KEGG   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)
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)
MGRO: FZ046_08050
MSEO: MSEO_26040(pks3)
MLM: MLPF_1673
MCHT: MCHIJ_40910
MMAG: MMAD_05460(msl3)
MMAT: MMAGJ_61720(msl3)
MBOK: MBOE_44850(pks3)
MMIN: MMIN_17140(pks3)
MHIB: MHIB_35870(pks3)
 » 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

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Chemical substance (12)   
   KEGG COMPOUND (12)   
Chemical reaction (4)   
   KEGG REACTION (2)   
   KEGG RCLASS (2)   
Gene (70)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (69)   
Protein sequence (6)   
   UniProt (5)   
   SWISS-PROT (1)   
DNA sequence (3)   
   GenBank (2)   
   EMBL (1)   
Protein domain (21)   
   InterPro (21)   
All databases (116)   

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