KEGG   ENZYME: 6.2.1.59
Entry
EC 6.2.1.59                 Enzyme                                 
Name
long-chain fatty acid adenylase/transferase FadD26;
FadD26
Class
Ligases;
Forming carbon-sulfur bonds;
Acid-thiol ligases
Sysname
long-chain fatty acid:holo-[(phenol)carboxyphthiodiolenone synthase] ligase (AMP-forming)
Reaction(IUBMB)
ATP + a long-chain fatty acid + holo-[(phenol)carboxyphthiodiolenone synthase] = AMP + diphosphate + a long-chain acyl-[(phenol)carboxyphthiodiolenone synthase] (overall reaction);
(1a) ATP + a long-chain fatty acid = diphosphate + a long-chain fatty-acyl adenylate ester;
(1b) a long-chain fatty-acyl adenylate ester + holo-[(phenol)carboxyphthiodiolenone synthase] = AMP + a long-chain acyl-[(phenol)carboxyphthiodiolenone synthase]
Substrate
ATP [CPD:C00002];
long-chain fatty acid [CPD:C00638];
holo-[(phenol)carboxyphthiodiolenone synthase];
long-chain fatty-acyl adenylate ester
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
long-chain acyl-[(phenol)carboxyphthiodiolenone synthase];
long-chain fatty-acyl adenylate ester
Comment
The enzyme, present in pathogenic species of mycobacteria, participates in the pathway for biosynthesis of phthiocerols. It catalyses the adenylation of the long-chain fatty acids arachidate (C20) or behenate (C22) [1] and potentially the very-long-chain fatty acid lignocerate (C24) [2]. The activated fatty acids are then loaded to EC 2.3.1.292, (phenol)carboxyphthiodiolenone synthase.
History
EC 6.2.1.59 created 2019
Orthology
K12426  long-chain fatty acid adenylase/transferase FadD26
Genes
MTU: Rv2930(fadD26)
MTV: RVBD_2930
MTC: MT2999
MRA: MRA_2956(fadD26)
MTF: TBFG_12944
MTB: TBMG_01042
MTK: TBSG_01050
MTZ: TBXG_001030
MTG: MRGA327_17985
MTI: MRGA423_18140
MTE: CCDC5079_2689
MTUR: CFBS_3088(fadD26)
MTL: CCDC5180_2654
MTO: MTCTRI2_2987(fadD26)
MTD: UDA_2930(fadD26)
MTN: ERDMAN_3211(fadD26)
MTJ: J112_15680
MTUB: MT7199_2964
MTUC: J113_20320
MTUE: J114_15640
MTX: M943_15120
MTUL: TBHG_02859
MTUT: HKBT1_3076(fadD26)
MTUU: HKBT2_3081(fadD26)
MTQ: HKBS1_3083(fadD26)
MBO: BQ2027_MB2955(fadD26)
MBB: BCG_2952(fadD26)
MBT: JTY_2947(fadD26)
MBM: BCGMEX_2947(fadD26)
MBK: K60_030350
MBX: BCGT_2768
MAF: MAF_29350(fadD26)
MMIC: RN08_3227
MCE: MCAN_29521(fadD26)
MCQ: BN44_60407(fadD)
MCV: BN43_40638(fadD)
MCX: BN42_40928(fadD)
MCZ: BN45_51342(fadD)
MORY: MO_003062(fadD26)
MLE: ML2358(fadD26)
MLB: MLBr02358(fadD26)
MSA: Mycsm_05879
MUL: MUL_2020(fadD26)
MMI: MMAR_1777(fadD26)
MMAE: MMARE11_16970(fadD26)
MLI: MULP_01934(fadD26)
MPSE: MPSD_40550(fadD26)
MSHO: MSHO_54630(fadD26)
MMC: Mmcs_2836
MKM: Mkms_2880
MJL: Mjls_2867
MKN: MKAN_08435 MKAN_24045
MHAD: B586_03490
MDX: BTO20_18145
MSHG: MSG_01620(fadD26)
MFJ: MFLOJ_16860(fadD26)
MSTO: MSTO_18490 MSTO_18500
MSIM: MSIM_07710(fadD26)
MLW: MJO58_08775
MPAG: C0J29_10335
MNM: MNVM_34650(fadD29) MNVM_38350(fadD26)
MCOO: MCOO_18320(fadD26)
MBAI: MB901379_01594
MGAU: MGALJ_49390(fadD26)
MLJ: MLAC_28660(fadD26)
MSHJ: MSHI_07390(fadD26)
MMAM: K3U93_07850(fadD26)
MSPG: F6B93_07170 F6B93_18595
MOT: LTS72_15925(fadD26)
MLM: MLPF_2700(fadD26)
MPAA: MKK62_06570
MMEH: M5I08_15205 M5I08_15260 M5I08_15340
MWU: PT015_10830
MVA: Mvan_3127 Mvan_3129
MGI: Mflv_3394 Mflv_3396
MSP: Mspyr1_27250 Mspyr1_27270
MCB: Mycch_2759 Mycch_2761
MVQ: MYVA_2945(fadD26) MYVA_2947
MDU: MDUV_13150(fadD26_1) MDUV_13180(fadD26_2)
MAUU: NCTC10437_03022 NCTC10437_03024
MPSC: MPSYJ_36600(fadD26_1) MPSYJ_36620(fadD26_2)
MPOF: MPOR_14530(fadD26_1) MPOR_33380(fadD26_2) MPOR_33400(fadD26_3)
MSEI: MSEDJ_33360(fadD26)
MMON: EWR22_15035
MRF: MJO55_13945 MJO55_13955
MKR: MKOR_16560(fadD26)
MPAK: MIU77_12325
MJD: JDM601_2216(fadD26) JDM601_2582(fadD28)
MTER: 4434518_02138(fadD26) 4434518_02530(fadD28)
MMIN: MMIN_38150(fadD26)
MHIB: MHIB_16650(fadD26_1) MHIB_20260(fadD26_2)
MHER: K3U94_12465 K3U94_14730
MVM: MJO54_12410 MJO54_14750
GOI: LK459_21400
TPUL: TPB0596_38140(fadD26)
SMAL: SMALA_1348
SXI: SXIM_01980
SALW: CP975_27370
SAUO: BV401_10550
SSIA: A7J05_00480 A7J05_36255
SALF: SMD44_08270
ACTW: F7P10_16310
AMN: RAM_03725
AMM: AMES_0728
AMZ: B737_0729
AOI: AORI_0714(fadD) AORI_3016(fadD)
AJA: AJAP_36045
 » show all
Reference
1  [PMID:9201977]
  Authors
Azad AK, Sirakova TD, Fernandes ND, Kolattukudy PE
  Title
Gene knockout reveals a novel gene cluster for the synthesis of a class of cell wall lipids unique to pathogenic mycobacteria.
  Journal
J Biol Chem 272:16741-5 (1997)
DOI:10.1074/jbc.272.27.16741
Reference
2  [PMID:20553505]
  Authors
Simeone R, Leger M, Constant P, Malaga W, Marrakchi H, Daffe M, Guilhot C, Chalut C
  Title
Delineation of the roles of FadD22, FadD26 and FadD29 in the biosynthesis of phthiocerol dimycocerosates and related compounds in Mycobacterium tuberculosis.
  Journal
FEBS J 277:2715-25 (2010)
DOI:10.1111/j.1742-464X.2010.07688.x
Reference
3  [PMID:25561717]
  Authors
Vergnolle O, Chavadi SS, Edupuganti UR, Mohandas P, Chan C, Zeng J, Kopylov M, Angelo NG, Warren JD, Soll CE, Quadri LE
  Title
Biosynthesis of cell envelope-associated phenolic glycolipids in Mycobacterium marinum.
  Journal
J Bacteriol 197:1040-50 (2015)
DOI:10.1128/JB.02546-14
  Sequence
[mmi:MMAR_1777]
Other DBs
ExplorEnz - The Enzyme Database: 6.2.1.59
IUBMB Enzyme Nomenclature: 6.2.1.59
ExPASy - ENZYME nomenclature database: 6.2.1.59
BRENDA, the Enzyme Database: 6.2.1.59

  All links  
Gene (132)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (131)   
Protein sequence (8)   
   UniProt (4)   
   SWISS-PROT (4)   
Protein domain (4)   
   InterPro (4)   
All databases (144)   

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