAV:

112522670 112526942

DCR:	108193604 108193835 108200521 108202980 108216902

CSIN:

114261760 114261768 114301969

RVL:	131333603 131333604 131333605 131333609

AEW:	130783389 130783390

BVG:	104905209 104905211

SOE:	110778839 110792520

CQI:	110688922 110720448 110720450 110720452 110721591 110721593 110721594 110739445

ATRI:

130809722 130827164

MOF:	131165991 131166032 131166546 131166547 131166548

NNU:	104590840 104596252 104596253 104596254 104611270 104611276

MING:

122077770 122079509 122079802 122079803

TSS:	122654307 122658652 122658661 122658674 122658681

PSOM:

113275162 113280221 113285408 113290441 113296001 113304842 113326033 113326085 113336172 113339276 113340194 113349541 113350373 113350987 113352694 113357337

OSA:	4330012 4331117 4336381

DOSA:

Os02t0621300-01(Os02g0621300) Os02t0814200-01(Os02g0814200) Os10t0471100-01(Os10g0471100)

OBR:	102703957 102714431 102717322 102718869

OGL:	127753022 127761011 127763336 127769994

BDI:	100825208 100833295 100833807 100833914 100837949

ATS:	109733084 109747194 109756465 109759643 109759677 109765469 109765470 109774093

TDC:	119268601 119268609 119317146 119318483 119320989 119321025 119321193 119324367 119331085 119355884 119355886 119365025

TAES:

100125734 100192181 123045141 123045147 123046137 123054020 123083993 123120828 123120849 123127749 123128943 123139672 123146104 123152997 123169144 123181004 123181005 123186892 123189906 123189907

TUA:	125506190 125506201 125506210 125506221 125515358 125519926 125530343 125530897 125530900

LPER:

127300025 127305393 127307074 127335568

LRD:	124674286 124677032 124687671 124690929 124691050 124705500 124705505

SBI:	8064469 8067437 8072487 8084204 8084699

ZMA:	100273712 100280261 100382841

SITA:

101762753 101769789 101772770 101775794

SVS:	117841046 117848300 117863027 117863265

PVIR:

120646073 120650814 120656480 120682920 120690773 120709010

PHAI:

112874964 112875267 112882648 112899988

PDA:	103699030 103711898 113463032

EGU:	105044200 105044255 105055747

MUS:	103971700 103992720

ZOF:	121992367 121996329 122002694 122002705 122009953 122037920

DCT:

110112743

PEQ:

110021075

AOF:	109824901 109825477 109832741 109836409 109845087 109849475 109851020

MSIN:

131227730 131227786 131227813 131227832 131227913 131240521 131245798

NCOL:

116266056 116266181

ATR:	18447308 18447310 18447313

SMO:	SELMODRAFT_129942(CER1-2) SELMODRAFT_230422(CER1-1)

PPJ:	RK21_05027

PBC:	CD58_03975

CHIC:

N8I74_02370

SYN:

sll0208

SYZ:	MYO_122780

SYY:	SYNGTS_2252(sll0208)

SYT:	SYNGTI_2251(sll0208)

SYS:	SYNPCCN_2250(sll0208)

SYQ:	SYNPCCP_2250(sll0208)

SYJ:	D082_05310

SYO:	C7I86_11775

SYC:

syc0050_d

SYU:	M744_09020

SYF:	Synpcc7942_1593

SYD:	Syncc9605_0728

SYE:	Syncc9902_1635

SYG:

sync_1990

SYR:	SynRCC307_1586

SYX:	SynWH7803_0654

CYA:

CYA_0415

CYB:

CYB_2442

SYNE:

Syn6312_2280

SYNP:

Syn7502_03278

SYNK:

KR100_05365

SYNR:

KR49_12745

SYND:

KR52_13300

SYH:	Syncc8109_1976

SYNW:

SynWH8103_01989

SYNC:

CB0101_00310 CB0101_04550

SYNY:

BM449_13770

DSL:	Dacsa_2178

SYW:

SYNW1738

CGC:	Cyagr_0039 Cyagr_1038

CYI:	CBM981_0849

PMA:

Pro_0532

PMM:

PMM0532

PMT:

PMT_1231

PMN:	PMN2A_1863

PMI:	PMT9312_0532

PMB:	A9601_05881

PMC:	P9515_05961

PMF:	P9303_07791

PMG:	P9301_05581

PMH:	P9215_06131

PMJ:	P9211_05351

PME:	NATL1_05881

PRC:

EW14_0578

PRM:

EW15_0629

WNA:	KA717_25580

CMP:	Cha6605_4153

CYN:	Cyan7425_0398 Cyan7425_2986

CEP:	Cri9333_4418

TVN:	NIES2134_112420

SLW:	BRW62_00110

AMR:

AM1_4041

ACAM:

HRE53_16680

TEL:

tll1313

THN:	NK55_03185

THEC:

FFX45_09780

TSZ:	OOK60_01655

LEN:	LEP3755_23570

LET:	O77CONTIG1_03123

LBO:	LBWT_14420

KOV:	K9N68_11180

LSC:	KIK02_13615

LSK:	J5X98_02335

PSEU:

Pse7367_3626

PSER:

ABRG53_3065 ABRG53_4148

PGX:	OA858_21175

THEU:

HPC62_04755

TOG:	HNI00_09030

TSIN:

OXH18_03375

GLP:	Glo7428_0150

GDU:	P0S91_16970

GEE:	GM3708_2118

CAN:	Cyan10605_1692

MAR:

MAE_53090

MPK:

VL20_1523

MIQ:	B5D77_20960

MVZ:	myaer102_25860

HAO:	PCC7418_0961

ENN:	FRE64_14810

CYU:	UCYN_05810

CYT:

cce_0778

CWA:	CwatDRAFT_5731

CYP:	PCC8801_0455

CYH:	Cyan8802_0468

TER:

Tery_2280

ARP:	NIES39_M01940

PAGH:

NIES204_11570

PPSU:

NO713_00869 NO713_02677

PRUN:

PCC7821_01463

OXY:	HCG48_15940

MVAG:

D0A34_07475

LFS:	HFV01_13745

OAC:	Oscil6304_2075

ONI:	Osc7112_0944

PHOR:

JWS08_08190

PYH:	NEA10_04665

MIC:	Mic7113_4535

GEI:	GEI7407_1564

GVI:

gll3146

GLJ:

GKIL_0725

GML:	ISF26_16235

ANA:

alr5283

NPU:	Npun_R1711

NOS:	Nos7107_1028

NOP:	Nos7524_4304

NON:	NOS3756_54760

NFL:	COO91_03200

NOE:	CLI64_08835

NSH:

GXM_04007

NED:	HUN01_28135

NPZ:	ACX27_13685

AVA:

Ava_2533

NAZ:

Aazo_3371

ANB:	ANA_C11210

ACY:	Anacy_3389

AWA:	AA650_00525

ANN:	EH233_18775

CSG:	Cylst_0697

RSIN:

B6N60_03104

HBQ:	QI031_08525

CALO:

Cal7507_5586

CALT:

Cal6303_4369

CALH:

IJ00_07390

CALN:

NIES2098_27720

CALS:

NIES3974_39170

RIV:	Riv7116_3790

FIS:	FIS3754_06310

NSPH:

BDGGKGIB_04211

DOU:	BMF77_02261

DFS:	HGD76_06335

DHT:	NG743_14490

CCUR:

IAR63_11970

CRK:	L3I90_01365

AFLO:

HEQ12_03505

STOQ:

K2F26_22845

AEE:	IM676_14755

RCS:	NIES932_03050

TOQ:	HCG51_19270

ALAX:

NIES50_14940

NCN:	BZZ01_14980

CTHE:

Chro_1554

GLT:	GlitD10_1037

GCY:	LQF76_09530

CEO:

ETSB_0877

CER:	RGRSB_0833

CEEC:

P3F56_04300

RHOZ:

GXP67_04270

ADD:	HUW48_09015

» show all

Reference

1 [PMID:6593720]

Authors

Cheesbrough TM, Kolattukudy PE.

Title

Alkane biosynthesis by decarbonylation of aldehydes catalyzed by a particulate preparation from Pisum sativum.

Journal

Proc Natl Acad Sci U S A 81:6613-7 (1984)
DOI:10.1073/pnas.81.21.6613

Reference

2 [PMID:20671186]

Authors

Schirmer A, Rude MA, Li X, Popova E, del Cardayre SB

Title

Microbial biosynthesis of alkanes.

Journal

Science 329:559-62 (2010)
DOI:10.1126/science.1187936

Sequence

[syf:Synpcc7942_1593]

Reference

3 [PMID:21341652]

Authors

Warui DM, Li N, Norgaard H, Krebs C, Bollinger JM Jr, Booker SJ

Title

Detection of formate, rather than carbon monoxide, as the stoichiometric coproduct in conversion of fatty aldehydes to alkanes by a cyanobacterial aldehyde decarbonylase.

Journal

J Am Chem Soc 133:3316-9 (2011)
DOI:10.1021/ja111607x

Sequence

[npu:Npun_R1711]

Reference

4 [PMID:22947199]

Authors

Li N, Chang WC, Warui DM, Booker SJ, Krebs C, Bollinger JM Jr

Title

Evidence for only oxygenative cleavage of aldehydes to alk(a/e)nes and formate by cyanobacterial aldehyde decarbonylases.

Journal

Biochemistry 51:7908-16 (2012)
DOI:10.1021/bi300912n