KEGG   ENZYME: 6.3.2.39
Entry
EC 6.3.2.39                 Enzyme                                 

Name
aerobactin synthase;
iucC (gene name)
Class
Ligases;
Forming carbon-nitrogen bonds;
Acid-D-amino-acid ligases (peptide synthases)
Sysname
N2-citryl-N6-acetyl-N6-hydroxy-L-lysine:N6-acetyl-N6-hydroxy-L-lysine ligase (AMP-forming)
Reaction(IUBMB)
ATP + N2-citryl-N6-acetyl-N6-hydroxy-L-lysine + N6-acetyl-N6-hydroxy-L-lysine = AMP + diphosphate + aerobactin [RN:R10091]
Reaction(KEGG)
R10091
Substrate
ATP [CPD:C00002];
N2-citryl-N6-acetyl-N6-hydroxy-L-lysine [CPD:C20333];
N6-acetyl-N6-hydroxy-L-lysine [CPD:C03955]
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
aerobactin [CPD:C05554]
Comment
Requires Mg2+. The enzyme is involved in the biosynthesis of aerobactin, a dihydroxamate siderophore. It belongs to a class of siderophore synthases known as type C nonribosomal peptide synthase-independent synthases (NIS). Type C enzymes are responsible for the formation of amide or ester bonds between a variety of substrates and a prochiral carboxyl group of a citrate molecule that is already linked to a different moiety at its other prochiral carboxyl group. The enzyme is believed to form an adenylate intermediate prior to ligation.
History
EC 6.3.2.39 created 2012, modified 2019
Pathway
ec00997  Biosynthesis of various secondary metabolites - part 3
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
ec01120  Microbial metabolism in diverse environments
Orthology
K03895  aerobactin synthase
Genes
EOI: ECO111_1295(iucC)
EOJ: ECO26_1347(iucC)
ECOO: ECRM13514_1292(iucC)
ECOH: ECRM13516_1248(iucC)
ESL: O3K_23075
ESO: O3O_02280
ESM: O3M_22990
ECK: EC55989_4643(iucC)
ENA: ECNA114_4699(iuvC)
ECOS: EC958_3273(iucC)
ECV: APECO1_O1CoBM170(iucC)
ECM: EcSMS35_3180(iucC)
ECQ: ECED1_4903(iucC)
EUM: ECUMN_3373(iucC)
ECT: ECIAI39_3425(iucC)
EOC: CE10_3448(iucC)
ECZ: ECS88_p0011(iucC)
ECC: c3625(iucC)
ELN: NRG857_30238(iucC)
EAB: ECABU_c32810(iutC)
ELC: i14_3318(iucC)
ELD: i02_3318(iucC)
ECOJ: P423_16370
SFL: SF3717(iucC)
SFX: S4054(iucC)
SFV: SFV_3852(iucC)
SFE: SFxv_4050
SFN: SFy_5296
SFS: SFyv_5370
SFT: NCTC1_04014(iucC)
SSN: SSON_3603(iucC)
SBO: SBO_4339(iucC)
SBC: SbBS512_E4632(iucC)
ENC: ECL_03318(iucC)
ECLX: LI66_14270
ECLY: LI62_15615
ECLZ: LI64_13680
EEC: EcWSU1_02921(iucC)
CTU: Ctu_1p01060(iucC)
KPU: KP1_p317(iucC)
KPR: KPR_4895(iucC)
KPNK: BN49_pII0066(iucC)
CKO: CKO_00971
CLAP: NCTC11466_02783(iucC)
YRE: HEC60_04365(iucC)
YPE: YPO0992(iucC)
YPK: y3383(iucC)
YPH: YPC_0800(iucC)
YPA: YPA_0272
YPN: YPN_3190
YPM: YP_3448(iucC)
YPG: YpAngola_A0192(iucC)
YPZ: YPZ3_0746(iucC)
YPD: YPD4_0701(iucC)
YPX: YPD8_0701(iucC)
YPW: CH59_871
YPJ: CH55_3548
YPV: BZ15_2581
YPL: CH46_4153
YPS: YPTB3265(iucC)
YPO: BZ17_3345
YPI: YpsIP31758_0712(iucC)
YPY: YPK_0784
YPB: YPTS_3401
YPQ: DJ40_3172
YPU: BZ21_2545
YPR: BZ20_2849
YPC: BZ23_2826
YPF: BZ19_2671
YIN: CH53_2435
YMO: HRD69_17560(iucC)
SPE: Spro_0920
SRL: SOD_c07760(iucC)
SPLY: Q5A_004130(iucC)
SMAF: D781_0885
SFJ: SAMEA4384070_0952(iucC)
SOF: NCTC11214_00580(iucC)
PEC: W5S_0840
EGE: EM595_p0528(iucC)
PAM: PANA_0352(iucC)
PLF: PANA5342_4062(iucC)
PAJ: PAJ_3507(iucC)
PSTW: DSJ_03465
VFI: VF_A0163(iucC)
SWD: Swoo_2658
MICT: FIU95_16365(iucC)
NOC: Noc_1812
NWA: Nwat_1300
KKO: Kkor_2041
KGE: TQ33_0708
CCRO: CMC5_023420(iucA)
OAN: Oant_3255
OAH: DR92_3234
MET: M446_5060
BBA: Bd1574(iucC)
BBAT: Bdt_1567(iucC)
BBAC: EP01_04090
BMX: BMS_0526(iucC)
HAX: BALOs_0963(iucC)
 » show all
Reference
1  [PMID:4313071]
  Authors
Gibson F, Magrath DI.
  Title
The isolation and characterization of a hydroxamic acid (aerobactin) formed by Aerobacter aerogenes 62-I.
  Journal
Biochim Biophys Acta 192:175-84 (1969)
DOI:10.1016/0304-4165(69)90353-5
Reference
2
  Authors
Maurer, P.J. and Miller, M.
  Title
Microbial iron chelators: total synthesis of aerobactin and its constituent amino acid, N6-acetyl-N6-hydroxylysine.
  Journal
J Am Chem Soc 104:3096-3101 (1982)
Reference
3
  Authors
Appanna, D.L., Grundy, B.J., Szczepan, E.W. and Viswanatha, T.
  Title
Aerobactin synthesis in a cell-free system of Aerobacter aerogenes 62-1.
  Journal
Biochim Biophys Acta 801:437-443 (1984)
Reference
4  [PMID:2935523]
  Authors
de Lorenzo V, Bindereif A, Paw BH, Neilands JB
  Title
Aerobactin biosynthesis and transport genes of plasmid ColV-K30 in Escherichia coli K-12.
  Journal
J Bacteriol 165:570-8 (1986)
DOI:10.1128/JB.165.2.570-578.1986
  Sequence
Reference
5  [PMID:3087960]
  Authors
de Lorenzo V, Neilands JB
  Title
Characterization of iucA and iucC genes of the aerobactin system of plasmid ColV-K30 in Escherichia coli.
  Journal
J Bacteriol 167:350-5 (1986)
DOI:10.1128/JB.167.1.350-355.1986
  Sequence
Reference
6  [PMID:15719346]
  Authors
Challis GL.
  Title
A widely distributed bacterial pathway for siderophore biosynthesis independent of nonribosomal peptide synthetases.
  Journal
Chembiochem 6:601-11 (2005)
DOI:10.1002/cbic.200400283
Reference
7  [PMID:19865642]
  Authors
Oves-Costales D, Kadi N, Challis GL
  Title
The long-overlooked enzymology of a nonribosomal peptide synthetase-independent pathway for virulence-conferring siderophore biosynthesis.
  Journal
Chem Commun (Camb) 6530-41 (2009)
DOI:10.1039/b913092f
Other DBs
ExplorEnz - The Enzyme Database: 6.3.2.39
IUBMB Enzyme Nomenclature: 6.3.2.39
ExPASy - ENZYME nomenclature database: 6.3.2.39
BRENDA, the Enzyme Database: 6.3.2.39

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