KEGG   ORTHOLOGY: K25570
Entry
K25570                      KO                                     
Symbol
bioU
Name
8-amino-7-oxononanoate carboxylating dehydrogenase [EC:2.6.1.121]
Pathway
map00780  Biotin metabolism
map01100  Metabolic pathways
map01240  Biosynthesis of cofactors
Module
M00950  Biotin biosynthesis, BioU pathway, pimeloyl-ACP/CoA => biotin
Reaction
R12935  8-amino-7-oxononanoate:[protein]-L-lysine aminotransferase (N-carboxylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09108 Metabolism of cofactors and vitamins
   00780 Biotin metabolism
    K25570  bioU; 8-amino-7-oxononanoate carboxylating dehydrogenase
Enzymes [BR:ko01000]
 2. Transferases
  2.6  Transferring nitrogenous groups
   2.6.1  Transaminases
    2.6.1.121  8-amino-7-oxononanoate carboxylating dehydrogenase
     K25570  bioU; 8-amino-7-oxononanoate carboxylating dehydrogenase
Genes
SYN: slr0355
SYZ: MYO_122290
SYY: SYNGTS_2205(slr0355)
SYT: SYNGTI_2204(slr0355)
SYS: SYNPCCN_2203(slr0355)
SYQ: SYNPCCP_2203(slr0355)
SYJ: D082_19980
SYO: C7I86_11525
SYNH: HTZ78_02985
SYNS: OLK001_10160
AMR: AM1_3508
HHG: XM38_052210(gdhA)
CYR: A5482_011175(bioU)
MAR: MAE_52130
MPK: VL20_1628
MICD: ACQY1Y_11815(bioU)
MPRC: ACQY1X_11890(bioU)
CYT: cce_3615
TER: Tery_2576
CSAU: ACL6C3_30635(bioU)
GVI: gll0528
GLJ: GKIL_1220
ANA: alr2440
NSH: GXM_05630
AVA: Ava_0372
NAZ: Aazo_1966
CALH: IJ00_13450
SCYT: SAMD_15610
SCHV: BRCON_0578
SALI: L593_14820
HMA: rrnAC0884(gdhA3)
HHI: HAH_1521
HMU: Hmuk_2295
HALL: LC1Hm_1523
NPH: NP_4234A
HME: HFX_5078
HTU: Htur_1909
NAT: NJ7G_0817
 » show all
Reference
  Authors
Sakaki K, Ohishi K, Shimizu T, Kobayashi I, Mori N, Matsuda K, Tomita T, Watanabe H, Tanaka K, Kuzuyama T, Nishiyama M.
  Title
A suicide enzyme catalyzes multiple reactions for biotin biosynthesis in cyanobacteria.
  Journal
Nat Chem Biol 16:415-422 (2020)
DOI:10.1038/s41589-019-0461-9
  Sequence
[syn:slr0355]
LinkDB

KEGG   ENZYME: 2.6.1.121
Entry
EC 2.6.1.121                Enzyme                                 
Name
8-amino-7-oxononanoate carboxylating dehydrogenase;
bioU (gene name)
Class
Transferases;
Transferring nitrogenous groups;
Transaminases
Sysname
(8S)-8-amino-7-oxononanoate:[protein]-L-lysine aminotransferase (N-carboxylating)
Reaction(IUBMB)
(8S)-8-amino-7-oxononanoate + [protein]-L-lysine + CO2 = (7R,8S)-8-amino-7-(carboxyamino)nonanoate + [protein]-(S)-2-amino-6-oxohexanoate (overall reaction) [RN:R12948];
(1a) (8S)-8-amino-7-oxononanoate + [protein]-L-lysine + NAD(P)H + H+ = [protein]-N6-[(2S,3R)-2-amino-8-carboxyoctan-3-yl]-L-lysine + H2O + NAD(P)+ [RN:R12949 R12952];
(1b) [protein]-N6-[(2S,3R)-2-amino-8-carboxyoctan-3-yl]-L-lysine + CO2 + H2O + NAD(P)+ = (7R,8S)-8-amino-7-(carboxyamino)nonanoate + [protein]-(S)-2-amino-6-oxohexanoate + NAD(P)H + H+ [RN:R12950 R12953]
Reaction(KEGG)
Substrate
(8S)-8-amino-7-oxononanoate [CPD:C22463];
[protein]-L-lysine [CPD:C02188];
CO2 [CPD:C00011];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
[protein]-N6-[(2S,3R)-2-amino-8-carboxyoctan-3-yl]-L-lysine [CPD:C22465];
H2O [CPD:C00001];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006]
Product
(7R,8S)-8-amino-7-(carboxyamino)nonanoate [CPD:C22464];
[protein]-(S)-2-amino-6-oxohexanoate [CPD:C03531];
[protein]-N6-[(2S,3R)-2-amino-8-carboxyoctan-3-yl]-L-lysine [CPD:C22465];
H2O [CPD:C00001];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme, which participates in biotin biosynthesis, is found in haloarchaea and some cyanobacteria. It forms a conjugant between (7R,8S)-8-amino-7-oxononanoate and an internal lysine residue and catalyses multiple reactions, including a reduction, a carboxylation of the epsilon-amino group of the lysine residue, and an oxidative cleavage of the conjugate to release (7R,8S)-8-amino-7-(carboxyamino)nonanoate. During this process the lysine residue serves as an amino donor and is converted to (S)-2-amino-6-oxohexanoate, resulting in inactivation of the enzyme following a single turnover. cf. EC 2.6.1.105, lysine---8-amino-7-oxononanoate transaminase.
History
EC 2.6.1.121 created 2021
Pathway
ec00780  Biotin metabolism
ec01100  Metabolic pathways
Orthology
K25570  8-amino-7-oxononanoate carboxylating dehydrogenase
Genes
SYNslr0355
SYZMYO_122290
SYYSYNGTS_2205(slr0355)
SYTSYNGTI_2204(slr0355)
SYSSYNPCCN_2203(slr0355)
SYQSYNPCCP_2203(slr0355)
SYJD082_19980
SYOC7I86_11525
SYNHHTZ78_02985
SYNSOLK001_10160
SYNPSyn7502_03281
WNAKA717_10265
CYNCyan7425_5085
CEPCri9333_4105
AMRAM1_3508
ACAMHRE53_14255
LSCKIK02_03870
LSKJ5X98_00925
HHGXM38_052210(gdhA)
DSLDacsa_3533
PSEUPse7367_1578
PSERABRG53_2444
PGXOA858_10165
CHONNIES4102_13170
GENGM3709_3187
GEEGM3708_446
CSNCyast_1436
CYLAA637_13255
CYRA5482_011175(bioU)
SYPSYNPCC7002_A2217
SYVAWQ23_11065
SYLAWQ21_11220
LEPLepto7376_1721
SYNNNIES970_23540
PIPFEK30_15310
MARMAE_52130
MPKVL20_1628
MIQB5D77_06185
MVZmyaer102_24930
MIBLACE3JL_19695
MICDACQY1Y_11815(bioU)
MPRCACQY1X_11890(bioU)
HAOPCC7418_1108
ENNFRE64_06820
CYTcce_3615
CWACwatDRAFT_0322
CYPPCC8801_2161
CYHCyan8802_2223
CYCPCC7424_0836
CYJCyan7822_5128
TERTery_2576
PAGHNIES204_11170
PPSUNO713_05154
PRUNPCC7821_01421
LFSHFV01_01590
LIXH2674_23140
ARPNIES39_K03140
CSAUACL6C3_30635(bioU)
OXYHCG48_24655
OACOscil6304_0680
PHORJWS08_07230
PYHNEA10_03540
MICMic7113_0861
MPROBJP34_28010
GEIGEI7407_0392
GVIgll0528
GLJGKIL_1220
GMLISF26_16410
ANAalr2440
NPUNpun_F0114
NOSNos7107_1213
NOPNos7524_4563
NONNOS3756_05190
NFLCOO91_04968
NOECLI64_13535
NSHGXM_05630
NEDHUN01_28990
NPZACX27_26410
NLKNIES25_16630
NCWNIES2107_09760
NCFANSO36C_61450
NOSTGJB62_00555
NOSUJYQ62_00790
NOSQPQG02_01685
AVAAva_0372
NAZAazo_1966
ANBANA_C13203
ACYAnacy_4347
AWAAA650_04800
ANNEH233_06115
CSGCylst_5857
RSINB6N60_03227
HBQQI031_28070
NSPBMF81_02251
NSPHBDGGKGIB_01917
AEEIM676_11870
CALOCal7507_6097
CALTCal6303_1482
CALHIJ00_13450
CALNNIES2098_60510
CALSNIES3974_43750
MDPNIES3275_17190
FISFIS3754_36280
DOUBMF77_03299
DFSHGD76_20955
DHTNG743_17340
DCMNIES806_42070
DOTEZY12_03800
DOZHEP80_12665
DOCHEQ26_14260
CCURIAR63_11295
CRKL3I90_02060
AFLOHEQ12_06040
STOQK2F26_17960
SKVNIES73_10020
RCSNIES932_22430
OCFWJM97_07535
TOQHCG51_05015
TTQNIES37_34350
TOIHG267_33725
TOZHGR01_21015
ALAXNIES50_52250
SCYTSAMD_15610
SCYSNIES4073_04490
BSENDP114_28505
BOXDP113_28415
NCNBZZ01_27820
PLPPle7327_3173
SCSSta7437_1699
STANSTA3757_22720
GLTGlitD10_1763
GCYLQF76_09660
CERRGRSB_1164
CEECP3F56_09450
SCHVBRCON_0578
HDOMUK72_10445
SALIL593_14820
SAIMK0C01_06305
HMArrnAC0884(gdhA3)
HSINKDQ40_05825
HHIHAH_1521
HHNHISP_07770
HABSG26_15600
HTABVU17_07395
HALJG9465_11560
HMUHmuk_2295
HALZE5139_14610
HALLLC1Hm_1523
HAZPGBQ70_14625
HALIBV210_17475
HRRHZS55_15520
HPELHZS54_18570
HLTI7X12_20070
HAADMW046_12510
NPHNP_4234A
NHOHWV23_16150
NSALHWV07_00995
HMEHFX_5078
HLSKU306_16045
HBOHbor_32760
HTUHtur_1909
HSALJMJ58_19845
HAKZJ0X25_16395
NATNJ7G_0817
NPENatpe_1551
NVRFEJ81_07980
NPLFGF80_02630
NAYHYG81_00655
HALYHYG82_03420
HJTDVR14_17310 DVR14_21440
HLOJ0X27_00235
NGENatgr_2204
NOUNatoc_4148
HLRHALLA_13585
NAJB1756_14330
NARAQQ977_11570
NBGDV706_13590
NASGCU68_14200
HDABB347_05620
 » show all
Reference
1  [PMID:32042199]
  Authors
Sakaki K, Ohishi K, Shimizu T, Kobayashi I, Mori N, Matsuda K, Tomita T, Watanabe H, Tanaka K, Kuzuyama T, Nishiyama M.
  Title
A suicide enzyme catalyzes multiple reactions for biotin biosynthesis in cyanobacteria.
  Journal
Nat Chem Biol 16:415-422 (2020)
DOI:10.1038/s41589-019-0461-9
  Sequence
[syn:slr0355]
Other DBs
ExplorEnz - The Enzyme Database: 2.6.1.121
IUBMB Enzyme Nomenclature: 2.6.1.121
ExPASy - ENZYME nomenclature database: 2.6.1.121
BRENDA, the Enzyme Database: 2.6.1.121
LinkDB

KEGG   REACTION: R12935
Entry
R12935                      Reaction                               
Name
8-amino-7-oxononanoate:[protein]-L-lysine aminotransferase (N-carboxylating)
Definition
8-Amino-7-oxononanoate + Protein lysine + CO2 <=> 8-Amino-7-(carboxyamino)nonanoate + [Protein]-(S)-2-amino-6-oxohexanoate
Equation
Enzyme
Pathway
rn00780  Biotin metabolism
rn01100  Metabolic pathways
rn01240  Biosynthesis of cofactors
Module
M00950  Biotin biosynthesis, BioU pathway, pimeloyl-ACP/CoA => biotin
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.6  Transferring nitrogenous groups
   2.6.1  Transaminases
    2.6.1.121
     R12935  8-Amino-7-oxononanoate + Protein lysine + CO2 <=> 8-Amino-7-(carboxyamino)nonanoate + [Protein]-(S)-2-amino-6-oxohexanoate
Orthology
K25570  8-amino-7-oxononanoate carboxylating dehydrogenase [EC:2.6.1.121]
LinkDB

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