KEGG   ENZYME: 6.2.1.51Help
Entry
EC 6.2.1.51                 Enzyme                                 

Name
4-hydroxyphenylalkanoate adenylyltransferase FadD29;
fadD29 (gene name);
4-hydroxyphenylalkanoate adenylase
Class
Ligases;
Forming carbon-sulfur bonds;
Acid-thiol ligases
BRITE hierarchy
Sysname
4-hydroxyphenylalkanoate:holo-[(phenol)carboxyphthiodiolenone synthase] ligase
Reaction(IUBMB)
(1) ATP + 17-(4-hydroxyphenyl)heptadecanoate + holo-[(phenol)carboxyphthiodiolenone synthase] = AMP + diphosphate + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] [RN:R11922];
(1a) ATP + 17-(4-hydroxyphenyl)heptadecanoate = diphosphate + 17-(4-hydroxyphenyl)heptadecanoyl-adenylate [RN:R11537];
(1b) 17-(4-hydroxyphenyl)heptadecanoyl-adenylate + holo-[(phenol)carboxyphthiodiolenone synthase] = AMP + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] [RN:R11923];
(2) ATP + 19-(4-hydroxyphenyl)nonadecanoate + holo-[(phenol)carboxyphthiodiolenone synthase] = AMP + diphosphate + 19-(4-hydroxyphenyl)nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] [RN:R11924];
(2a) ATP + 19-(4-hydroxyphenyl)nonadecanoate = diphosphate + 19-(4-hydroxyphenyl)nonadecanoyl-adenylate [RN:R11538];
(2b) 19-(4-hydroxyphenyl)nonadecanoyl-adenylate + holo-[(phenol)carboxyphthiodiolenone synthase] = AMP + 19-(4-hydroxyphenyl)nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] [RN:R11925]
Reaction(KEGG)
Substrate
ATP [CPD:C00002];
17-(4-hydroxyphenyl)heptadecanoate [CPD:C21446];
holo-[(phenol)carboxyphthiodiolenone synthase];
17-(4-hydroxyphenyl)heptadecanoyl-adenylate;
19-(4-hydroxyphenyl)nonadecanoate [CPD:C21448];
19-(4-hydroxyphenyl)nonadecanoyl-adenylate
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase];
17-(4-hydroxyphenyl)heptadecanoyl-adenylate;
19-(4-hydroxyphenyl)nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase];
19-(4-hydroxyphenyl)nonadecanoyl-adenylate
Comment
The mycobacterial enzyme participates in the biosynthesis of phenolphthiocerols. Following the substrate's activation by adenylation, it is transferred to an acyl-carrier protein domain within the enzyme, from which it is transferred to the phenolphthiocerol/phthiocerol polyketide synthase.
History
EC 6.2.1.51 created 2016 as EC 2.7.7.94, transferred 2017 to EC 6.2.1.51
Orthology
K21059  4-hydroxyphenylalkanoate adenylyltransferase
Genes
MTU: Rv2950c(fadD29)
MTV: RVBD_2950c
MTC: MT3023
MRA: MRA_2977(fadD29)
MTF: TBFG_12964
MTB: TBMG_01021
MTK: TBSG_01029
MTZ: TBXG_001011
MTG: MRGA327_18135
MTE: CCDC5079_2709
MTUR: CFBS_3109(fadD29)
MTO: MTCTRI2_3008(fadD29)
MTD: UDA_2950c(fadD29)
MTN: ERDMAN_3232(fadD29)
MTUC: J113_20540
MTUE: J114_15755
MTUH: I917_20720
MTUL: TBHG_02880
MTUT: HKBT1_3096(fadD29)
MTUU: HKBT2_3101(fadD29)
MTQ: HKBS1_3103(fadD29)
MBO: BQ2027_MB2974C(fadD29)
MBB: BCG_2971c(fadD29)
MBT: JTY_2966(fadD29)
MBM: BCGMEX_2966c(fadD29)
MBX: BCGT_2786
MAF: MAF_29550(fadD29)
MMIC: RN08_3252
MCE: MCAN_29701(fadD29)
MCQ: BN44_60425(fadD)
MCV: BN43_40657(fadD)
MCX: BN42_40949(fadD)
MCZ: BN45_51361(fadD)
MLE: ML0132(fadD29)
MLB: MLBr00132(fadD29)
MUL: MUL_2002(fadD29)
MMI: MMAR_1759(fadD29)
MMAE: MMARE11_16780(fadD29)
MLI: MULP_01914(fadD29)
MHAD: B586_03295
 » show all
Taxonomy
Reference
1  [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
  Sequence
[mtu:Rv2950c]
Reference
2  [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_1759]
Other DBs
ExplorEnz - The Enzyme Database: 6.2.1.51
IUBMB Enzyme Nomenclature: 6.2.1.51
ExPASy - ENZYME nomenclature database: 6.2.1.51
BRENDA, the Enzyme Database: 6.2.1.51

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