KEGG ENZYME: 2.3.1.252

ENZYME: 2.3.1.252

Entry

EC 2.3.1.252                Enzyme

Name

mycolipanoate synthase;
msl3 (gene name);
Pks3/4;
mycolipanoic acid synthase;
long-chain acyl-CoA:methylmalonyl-CoA C-acyltransferase (mycolipanoate-forming)

Class

Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups

Sysname

long-chain acyl-CoA:(S)-methylmalonyl-CoA C-acyltransferase (mycolipanoate-forming)

Reaction(IUBMB)

a long-chain acyl-CoA + 3 (S)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase] = mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O

Reaction(KEGG)

(other) R05189 R11451

Substrate

long-chain acyl-CoA [CPD:C02843];
(S)-methylmalonyl-CoA [CPD:C00683];
NADPH [CPD:C00005];
H+ [CPD:C00080];
holo-[mycolipanoate synthase]

Product

mycolipanoyl-[mycolipanoate synthase];
CoA [CPD:C00010];
CO2 [CPD:C00011];
NADP+ [CPD:C00006];
H2O [CPD:C00001]

Comment

This mycobacterial enzyme accepts long-chain fatty acyl groups from their CoA esters and extends them by incorporation of three methylmalonyl (but not malonyl) residues, forming trimethyl-branched fatty-acids such as (2S,4S,6S)-2,4,6-trimethyltetracosanoate (C27-mycolipanoate). Since the enzyme lacks a thioesterase domain, the product remains bound to the enzyme and requires additional enzyme(s) for removal.

History

EC 2.3.1.252 created 2016, modified 2019

Orthology

K12432

mycolipanoate synthase

Genes

MTU:	Rv1180(pks3) Rv1181(pks4)

MTV:

RVBD_1181

MTC:	MT1218(mas-1)

MRA:	MRA_1191(pks3)

MTF:	TBFG_11205

MTB:	TBMG_02801

MTK:	TBSG_02815

MTZ:	TBXG_002781

MTE:	CCDC5079_1092

MTUR:

CFBS_1259(pks3)

MTL:	CCDC5180_1085

MTO:	MTCTRI2_1212

MTD:	UDA_1180(pks3) UDA_1181(pks4)

MTN:	ERDMAN_1323(pks4)

MTJ:	J112_06380

MTUB:

MT7199_1210(pks3_4)

MTUC:

J113_08285

MTUE:

J114_06380

MTX:	M943_06185

MTUL:

TBHG_01164

MTUT:

HKBT1_1257(pks3)

MTUU:

HKBT2_1263(pks3)

MTQ:	HKBS1_1261(pks3)

MBO:	BQ2027_MB1213(pks3)

MBB:	BCG_1243(pks3)

MBT:	JTY_1216(pks3)

MBM:	BCGMEX_1215(pks3)

MBK:	K60_012730

MBX:

BCGT_1012

MAF:	MAF_11990(pks3) MAF_12000(pks4)

MMIC:

RN08_1325

MCE:	MCAN_11911(pks3) MCAN_11921(pks4)

MCQ:	BN44_11320(pks)

MCV:	BN43_30248(pks)

MCX:	BN42_21046(pks)

MCZ:	BN45_30243(pks)

MORY:

MO_001271(pks2)

MLE:	ML1229(pks3)

MLB:	MLBr01229(pks3)

MPA:	MAP_2603c MAP_2604c

MAO:	MAP4_1214 MAP4_1215

MAV:

MAV_1321

MIT:

OCO_12290

MIA:

OCU_12250

MID:

MIP_01963

MYO:

OEM_12440

MCHI:

AN480_07195

MIR:

OCQ_12310

MMAL:

CKJ54_05970

MLP:

MLM_1249

MMAN:

MMAN_27710(pks3)

MMM:

W7S_06000

MHAD:

B586_07465

MSHG:

MSG_03827(pks3)

MSAK:

MSAS_21100(pks3)

MSEO:

MSEO_26040(pks3)

MLM:

MLPF_1673

MCHT:

MCHIJ_40910

MMAG:

MMAD_05460(msl3)

MMAT:

MMAGJ_61720(msl3)

MBOK:

MBOE_44850(pks3)

MGRO:

FZ046_08050

MMIN:

MMIN_17140(pks3)

MHIB:

MHIB_35870(pks3)

MVM:	MJO54_23320

» show all

Reference

1 [PMID:11278910]

Authors

Sirakova TD, Thirumala AK, Dubey VS, Sprecher H, Kolattukudy PE

Title

The Mycobacterium tuberculosis pks2 gene encodes the synthase for the hepta- and octamethyl-branched fatty acids required for sulfolipid synthesis.

Journal

J Biol Chem 276:16833-9 (2001)
DOI:10.1074/jbc.M011468200

Reference

2 [PMID:12207710]

Authors

Dubey VS, Sirakova TD, Kolattukudy PE

Title

Disruption of msl3 abolishes the synthesis of mycolipanoic and mycolipenic acids required for polyacyltrehalose synthesis in Mycobacterium tuberculosis H37Rv and causes cell aggregation.

Journal

Mol Microbiol 45:1451-9 (2002)
DOI:10.1046/j.1365-2958.2002.03119.x

Sequence

[mtu:Rv1180 Rv1181]

Other DBs

ExplorEnz - The Enzyme Database:

2.3.1.252

IUBMB Enzyme Nomenclature:

2.3.1.252

ExPASy - ENZYME nomenclature database:

2.3.1.252

BRENDA, the Enzyme Database:

2.3.1.252

LinkDB

DBGET integrated database retrieval system