KEGG   ENZYME: 6.1.3.1Help
Entry
EC 6.1.3.1                  Enzyme                                 

Name
olefin beta-lactone synthetase;
oleC (gene name)
Class
Ligases;
Forming carbon-oxygen bonds;
Cyclo-ligases
BRITE hierarchy
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)
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
Genes
KCO: BWI95_06495
KOT: EH164_03280
PTT: VY86_10480
XFA: XF_2276
XFT: PD_1311
XFM: Xfasm12_1468
XFN: XfasM23_1395
XFF: XFLM_00650
XFL: P303_06255
XFS: D934_06110
XCC: XCC0218
XCB: XC_0228
XCP: XCR_4305
XCV: XCV0243
XAX: XACM_0223
XAC: XAC0237
XCI: XCAW_00635(caiC)
XOO: XOO4215(CaiC)
XOM: XOO3984(XOO3984)
XOP: PXO_03950
XOR: XOC_0333
XAL: XALC_3069
XPH: XppCFBP6546_10730(XppCFBP6546P_10730)
SML: Smlt0208
SMT: Smal_0170
SMZ: SMD_0178
PSUW: WQ53_07285
PSD: DSC_15430
LEZ: GLE_0202
LEM: LEN_4733
VTA: A1844
PPR: PBPRA1464(XF2276)
SON: SO_1744(oleC)
SDN: Sden_1371
SFR: Sfri_1367
SAZ: Sama_1184
SBL: Sbal_1552
SLO: Shew_1715
SSE: Ssed_1512
SPL: Spea_2734
SHL: Shal_2818
SWD: Swoo_3157
SWP: swp_3334
SVO: SVI_3043
SPSW: Sps_01975
CPS: CPS_2155
PIN: Ping_1999
MVS: MVIS_1673
GAI: IMCC3135_24165(acsA_2)
SVA: SVA_3744
GUR: Gura_2008
GLO: Glov_2271
GBM: Gbem_2100
GEO: Geob_3151
GEM: GM21_2118
GEB: GM18_2132
PPD: Ppro_3117
DPS: DP2631
DSF: UWK_02995
DOL: Dole_2010
BBW: BDW_11560
BMX: BMS_1439
MVA: Mvan_1080
NFA: NFA_34570
NFR: ERS450000_00593(fcbA2)
NSR: NS506_01611(lys2) NS506_05575(entE)
SPRI: SPRI_1062
STRD: NI25_11220
SLX: SLAV_09790(fcbA2)
CMI: CMM_2154
CMS: CMS1847
CMC: CMN_02121
MTS: MTES_0536
ARM: ART_1189
AAU: AAur_1999
ACH: Achl_0447
KRH: KRH_10510
IDO: I598_2611(lcfB_2)
SERJ: SGUI_1320
BLIN: BLSMQ_3614
DCO: SAMEA4475696_0223(fcbA2)
MPH: MLP_50960
NML: Namu_4241
GOB: Gobs_2462
MMAR: MODMU_2228
KRA: Krad_1681
LET: O77CONTIG1_02654(ppsB)
CAU: Caur_3531
CAG: Cagg_0550
OTE: Oter_0858
OBG: Verru16b_01069(lcfB)
CAA: Caka_2478
RBA: RB6755
PSL: Psta_3186
PIR: VN12_12860(lcfB_2)
PLM: Plim_3597
PEH: Spb1_03150(lcfB)
PLS: VT03_04305(lcfB_1)
PLH: VT85_06220(lcfB)
RUL: UC8_02000(lcfB_1) UC8_55580(lcfB_4)
MFF: MFFC18_05180(lcfB)
GES: VT84_31315(lcfB_2)
IPA: Isop_1050
SACI: Sinac_3642
PBOR: BSF38_04650(lcfB)
AGV: OJF2_56800(lcfB_2)
GBA: J421_1812
 » show all
Taxonomy
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

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