KEGG   ENZYME: 4.1.99.5Help
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
BRITE hierarchy
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
Show
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: ARALYDRAFT_321478 ARALYDRAFT_470048 ARALYDRAFT_887207 ARALYDRAFT_891843
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
THJ: 104799403 104810724 104813547
CPAP: 110807870 110816250
LJA: Lj1g3v4156050.1(Lj1g3v4156050.1) Lj3g3v0618210.1(Lj3g3v0618210.1) Lj3g3v0618250.1(Lj3g3v0618250.1) Lj4g3v1120540.1(Lj4g3v1120540.1)
DOSA: Os02t0621300-01(Os02g0621300) Os02t0814200-01(Os02g0814200) Os10t0471100-01(Os10g0471100)
ATS: 109733084(LOC109733084) 109747194(LOC109747194) 109756465(LOC109756465) 109759643(LOC109759643) 109759677(LOC109759677) 109765469(LOC109765469) 109765470(LOC109765470) 109774093(LOC109774093)
ZMA: 100273712(CER1) 100280261(cl3929_1) 100382841
PDA: 103699030
SMO: SELMODRAFT_129942(CER1-2) SELMODRAFT_230422(CER1-1)
PPP: 112278187
SYN: sll0208
SYY: SYNGTS_2252(sll0208)
SYT: SYNGTI_2251(sll0208)
SYS: SYNPCCN_2250(sll0208)
SYQ: SYNPCCP_2250(sll0208)
SYW: SYNW1738
SYC: syc0050_d
SYG: sync_1990
CYA: CYA_0415
CYB: CYB_2442
SYNR: KR49_12745
SYND: KR52_13300
TEL: tll1313
PMA: Pro_0532
PMM: PMM0532
PMT: PMT_1231
PRC: EW14_0578
PRM: EW15_0629
AMR: AM1_4041
MAR: MAE_53090
MPK: VL20_1523
CYT: cce_0778
TER: Tery_2280
GVI: gll3146
GLJ: GKIL_0725
ANA: alr5283
AVA: Ava_2533
NAZ: Aazo_3371
CALH: IJ00_07390
CTHE: Chro_1554
CEO: ETSB_0877
 » show all
Taxonomy
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
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
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
Other DBs
ExplorEnz - The Enzyme Database: 4.1.99.5
IUBMB Enzyme Nomenclature: 4.1.99.5
ExPASy - ENZYME nomenclature database: 4.1.99.5
BRENDA, the Enzyme Database: 4.1.99.5
CAS: 94185-90-7

DBGET integrated database retrieval system