KEGG ENZYME: 6.3.2.38

ENZYME: 6.3.2.38

Entry

EC 6.3.2.38                 Enzyme

Name

N2-citryl-N6-acetyl-N6-hydroxylysine synthase;
Nalpha-citryl-Nepsilon-acetyl-Nepsilon-hydroxylysine synthase;
iucA (gene name)

Class

Ligases;
Forming carbon-nitrogen bonds;
Acid-D-amino-acid ligases (peptide synthases)

Sysname

citrate:N6-acetyl-N6-hydroxy-L-lysine ligase (AMP-forming)

Reaction(IUBMB)

2 ATP + citrate + N6-acetyl-N6-hydroxy-L-lysine + H2O = 2 ADP + 2 phosphate + N6-acetyl-N2-citryl-N6-hydroxy-L-lysine [RN:R10090]

Reaction(KEGG)

R10090

Substrate

ATP [CPD:C00002];
citrate [CPD:C00158];
N6-acetyl-N6-hydroxy-L-lysine [CPD:C03955];
H2O [CPD:C00001]

Product

ADP [CPD:C00008];
phosphate [CPD:C00009];
N6-acetyl-N2-citryl-N6-hydroxy-L-lysine

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 A nonribosomal peptide synthase-independent synthases (NIS). Type A enzymes are responsible for the formation of amide or ester bonds between polyamines or amino alcohols and a prochiral carboxyl group of citrate. The enzyme is believed to form an adenylate intermediate prior to ligation.

History

EC 6.3.2.38 created 2012, modified 2019

Pathway

ec00997

Biosynthesis of various other secondary metabolites

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

ec01120

Microbial metabolism in diverse environments

Orthology

K03894

N2-citryl-N6-acetyl-N6-hydroxylysine synthase

Genes

EOI:	ECO111_1293(iucA)

EOJ:	ECO26_1345(iucA)

ECOO:

ECRM13514_1290(iucA)

ECOH:

ECRM13516_1246(iucA)

ESL:

O3K_23085

ESO:

O3O_02270

ESM:

O3M_23000

ECK:	EC55989_4645(iucA)

ENA:	ECNA114_4701(iucA)

ECOS:

EC958_3271(iucA)

ECV:	APECO1_O1CoBM172(iucA)

ECM:	EcSMS35_3182(iucA)

ECQ:	ECED1_4905(iucA)

EUM:	ECUMN_3375(iucA)

ECT:	ECIAI39_3423(iucA)

EOC:	CE10_3446(iucA)

ECZ:	ECS88_p0013(iucA)

ECC:	c3627(iucA)

ELN:	NRG857_30241(iucA)

EAB:	ECABU_c32790(iucA)

ELC:	i14_3320(iucA)

ELD:	i02_3320(iucA)

ECOJ:

P423_16360

SEM:	STMDT12_C38570

SES:	SARI_02152

SFL:	SF3715(iucA)

SFX:	S4056(iucA)

SFV:	SFV_3854(iucA)

SFE:

SFxv_4048

SFN:

SFy_5294

SFS:

SFyv_5368

SFT:	NCTC1_04012(iucA)

SSN:	SSON_3601(iucA)

SBO:	SBO_4337(iucA)

SBC:	SbBS512_E4634(iucA)

ENC:	ECL_03316(iucA)

ENL:	A3UG_14855

ECLG:

EC036_28760

ECLE:

ECNIH2_14820

ECLN:

ECNIH4_08335

ECLI:

ECNIH5_13740

ECLX:

LI66_14260

ECLY:

LI62_15605

ECLZ:

LI64_13670

ECLO:

ENC_41860

EHM:	AB284_11235

EXF:	BFV63_14005

ECLA:

ECNIH3_13795

ECLC:

ECR091_13730

EAU:	DI57_04930

EKB:	BFV64_14410

ENO:	ECENHK_14300

EEC:	EcWSU1_02919(iucA)

ELG:	BH714_10650

ERN:	BFV67_13920

ECLS:

LI67_011590

ECHG:

FY206_15830

ESH:	C1N69_14685

ENX:	NI40_014270

LNI:	CWR52_20785

EBG:	FAI37_14870

END:	A4308_18985

ENZ:	G0034_14890

ENS:	HWQ15_22470

ENK:	LOC22_02250

ESA:	ESA_pESA3p05547

CSZ:	CSSP291_21018

CSJ:	CSK29544_1p0029

CCON:

AFK62_20050

CDM:	AFK67_20990

CSI:	P262_p1005

CMJ:	AFK66_020195

CUI:	AFK65_20180

CTU:	Ctu_1p01040(iucA)

KPU:	KP1_p319(iucA)

KPO:	KPN2242_25281

KPR:	KPR_4897(iucA)

KPNK:

BN49_pII0068(iucA)

KMI:	VW41_08320

CKO:

CKO_00974

CNT:	JT31_04195

CEM:	LH23_13825

CEN:	LH86_13135

CLAP:

NCTC11466_02781(iucA)

YRE:	HEC60_04375

YPK:	y3380(iucA1) y3381(iucA2)

YPH:	YPC_0802 YPC_0803

YPA:	YPA_0274 YPA_0275

YPN:	YPN_3187 YPN_3188

YPP:	YPDSF_0528 YPDSF_0529

YPZ:	YPZ3_0748(iucA2) YPZ3_0749(iucA1)

YPT:	A1122_00025 A1122_00030

YPD:	YPD4_0703(iucA2) YPD4_0704(iucA1)

YPX:	YPD8_0703(iucA2) YPD8_0704(iucA1)

YPW:	CH59_873 CH59_874

YPJ:	CH55_3550 CH55_3551

YPV:	BZ15_2583 BZ15_2584

YPL:	CH46_4155 CH46_4156

YPS:	YPTB3263(rhbC)

YPO:

BZ17_3347

YPI:	YpsIP31758_0714(iucA)

YPY:

YPK_0786

YPB:

YPTS_3399

YPQ:

DJ40_3174

YPU:

BZ21_2543

YPR:

BZ20_2851

YPC:

BZ23_2824

YPF:

BZ19_2669

YSI:	BF17_03335

YIN:

CH53_2437

YAK:	ACZ76_16810

YMA:	DA391_18835

YMO:	HRD69_17550

SPE:

Spro_0922

SRR:	SerAS9_0847

SRL:	SOD_c07780(iucA)

SRY:	M621_04290

SPLY:

Q5A_004140(iucA)

SRS:	SerAS12_0847

SRA:	SerAS13_0847

SMAF:

D781_0887

SLQ:	M495_03895

SFW:	WN53_13470

SFG:	AV650_09020

SRZ:	AXX16_4214

SERM:

CLM71_04300

SQU:	E4343_11890

SFJ:	SAMEA4384070_0954(iucA)

SOF:	NCTC11214_00578(iucA)

SRHZ:

FO014_05480

FSM:	CCS41_02990

PWA:	Pecwa_0947

PPAR:

A8F97_14195

PEC:

W5S_0838

BRB:	EH207_14265

EGE:	EM595_p0526(iucA)

PAM:	PANA_0349(iucA)

PLF:	PANA5342_4064(iucA)

PAJ:	PAJ_3504(iucA)

PAQ:	PAGR_g3927

PSTW:

DSJ_03475

VCY:	IX92_17045

VCT:	JV59_21980

VMI:	AL543_14510

VSH:	BSZ05_19015

VKA:	BTD91_15900

VFI:	VF_A0161(iucA)

VFM:	VFMJ11_A0197

GHO:	AL542_16550

PAGR:

E2H98_15790

PAEW:

KIH87_11620

SPOI:

IMCC21906_00381

MICT:

FIU95_16375(iucA)

MICZ:

GL2_22460(iucA)

HTX:	EKK97_08795

KUS:	B9G99_09235

KMA:	B9H00_05615

KUY:	FY550_02635

PAUR:

FGL86_03600

KAK:	Kalk_08740

KKO:

Kkor_2043

KGE:

TQ33_0710

CHRO:

CXB49_00480

CCRO:

CMC5_023400(iucA)

MESP:

C1M53_02790

KMN:	HW532_05395

OAN:

Oant_3257

OAH:

DR92_3232

OCR:	HGK82_18845

OCL:	GTN27_19020

BVV:	BHK69_19680

LNE:	FZC33_08110

MET:

M446_5062

METS:

DK389_06850

BBA:	Bd1576(iucA)

BBAT:

Bdt_1569(iucA)

BBAC:

EP01_04100

BDZ:	DOM22_13150

BSTO:

C0V70_12485

» 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

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 [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

[ag:CAA53707]

Reference

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

5 [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

6 [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:

6.3.2.38

IUBMB Enzyme Nomenclature:

6.3.2.38

ExPASy - ENZYME nomenclature database:

6.3.2.38

BRENDA, the Enzyme Database:

6.3.2.38

DBGET integrated database retrieval system