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)

CRB:	17890234 17899648 17900261 17900889

CSAT:

104700905 104758134 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 106404754 106407983 106410643 106426031 106427726 106437024 106451050

BOE:	106308419 106329420 106329421 106337750 106339989 106342430

RSZ:	108810757 108830245 108834933 108837140 108844545 108845324 108845328 108856796

THJ:	104799403 104810724 104813547

CPAP:

110807870 110816250

CIT:	102609996 102610181 102610308

CIC:	CICLE_v10011291mg CICLE_v10019265mg CICLE_v10019279mg

TCC:	108660922 108663945 108663946 18585715 18590332 18607120 18607121 18607126 18607128

GRA:	105773703 105774362 105779994 105779995 105792677

GHI:	107900564 107948639 107954139 107960346 107961728 107962103 107962106

GAB:	108457980 108470923 108484138 108485455 108485729

DZI:	111282051 111282066 111282088 111293740 111302090 111303798 111309702

EGR:	104430284 104430947 104431049 104441318 104441320 104441328 104442842 104442847 104442848 104442849 108959208

GMX:	100790115 100805835 100818557 106798072 106798323

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

MTR:	MTR_4g054150 MTR_4g054290 MTR_7g090100 MTR_7g090120 MTR_7g090140 MTR_8g009560 MTR_8g009590

CAM:	101507583 101508006 101514081 101514846

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 107618743

LANG:

109352187 109352216 109361171 109363612

FVE:	101297683 101308477 101311999 101312286

RCN:	112181465 112182338 112186659 112187442 112188030 112193250 112195581

PPER:

18785414 18786441 18787082 18787499 18787644 18787718

PMUM:

103331413 103331414 103331441 103331464 103344052

PAVI:

110747274 110757365 110771793 110771794

MDM:	103406883 103428452 103433190

PXB:	103929751 103929753 103929757 103932050 103932052 103965505 103965506

ZJU:	107403677 107403679 107403682 107403845 107421712 107421713

CSV:	101203441 101203691 101221193 101222843

CMO:	103483417 103483418 103483426 103498990

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:	105637254 105643380

HBR:	110638963 110639725 110641046 110649196 110651908

MESC:

110614572 110614939 110614983 110615004 110616986

POP:	112324130 18105327 18105329 18105332 7463394

PEU:	105111451 105116944

JRE:	108989715 109008029 109008030

QSU:	111998302 111998303 111998304 111999683 112009915 112018104 112030629

VVI:	100243849 100248835 100250668 100252221 100256874 100261967 100262701 100267851 100854413

SLY:	101252060 101253677 101263099 101267647 101267934 101268663

SPEN:

107005221 107005457 107008221 107008222 107014415 107014566 107025013

SOT:	102579007 102579333 102579884 102593084 102595425 102595750 102599091 102599945

CANN:

107844046 107844196 107844359 107851087 107851578 107854358 107868261

NTA:	107759567 107773304 107774629 107778616 107785373 107786899 107800178 107801545 107809310 107817101 107821267 107823602

NSY:	104212478 104227074 104228614 104235229 104235959 104240300 104240303 104241526 104244089

NTO:	104084728 104084731 104096116 104097901 104106154 104107044 104107715 104116100 108944529

NAU:	109209082 109209347 109214395 109222351 109223843 109223844 109234408 109234411 109244845

INI:	109182241 109182254 109182262

SIND:

105167221 105167251 105173435 105173436

OEU:	111373242 111373243 111376458 111377333 111410890 111411605

HAN:	110897451 110897561 110912685 110920509

LSV:	111878549 111905990

CCAV:

112522670 112526942

DCR:	108193604 108193835 108200521 108202980 108216902 108217956

BVG:	104905209 104905211

SOE:	110778839 110792520

CQI:	110688922 110720448 110720450 110720452 110721294 110721591 110721593 110721594 110739445

NNU:	104590840 104596252 104596253 104596254 104611270 104611276

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

BDI:	100825208 100833295 100833807 100833914 100837949

ATS:	109733084(LOC109733084) 109747194(LOC109747194) 109756465(LOC109756465) 109759643(LOC109759643) 109759677(LOC109759677) 109765469(LOC109765469) 109765470(LOC109765470) 109774093(LOC109774093)

SBI:	8064469 8067437 8072487 8084204 8084699

ZMA:	100273712(CER1) 100280261(cl3929_1) 100382841

SITA:

101762753 101769789 101772770 101775794

PDA:	103699030 103711898 113463032

EGU:	105044200 105044255 105055747

MUS:	103971700 103992720

DCT:	110108758 110112743

PEQ:

110021075

AOF:	109824901 109825477 109832741 109836409 109845087 109849475 109851020

ATR:	18447308 18447310 18447313

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

PPP:

112278187

PPJ:	RK21_05027

PBC:	CD58_03975

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

SYW:

SYNW1738

SYC:

syc0050_d

SYF:	Synpcc7942_1593

SYD:	Syncc9605_0728

SYE:	Syncc9902_1635

SYG:

sync_1990

SYR:	SynRCC307_1586

SYX:	SynWH7803_0654

CYA:

CYB:

SYNE:

SYNP:

SYNK:

SYNR:

SYND:

SYU:	M744_09020

SYH:	Syncc8109_1976

SYNW:

SynWH8103_01989

SLW:	BRW62_00110

TEL:

tll1313

THN:	NK55_03185

TVN:	NIES2134_112420

THEC:

FFX45_09780

CGC:	Cyagr_0039 Cyagr_1038

CYI:	CBM981_0849

DSL:	Dacsa_2178

CMP:	Cha6605_4153

LEN:	LEP3755_23570

LET:	O77CONTIG1_03123

LBO:	LBWT_14420

PSEU:

Pse7367_3626

PSER:

ABRG53_3065 ABRG53_4148

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

AMR:

AM1_4041

GLP:	Glo7428_0150

GEE:	GM3708_2118

MAR:

MAE_53090

MPK:

VL20_1523

MIQ:	B5D77_20960

MVZ:	myaer102_25860

CAN:	Cyan10605_1692

HAO:	PCC7418_0961

ENN:	FRE64_14810

CYU:	UCYN_05810

CYT:

cce_0778

CWA:	CwatDRAFT_5731

CYP:	PCC8801_0455

CYH:	Cyan8802_0468

CYN:	Cyan7425_0398

TER:

Tery_2280

MIC:	Mic7113_4535

ARP:	NIES39_M01940

PAGH:

NIES204_11570

GEI:	GEI7407_1564

OAC:	Oscil6304_2075

ONI:	Osc7112_0944

CEP:	Cri9333_4418

GVI:

gll3146

GLJ:

GKIL_0725

ANA:

alr5283

NPU:	Npun_R1711

NOS:	Nos7107_1028

NOP:	Nos7524_4304

NON:	NOS3756_54760

NFL:	COO91_03200

NOE:	CLI64_08835

NSH:

GXM_04007

AVA:

Ava_2533

NAZ:

Aazo_3371

ANB:	ANA_C11210

ACY:	Anacy_3389

AWA:	AA650_00525

ANN:	EH233_18775

CSG:	Cylst_0697

CALO:

Cal7507_5586

CALT:

Cal6303_4369

CALH:

IJ00_07390

RIV:	Riv7116_3790

FIS:	FIS3754_06310

DOU:	BMF77_02261

NCN:	BZZ01_14980

CTHE:

Chro_1554

CEO:

ETSB_0877

CER:	RGRSB_0833

» 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