KEGG   ENZYME: 2.3.1.339
Entry
EC 2.3.1.339                Enzyme                                 
Name
aromatic amino acid N-acyltransferase;
tyzA (gene name);
oxzA (gene name);
trzA (gene name)
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
acyl-CoA:aromatic amino acid N-acetyltransferase
Reaction(IUBMB)
(1) an acyl-CoA + L-tryptophan = an N-acyl-L-tryptophan + CoA [RN:R13676];
(2) an acyl-CoA + L-tyrosine = an N-acyl-L-tyrosine + CoA [RN:R13677];
(3) an acyl-CoA + L-phenylalanine = an N-acyl-L-phenylalanine + CoA [RN:R13678]
Reaction(KEGG)
Substrate
acyl-CoA [CPD:C00040];
L-tryptophan [CPD:C00078];
L-tyrosine [CPD:C00082];
L-phenylalanine [CPD:C00079]
Product
N-acyl-L-tryptophan [CPD:C23151];
CoA [CPD:C00010];
N-acyl-L-tyrosine [CPD:C23152];
N-acyl-L-phenylalanine [CPD:C23153]
Comment
The enzyme catalyses the first step in the biosynthesis of oxazolone compounds (phenazolones, tyrazolones, and tryptazolones), which have been reported from Gram-negative as well as Gram-positive bacteria. The enzymes from different organisms have different specificity for the amino acid substrate, as well as for the length of the acyl-CoA tail.
History
EC 2.3.1.339 created 2026
Orthology
K29110  aromatic amino acid N-acyltransferase
K29111  aromatic amino acid N-acyltransferase
K29112  aromatic amino acid N-acyltransferase
Genes
PRRAT705_03695
MTURv1356c Rv2336
MTVRVBD_1356c RVBD_2336
MTCMT1399 MT2399
MRAMRA_1364 MRA_2356
MTFTBFG_11386 TBFG_12360
MTBTBMG_01642 TBMG_02622
MTKTBSG_01651 TBSG_02636
MTZTBXG_001627 TBXG_002602
MTGMRGA327_08490 MRGA327_14390
MTIMRGA423_08485 MRGA423_14535
MTECCDC5079_1255 CCDC5079_2161
MTURCFBS_1441 CFBS_2473
MTLCCDC5180_1246 CCDC5180_2133
MTOMTCTRI2_1394 MTCTRI2_2378
MTDUDA_1356c UDA_2336
MTNERDMAN_2564
MTJJ112_07305 J112_12535
MTUBMT7199_1388 MT7199_2369
MTUCJ113_09430 J113_16195
MTUEJ114_07285 J114_12520
MTXM943_07110 M943_12075
MTUHI917_09615 I917_16415
MTULTBHG_02275 TBHG_03976
MTUTHKBT1_1440 HKBT1_2464
MTUUHKBT2_1446 HKBT2_2466
MTQHKBS1_1444 HKBS1_2470
MBOBQ2027_MB1391C BQ2027_MB2364
MBBBCG_1418c BCG_2358
MBTJTY_1392 JTY_2352
MBMBCGMEX_1390c BCGMEX_2347
MBKK60_014550 K60_024290
MBXBCGT_1190 BCGT_2167
MAFMAF_13800 MAF_23490
MMICRN08_1518 RN08_2591
MCEMCAN_13741 MCAN_23681
MCQBN44_11523 BN44_50299
MCVBN43_30455 BN43_31597
MCXBN42_21267 BN42_40265
MCZBN45_30441 BN45_50694
MORYMO_001458 MO_002454
MPAMAP_1343
MAOMAP4_2503
MAVIRC58_12445
MAVURE97_12460
MAVMAV_3133
MAVMMAA44156_01318
MITOCO_29740
MIAOCU_29650
MIDMIP_04381
MYOOEM_28970
MCHIAN480_15505
MIROCQ_30400
MMALCKJ54_13620
MMANMMAN_08800
MSERMTY59_46780
MSAMycsm_02087
MMCMmcs_1750
MKMMkms_1797
MJLMjls_1731
MMMW7S_14765
MYVG155_10585
MYEAB431_02875
MHADB586_16065
MDXBTO20_24290
MPAGC0J29_21215
MCOOMCOO_21160
MBAIMB901379_01286
MLMMLPF_1056
MPAAMKK62_05310
MMEHM5I08_07930
MADIA7U43_21305
MWUPT015_12155
MYWBVC93_16595
MYJBCA37_26240
MHAFACEL92_06055
MFGK6L26_21795
MSMMSMEG_2199
MSGMSMEI_2147
MSBLJ00_10950
MSNLI99_10950
MSHLI98_10955
MVAMvan_1969
MAUSJN090_08830
MGIMflv_4375
MSPMspyr1_37240
MCBMycch_1713
MNED174_10095
MYNMyAD_09890
MFTXA26_21790
MPHLMPHLCCUG_01883
MVQMYVA_1868
MLLB1R94_03065
MTHN4412656_01407
MDUMDUV_25300
MCHTMCHIJ_05380
MDRMDOR_12050
MAUUNCTC10437_01816
MMAGMMAD_19570
MAICMAIC_50880
MALVMALV_17330
MTYMTOK_08070
MPSCMPSYJ_46450
MARZMARA_20890
MHEVMHEL_16640
MANYMANY_45620
MAUBMAUB_12140
MPOFMPOR_23020
MPHUMPHO_00680
MMUCC1S78_018040
MMATMMAGJ_51330
MBOKMBOE_53280
MSEIMSEDJ_31860
MFLVNCTC10271_03616
MMONEWR22_08890
MGOAFA91_28270
MHOLK3U96_18005
MSENK3U95_19285
MPAEK0O64_02520
MRFMJO55_09000
MDFK0O62_09680
MCROMI149_03150
MGROFZ046_15150
MFREEXE63_04990
MBUGMU0053_004173
MYQTUM20985_38800
MFLUHZU40_14590
MYHQU592_10205
MPATMPNTM1_05075
MWJACOI2T_24820
MYCEACRDU6_06155
NFANFA_49180
NFRERS450000_04990
NCYNOCYR_4703
NSLBOX37_27185
NSRNS506_01595
NODFOH10_01580
NADNCTC11293_06297
NTCKHQ06_10725
NHUH0264_09985
NYALTV02_22865
NGPLTT66_17525
NSPUIFM12276_05980
NYUD7D52_02680
RHARHA1_ro05751
ROPROP_58130
ROAPd630_LPD02367
RPYY013_21675
RHBNY08_3156 NY08_4080
RAVAAT18_07550
RAETJQ505_23245
RHWBFN03_01915
RRZCS378_22560
RHUA3Q40_01103 A3Q40_02449
RKOJWS14_31465
RGOKYT97_09890
ROZCBI38_22230
RPSKJWS13_12970
RGORNMQ04_05155
RHOPD8W71_12140
RHOUKZJ41_08100
RHOWA4U64_17020
RHOJJVH1_07625
RHOSQWW67_25120
RHOQQWW98_25145
RHOYQNA09_05165
RHJSOYT95_07905
RHZQGO592_21030
RHPDU9J23_05585
RHWBFND50_11055
RHPME5769_14385
RHPCE5720_21140
RHWYGFS60_05003
RHDMHFP48_08225
RHMMISO16_25045
RHZPHYG77_24330
RHRDRDE2_11470
RHDKPST05_29280
RHMZQWU03_25790
RIOACM26Y_06820
RHDEPSR88_29170
RFAA3L23_01352
RHSA3Q41_02002
WHROG579_04855
GBRGbro_1082
GPOGPOL_c11520
GORKTR9_0952
GTABCM27_05810
GRUGCWB2_05115
GOMD7316_04741
GAVC5O27_22215
GODGKZ92_04845
GOSQAD21_04935
GOJGR168_05020
GJIH1R19_04795
GOILK459_06270
GHNMVF96_05185
GAMIIHQ52_08150
GMGNWF22_04500
TOYFO059_14450
NMLNamu_5242
NAKAH7F38_04630 H7F38_23960
 » show all
Reference
1  [PMID:34099916]
  Authors
de Rond T, Asay JE, Moore BS.
  Title
Co-occurrence of enzyme domains guides the discovery of an oxazolone synthetase.
  Journal
Nat Chem Biol 17:794-799 (2021)
DOI:10.1038/s41589-021-00808-4
Reference
2  [PMID:37328106]
  Authors
Grigg JC, Copp JN, Krekhno JMC, Liu J, Ibrahimova A, Eltis LD.
  Title
Deciphering the biosynthesis of a novel lipid in Mycobacterium tuberculosis expands the known roles of the nitroreductase superfamily.
  Journal
J Biol Chem 299:104924 (2023)
DOI:10.1016/j.jbc.2023.104924
  Sequence
[mtu:Rv2336]
Reference
3  [PMID:41429352]
  Authors
Kleetz J, Grigg JC, Hassan AA, Ibtisam A, Copp JN, Lian J, Liu J, Eltis LD.
  Title
The biosynthesis of N-acylated tryptazolone in Mycobacterium tuberculosis and related bacteria.
  Journal
J Biol Chem 302:111079 (2026)
DOI:10.1016/j.jbc.2025.111079
  Sequence
[mtu:Rv1356c]
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.339
IUBMB Enzyme Nomenclature: 2.3.1.339
ExPASy - ENZYME nomenclature database: 2.3.1.339
BRENDA, the Enzyme Database: 2.3.1.339
LinkDB

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