KEGG   ENZYME: 1.14.13.248
Entry
EC 1.14.13.248              Enzyme                                 
Name
L-aspartate N-monooxygenase (nitrosuccinate-forming);
creE (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
L-aspartate,NADPH:oxygen oxidoreductase [(2S)-2-nitrobutanedioate-forming]
Reaction(IUBMB)
L-aspartate + 3 NADPH + 3 H+ + 3 O2 = (2S)- 2-nitrobutanedioate + 3 NADP+ + 4 H2O [RN:R12907];
(1a) L-aspartate + NADPH + H+ + O2 = N-hydroxy-L-aspartate + NADP+ + H2O [RN:R12908];
(1b) N-hydroxy-L-aspartate + NADPH + H+ + O2 = N,N-dihydroxy-L-aspartate + NADP+ + H2O [RN:R12909];
(1c) N,N-dihydroxy-L-aspartate = (2S)-2-nitrosobutanedioate + H2O (spontaneous) [RN:R12910];
(1d) (2S)-2-nitrosobutanedioate + NADPH + H+ + O2 = (2S)-2-nitrobutanedioate + NADP+ + H2O [RN:R12911]
Reaction(KEGG)
Substrate
L-aspartate [CPD:C00049];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
N-hydroxy-L-aspartate [CPD:C22380];
N,N-dihydroxy-L-aspartate [CPD:C22333];
(2S)-2-nitrosobutanedioate [CPD:C22334]
Product
(2S)-2-nitrosobutanedioate [CPD:C22334];
NADP+ [CPD:C00006];
H2O [CPD:C00001];
N-hydroxy-L-aspartate [CPD:C22380];
N,N-dihydroxy-L-aspartate [CPD:C22333];
(2S)-2-nitrobutanedioate [CPD:C22388]
Comment
The enzyme, found in some Actinobacteria, is involved in a pathway that forms nitrite, which is subsequently used to generate a diazo group in some secondary metabolites. Requires an FAD cofactor.
History
EC 1.14.13.248 created 2021
Pathway
ec00998  Biosynthesis of various antibiotics
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K25562  L-aspartate N-monooxygenase (nitrosuccinate-forming)
Genes
MYEAB431_04535
MDXBTO20_27380
MCROMI149_04810
MRHMycrhN_2392
MABMAB_0289
MMVMYCMA_13450
MABBMASS_0291
MABLMMASJCM_0288
MCHEBB28_01430
MIZBAB75_01980
MSAOMYCSP_01260
MSALDSM43276_00245
NTPCRH09_09115
NYALTV02_27330
SMASAVERM_5825
SCBSCAB_64551 SCAB_69781
SVLStrvi_7458
SRCM271_33825
SMALSMALA_1625 SMALA_2310
SSOII1A49_11265 I1A49_14680
SCTSCAT_5479
SCYSCATT_54770
SBHSBI_03173 SBI_07518
SDVBN159_4422 BN159_6016 BN159_7957
SALSSLNWT_1071
SFISFUL_3320 SFUL_5285
SALUDC74_2833
SALLSAZ_15540
SGUSGLAU_17375
STREGZL_06149 GZL_07531
SLDT261_5726
STRCAA958_10040
SAMBSAM23877_0158
SCZABE83_19265
SCXAS200_01110
SRWTUE45_02941
SPAVSpa2297_26595
SGSAVL59_39895
STSIA4E84_12240
SALWCP975_10545
SGMGCM10017557_24320 GCM10017557_58080
SCADDN051_26665 DN051_33885
SLSSLINC_2692
SNRSNOUR_28525 SNOUR_34625
SPLULK06_008675 LK06_026295 LK06_027145 LK06_029040
SNWBBN63_20140
SAUOBV401_11590 BV401_14965
SGVB1H19_13825
SALFSMD44_02588
SALJSMD11_1717 SMD11_3243
STROSTRMOE7_12615
SFKKY5_2417 KY5_6722
SLKSLUN_11645
SDXC4B68_28135
SGDELQ87_27530
SQZFQU76_00325 FQU76_11655
SCYAEJ357_13810
STIRDDW44_05705
SKACP970_07035 CP970_30420
SGZC0216_00550
SVNCP980_14850
SHAWCEB94_12685
SRKFGW37_24835
SFICEIZ62_23355
SGALCP966_10610
SSPODDQ41_19480
SPADDVK44_07755 DVK44_34375
SFYGFH48_28120
SAQUEJC51_15630
SCAVCVT27_15270
SSEOD0Z67_01815
SBYH7H31_25340
SPHVF9278_12395
STSUB7R87_11300
SCHACP983_30275
SCOECP976_13760
SSPBCP982_00270 CP982_13740 CP982_28265
SPLACP981_11965
STUIGCM10017668_19950
SCHFIPT68_11230
SHUNDWB77_00270
SFEUIM697_09865 IM697_30750
SLIAHA039_24470
SDWK7C20_11295
SAUHSU9_009660
SMOBJ7W19_14375
SROIIAG44_28380 IAG44_34520
SHKJ2N69_10405
SACTDMT42_22420
SGOBtest1122_05100
SINEKI385_14840
SLFJEQ17_24415 JEQ17_32250
SDECL3078_11355 L3078_13925
SAOVG3H79_26185
KSKKSE_07780 KSE_59000
KITCFP65_6077
SACGFDZ84_06750
APRECNX65_23230
AMIAmir_4655
SSYIEKG83_10135 EKG83_27695
KALKALB_2259
KPHYAOZ06_18050 AOZ06_18845 AOZ06_22515 AOZ06_26375 AOZ06_45890
SAQSare_1050
MICBMicB006_2940
MICHFJK98_14145
PLKCIK06_12455
 » show all
Reference
1  [PMID:26689788]
  Authors
Sugai Y, Katsuyama Y, Ohnishi Y.
  Title
A nitrous acid biosynthetic pathway for diazo group formation in bacteria.
  Journal
Nat Chem Biol 12:73-5 (2016)
DOI:10.1038/nchembio.1991
  Sequence
Reference
2  [PMID:30120394]
  Authors
Hagihara R, Katsuyama Y, Sugai Y, Onaka H, Ohnishi Y.
  Title
Novel desferrioxamine derivatives synthesized using the secondary metabolism-specific nitrous acid biosynthetic pathway in Streptomyces davawensis.
  Journal
J Antibiot (Tokyo) 71:911-919 (2018)
DOI:10.1038/s41429-018-0088-1
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.248
IUBMB Enzyme Nomenclature: 1.14.13.248
ExPASy - ENZYME nomenclature database: 1.14.13.248
BRENDA, the Enzyme Database: 1.14.13.248

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