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
MTURv2930(fadD26)
MTVRVBD_2930
MTCMT2999
MRAMRA_2956(fadD26)
MTFTBFG_12944
MTBTBMG_01042
MTKTBSG_01050
MTZTBXG_001030
MTGMRGA327_17985
MTIMRGA423_18140
MTECCDC5079_2689
MTURCFBS_3088(fadD26)
MTLCCDC5180_2654
MTOMTCTRI2_2987(fadD26)
MTDUDA_2930(fadD26)
MTNERDMAN_3211(fadD26)
MTJJ112_15680
MTUBMT7199_2964
MTUCJ113_20320
MTUEJ114_15640
MTXM943_15120
MTULTBHG_02859
MTUTHKBT1_3076(fadD26)
MTUUHKBT2_3081(fadD26)
MTQHKBS1_3083(fadD26)
MBOBQ2027_MB2955(fadD26)
MBBBCG_2952(fadD26)
MBTJTY_2947(fadD26)
MBMBCGMEX_2947(fadD26)
MBKK60_030350
MBXBCGT_2768
MAFMAF_29350(fadD26)
MMICRN08_3227
MCEMCAN_29521(fadD26)
MCQBN44_60407(fadD)
MCVBN43_40638(fadD)
MCXBN42_40928(fadD)
MCZBN45_51342(fadD)
MLEML2358(fadD26)
MLBMLBr02358(fadD26)
MSAMycsm_05879
MULMUL_2020(fadD26)
MMCMmcs_2836
MKMMkms_2880
MJLMjls_2867
MMIMMAR_1777(fadD26)
MMAEMMARE11_16970(fadD26)
MLIMULP_01934(fadD26)
MKNMKAN_08435 MKAN_24045
MHADB586_03490
MDXBTO20_18145
MSHGMSG_01620(fadD26)
MFJMFLOJ_16860(fadD26)
MSTOMSTO_18490 MSTO_18500
MSIMMSIM_07710(fadD26)
MPAGC0J29_10335
MNMMNVM_34650(fadD29) MNVM_38350(fadD26)
MCOOMCOO_18320(fadD26)
MBAIMB901379_01594
MPSEMPSD_40550(fadD26)
MSHOMSHO_54630(fadD26)
MGAUMGALJ_49390(fadD26)
MLJMLAC_28660(fadD26)
MSHJMSHI_07390(fadD26)
MKRMKOR_16560(fadD26)
MMAMK3U93_07850(fadD26)
MHERK3U94_12465 K3U94_14730
MSPGF6B93_07170 F6B93_18595
MOTLTS72_15925(fadD26)
MLMMLPF_2700(fadD26)
MVAMvan_3129
MGIMflv_3394 Mflv_3396
MSPMspyr1_27250 Mspyr1_27270
MCBMycch_2759 Mycch_2761
MVQMYVA_2945(fadD26) MYVA_2947
MDUMDUV_13150(fadD26_1) MDUV_13180(fadD26_2)
MAUUNCTC10437_03022 NCTC10437_03024
MPSCMPSYJ_36600(fadD26_1) MPSYJ_36620(fadD26_2)
MPOFMPOR_14530(fadD26_1) MPOR_33380(fadD26_2) MPOR_33400(fadD26_3)
MSEIMSEDJ_33360(fadD26)
MJDJDM601_2216(fadD26) JDM601_2582(fadD28)
MTER4434518_02138(fadD26) 4434518_02530(fadD28)
MMINMMIN_38150(fadD26)
MHIBMHIB_16650(fadD26_1) MHIB_20260(fadD26_2)
MPAKMIU77_12325
GOILK459_21400
SCBSCAB_78971
SMALSMALA_1348
SALSSLNWT_5537
SXISXIM_01980
SALWCP975_27370
SAUOBV401_10550
SSIAA7J05_00480 A7J05_36255
SALFSMD44_08270
SGEDWG14_08026
ACTWF7P10_16310
AMNRAM_03725
AMMAMES_0728
AMZB737_0729
AOIAORI_0714(fadD) AORI_3016(fadD)
AJAAJAP_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

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