KEGG   ENZYME: 1.14.11.78
Entry
EC 1.14.11.78               Enzyme                                 
Name
(R)-3-[(carboxymethyl)amino]fatty acid dioxygenase/decarboxylase;
scoE (gene name);
mmaE (gene name);
Rv0097 (locus name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor
Sysname
(3R)-3-[(carboxylmethyl)amino]fatty acid,2-oxoglutarate:oxygen oxidoreductase (isonitrile-forming)
Reaction(IUBMB)
a (3R)-3-[(carboxylmethyl)amino]fatty acid + 2 2-oxoglutarate + 2 O2 = a (3R)-3-isocyanyl-fatty acid + 2 succinate + 3 CO2 + 2 H2O (overall reaction) [RN:R13014];
(1a) a (3R)-3-[(carboxylmethyl)amino]fatty acid + 2-oxoglutarate + O2 = a (3R)-3-{[carboxy(hydroxy)methyl]amino}fatty acid + succinate + CO2 [RN:R13012];
(1b) a (3R)-3-{[carboxy(hydroxy)methyl]amino}fatty acid + 2-oxoglutarate + O2 = a (3R)-3-isocyanyl-fatty acid + succinate + 2 CO2 + 2 H2O [RN:R13013]
Reaction(KEGG)
Substrate
(3R)-3-[(carboxylmethyl)amino]fatty acid [CPD:C22516];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007];
(3R)-3-{[carboxy(hydroxy)methyl]amino}fatty acid [CPD:C22517]
Product
(3R)-3-isocyanyl-fatty acid [CPD:C22518];
succinate [CPD:C00042];
CO2 [CPD:C00011];
H2O [CPD:C00001];
(3R)-3-{[carboxy(hydroxy)methyl]amino}fatty acid [CPD:C22517]
Comment
Requires Fe(II). The enzyme, found in actinobacterial species, participates in the biosynthesis of isonitrile-containing lipopeptides. The reaction comprises two catalytic cycles, each consuming an oxygen molecule and a 2-oxoglutarate molecule. In the first cycle the substrate is hydroxylated, while in the second cycle the enzyme catalyses a decarboxylation/oxidation reaction that produces an isonitrile group.
History
EC 1.14.11.78 created 2022
Orthology
K25987  (R)-3-[(carboxymethyl)amino]fatty acid dioxygenase/decarboxylase
Genes
HNAHneap_0955
CHROCXB49_14790
BCAIK788_0006366
MTURv0097
MTVRVBD_0097
MTCMT0106
MRAMRA_0101
MTFTBFG_10098
MTBTBMG_00098
MTKTBSG_00098
MTZTBXG_000098
MTGMRGA327_00625
MTIMRGA423_00625
MTECCDC5079_0085
MTURCFBS_0103
MTLCCDC5180_0086
MTOMTCTRI2_0100
MTDUDA_0097
MTNERDMAN_0114
MTJJ112_00540
MTUBMT7199_0099
MTUCJ113_00660
MTUEJ114_00545
MTXM943_00545
MTULTBHG_00098
MTUTHKBT1_0103
MTUUHKBT2_0103
MTQHKBS1_0103
MBOBQ2027_MB0100
MBBBCG_0130
MBTJTY_0101
MBMBCGMEX_0101
MBKK60_001090
MBXBCGT_3892
MAFMAF_00980
MMICRN08_0114
MCEMCAN_01001
MCQBN44_10120
MCVBN43_10115
MCXBN42_10135
MCZBN45_10113
MLEML1992
MLBMLBr01992
MULMUL_4854
MMIMMAR_0260
MMAEMMARE11_02430
MLIMULP_00232
MYVG155_20090
MHADB586_11335
MSHGMSG_00073 MSG_03152
MPAGC0J29_01600
MGORH0P51_07735
MBAIMB901379_00194(tauD_1)
MSHOMSHO_13070
MHERK3U94_21315
MSENK3U95_09855
MSPGF6B93_01070
MLMMLPF_3235
MVMMJO54_21210
MFTXA26_41020
MFXMFAL_24230
MIJMINS_08860
MALVMALV_54130
MHEVMHEL_38330 MHEL_38420
MSARMSAR_36840 MSAR_36930
MAUBMAUB_23310 MAUB_23350
MPHUMPHO_47180
MMUCC1S78_023665
MBOKMBOE_32780
MFGK6L26_11640
MABMAB_0659
MMVMYCMA_0346
MABBMASS_0630
MABLMMASJCM_0649
MCHEBB28_03145
MIZBAB75_03935
MSTEMSTE_00614
MSAOMYCSP_02835
MSALDSM43276_00570(tfdA)
MMINMMIN_13050
CPRECsp1_27300
NBRO3I_034365
NTPCRH09_21095
NOZDMB37_13095
NAHF5544_19260
NIEKV110_33060
GAMGII34_17735
GPDGII33_17145
SMASAVERM_607
SGBWQO_03775
SBHSBI_00519
SGMGCM10017557_04940
SNWBBN63_00220
SGEDWG14_02621
SBYH7H31_00885 H7H31_26455
STSUB7R87_01580
SBROGQF42_33750
SHARHUT13_09610
AMYCCU254_21790
KALKALB_7700
ACTUActkin_01836(tauD)
CCAZCOUCH_33510
NEDHUN01_03905
 » show all
Reference
1  [PMID:28634299]
  Authors
Harris NC, Sato M, Herman NA, Twigg F, Cai W, Liu J, Zhu X, Downey J, Khalaf R, Martin J, Koshino H, Zhang W.
  Title
Biosynthesis of isonitrile lipopeptides by conserved nonribosomal peptide synthetase gene clusters in Actinobacteria.
  Journal
Proc Natl Acad Sci U S A 114:7025-7030 (2017)
DOI:10.1073/pnas.1705016114
  Sequence
[mtu:Rv0097] [mmi:MMAR_0260]
Reference
2  [PMID:29906336]
  Authors
Harris NC, Born DA, Cai W, Huang Y, Martin J, Khalaf R, Drennan CL, Zhang W.
  Title
Isonitrile Formation by a Non-Heme Iron(II)-Dependent Oxidase/Decarboxylase.
  Journal
Angew Chem Int Ed Engl 57:9707-9710 (2018)
DOI:10.1002/anie.201804307
Reference
3  [PMID:33361191]
  Authors
Jonnalagadda R, Del Rio Flores A, Cai W, Mehmood R, Narayanamoorthy M, Ren C, Zaragoza JPT, Kulik HJ, Zhang W, Drennan CL.
  Title
Biochemical and crystallographic investigations into isonitrile formation by a nonheme iron-dependent oxidase/decarboxylase.
  Journal
J Biol Chem 296:100231 (2021)
DOI:10.1074/jbc.RA120.015932
Other DBs
ExplorEnz - The Enzyme Database: 1.14.11.78
IUBMB Enzyme Nomenclature: 1.14.11.78
ExPASy - ENZYME nomenclature database: 1.14.11.78
BRENDA, the Enzyme Database: 1.14.11.78

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