KEGG   ORTHOLOGY: K27070
Entry
K27070                      KO                                     
Symbol
kasB
Name
meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II [EC:2.3.1.294]
Pathway
map00074  Mycolic acid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00886  Meromycolic acid biosynthesis, initiation and elongation FAS II (KasA and KasB)
Reaction
R13270  ultra-long-chain-di-unsaturated-acyl-[acyl-carrier protein]:malonyl-[acyl-carrier protein] C-acyltransferase (decarboxylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09103 Lipid metabolism
   00074 Mycolic acid biosynthesis
    K27070  kasB; meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01004 Lipid biosynthesis proteins
    K27070  kasB; meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II
Enzymes [BR:ko01000]
 2. Transferases
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.294  meromycolic acid 3-oxoacyl-(acyl carrier protein) synthase II
     K27070  kasB; meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II
Lipid biosynthesis proteins [BR:ko01004]
 Fatty acid synthase
  Component type
   K27070  kasB; meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II
Other DBs
COG: COG0304
Genes
MTU: Rv2246(kasB)
MTV: RVBD_2246
MTC: MT2306(fabF-2)
MRA: MRA_2266(kasB)
MTF: TBFG_12275
MTB: TBMG_01734
MTK: TBSG_01744
MTZ: TBXG_001716
MTI: MRGA423_13985
MTE: CCDC5079_2083
MTUR: CFBS_2379(kasB)
MTO: MTCTRI2_2282(kasB)
MTD: UDA_2246(kasB)
MTN: ERDMAN_2471(kasB)
MTUE: J114_12040
MTUL: TBHG_02198
MTUT: HKBT1_2370(kasB)
MTUU: HKBT2_2372(kasB)
MTQ: HKBS1_2376(kasB)
MBO: BQ2027_MB2270(kasB)
MBB: BCG_2263(kasB)
MBT: JTY_2257(kasB)
MBM: BCGMEX_2251(kasB)
MBX: BCGT_2069
MAF: MAF_22570(kasB)
MMIC: RN08_2494
MCE: MCAN_22681(kasB)
MCQ: BN44_50189(kasB)
MCV: BN43_31489(kasB)
MCX: BN42_40170(kasB)
MCZ: BN45_50578(kasB)
MORY: MO_002355(kasB)
MLE: ML1656(kasB)
MLB: MLBr01656(kasB)
MPA: MAP_1999(kasB) MAP_3485(kasB)
MAVI: RC58_09125
MAVU: RE97_09130
MMAN: MMAN_18030(kasB_1) MMAN_30190(kasB_2)
MSER: MTY59_05580(kasB) MTY59_37850(kasB)
MUL: MUL_1303(kasB)
MMI: MMAR_3339(kasB)
MMAE: MMARE11_32400(kasB)
MLI: MULP_03600(kasB)
MPSE: MPSD_34160(kasB)
MSHO: MSHO_47510(kasB)
MHAD: B586_09890
MSHG: MSG_01053(kasB_1) MSG_03171(kasB_2)
MFJ: MFLOJ_00450(kasB_1) MFLOJ_23320(kasB_2)
MSTO: MSTO_01110(kasB_1) MSTO_27280(kasB_2)
MSIM: MSIM_14500(kasB_1) MSIM_45150(kasB_2)
MSAK: MSAS_12210(kasB_1) MSAS_12510(kasB_2)
MLW: MJO58_05580(kasB) MJO58_16835(kasB)
MCOO: MCOO_12830(kasB_1) MCOO_39080(kasB_2)
MBAI: MB901379_03011(kasB)
MSEO: MSEO_14160(kasB_1) MSEO_19580(kasB_2)
MLJ: MLAC_22600(kasB)
MBRD: MBRA_10910 MBRA_35610(kasB)
MSHJ: MSHI_10160(kasB)
MLM: MLPF_0931(kasB)
MSG: MSMEI_1170(kasB) MSMEI_4228(kasB)
MVA: Mvan_3757
MGI: Mflv_2776
MPHL: MPHLCCUG_01036(kasB_1) MPHLCCUG_03393(kasB_2)
MVQ: MYVA_3579
MTHN: 4412656_01785(kasB)
MHAS: MHAS_00020(kasB_1) MHAS_01448(kasB_2)
MAUU: NCTC10437_03514(kasB_1)
MALV: MALV_02270
MARZ: MARA_61340
MHEV: MHEL_60260
MSAR: MSAR_35160
MAUB: MAUB_50710
MPOF: MPOR_39300
MPHU: MPHO_18700
MBOK: MBOE_35990
MFLV: NCTC10271_01898(kasB_2) NCTC10271_04318(kasB_3)
MRF: MJO55_16905(kasB)
MKR: MKOR_04700(kasB)
MPAK: MIU77_06595(kasB)
MJD: JDM601_1649(kasB) JDM601_2027(kasB)
MTER: 4434518_01562(kasB_1) 4434518_01976(kasB_2)
MMIN: MMIN_32490(kasB)
MHIB: MHIB_10830(kasB) MHIB_26020
MVM: MJO54_09165(kasB) MJO54_18130(kasB)
 » show all
Reference
  Authors
Schaeffer ML, Agnihotri G, Volker C, Kallender H, Brennan PJ, Lonsdale JT
  Title
Purification and biochemical characterization of the Mycobacterium tuberculosis beta-ketoacyl-acyl carrier protein synthases KasA and KasB.
  Journal
J Biol Chem 276:47029-37 (2001)
DOI:10.1074/jbc.M108903200
  Sequence
[mtu:Rv2246]
Reference
  Authors
Vilcheze C, Molle V, Carrere-Kremer S, Leiba J, Mourey L, Shenai S, Baronian G, Tufariello J, Hartman T, Veyron-Churlet R, Trivelli X, Tiwari S, Weinrick B, Alland D, Guerardel Y, Jacobs WR Jr, Kremer L
  Title
Phosphorylation of KasB regulates virulence and acid-fastness in Mycobacterium tuberculosis.
  Journal
PLoS Pathog 10:e1004115 (2014)
DOI:10.1371/journal.ppat.1004115
  Sequence
[mtu:Rv2246]
Reference
  Authors
Slayden RA, Barry CE 3rd
  Title
The role of KasA and KasB in the biosynthesis of meromycolic acids and isoniazid resistance in Mycobacterium tuberculosis.
  Journal
Tuberculosis (Edinb) 82:149-60 (2002)
DOI:10.1054/tube.2002.0333
LinkDB

KEGG   ENZYME: 2.3.1.294
Entry
EC 2.3.1.294                Enzyme                                 
Name
meromycolic acid 3-oxoacyl-(acyl carrier protein) synthase II;
kasB (gene name);
beta-ketoacyl-acyl carrier protein synthase KasB
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
ultra-long-chain di-unsaturated fattyl acyl-[acyl-carrier protein]:malonyl-[acyl-carrier protein] C-acyltransferase (decarboxylating)
Reaction(IUBMB)
an ultra-long-chain di-unsaturated acyl-[acyl-carrier protein] + a malonyl-[acyl-carrier protein] = an ultra-long-chain di-unsaturated 3-oxo-fatty acyl-[acyl-carrier protein] + CO2 + a holo-[acyl-carrier protein] [RN:R13270]
Reaction(KEGG)
R13270
Substrate
ultra-long-chain di-unsaturated acyl-[acyl-carrier protein] [CPD:C22869];
malonyl-[acyl-carrier protein] [CPD:C01209]
Product
ultra-long-chain di-unsaturated 3-oxo-fatty acyl-[acyl-carrier protein] [CPD:C22870];
CO2 [CPD:C00011];
holo-[acyl-carrier protein] [CPD:C00229]
Comment
The enzyme is part of the fatty acid synthase (FAS) II system of mycobacteria, which extends modified products of the FAS I system, eventually forming meromycolic acids that are incorporated into mycolic acids. Meromycolic acids consist of a long chain, typically 50-60 carbons, which is functionalized by different groups.Two 3-oxoacyl-(acyl carrier protein) synthases function within the FAS II system, encoded by the kasA and kasB genes. The two enzymes share some sequence identity but function independently on separate sets of substrates. KasB differs from KasA (EC 2.3.1.293, meromycolic acid 3-oxoacyl-(acyl carrier protein) synthase I), by preferring longer substrates (closer to the upper limit), which also contain two double bonds.
History
EC 2.3.1.294 created 2019
Pathway
ec00074  Mycolic acid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K27070  meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II
Genes
MTURv2246(kasB)
MTVRVBD_2246
MTCMT2306(fabF-2)
MRAMRA_2266(kasB)
MTFTBFG_12275
MTBTBMG_01734
MTKTBSG_01744
MTZTBXG_001716
MTIMRGA423_13985
MTECCDC5079_2083
MTURCFBS_2379(kasB)
MTLCCDC5180_2055
MTOMTCTRI2_2282(kasB)
MTDUDA_2246(kasB)
MTNERDMAN_2471(kasB)
MTJJ112_12060
MTUBMT7199_2278
MTUEJ114_12040
MTXM943_11635
MTULTBHG_02198
MTUTHKBT1_2370(kasB)
MTUUHKBT2_2372(kasB)
MTQHKBS1_2376(kasB)
MBOBQ2027_MB2270(kasB)
MBBBCG_2263(kasB)
MBTJTY_2257(kasB)
MBMBCGMEX_2251(kasB)
MBKK60_023310
MBXBCGT_2069
MAFMAF_22570(kasB)
MMICRN08_2494
MCEMCAN_22681(kasB)
MCQBN44_50189(kasB)
MCVBN43_31489(kasB)
MCXBN42_40170(kasB)
MCZBN45_50578(kasB)
MORYMO_002355(kasB)
MLEML1656(kasB)
MLBMLBr01656(kasB)
MPAMAP_1999(kasB) MAP_3485(kasB)
MAOMAP4_0292 MAP4_1826
MAVIRC58_09125
MAVURE97_09130
MAVMAV_2191 MAV_4343
MITOCO_21780 OCO_42090
MIAOCU_21960 OCU_42010
MIDMIP_03076 MIP_06344
MYOOEM_19670 OEM_42440
MCHIAN480_11270 AN480_22070
MIROCQ_20880 OCQ_43360
MMALCKJ54_09720 CKJ54_20115
MLPMLM_1920 MLM_3503
MMANMMAN_18030(kasB_1) MMAN_30190(kasB_2)
MSERMTY59_05580(kasB) MTY59_37850(kasB)
MSAMycsm_00734 Mycsm_03981
MULMUL_1303(kasB)
MMIMMAR_3339(kasB)
MMAEMMARE11_32400(kasB)
MLIMULP_03600(kasB)
MPSEMPSD_34160(kasB)
MSHOMSHO_47510(kasB)
MMCMmcs_0783 Mmcs_3367
MKMMkms_0798 Mkms_3429
MJLMjls_0779 Mjls_3378
MMMW7S_10240 W7S_21055
MKNMKAN_03350
MYVG155_18580 G155_24920
MYEAB431_04975 AB431_19265
MHADB586_09890
MDXBTO20_06565 BTO20_13085
MSHGMSG_01053(kasB_1) MSG_03171(kasB_2)
MFJMFLOJ_00450(kasB_1) MFLOJ_23320(kasB_2)
MSTOMSTO_01110(kasB_1) MSTO_27280(kasB_2)
MSIMMSIM_14500(kasB_1) MSIM_45150(kasB_2)
MSAKMSAS_12210(kasB_1) MSAS_12510(kasB_2)
MKUI2456_16060 I2456_16415
MLWMJO58_05580(kasB) MJO58_16835(kasB)
MXEMYXE_20720(kasB) MYXE_43070
MNVMNVI_22730 MNVI_45160(kasB)
MPAGC0J29_07930 C0J29_18645
MNMMNVM_02380(kasB) MNVM_40280
MGORH0P51_17365 H0P51_25650
MCOOMCOO_12830(kasB_1) MCOO_39080(kasB_2)
MBAIMB901379_03011(kasB)
MSEOMSEO_14160(kasB_1) MSEO_19580(kasB_2)
MHEKJMUB5695_02081(kasB) JMUB5695_04192
MGAUMGALJ_21320 MGALJ_52620
MLJMLAC_22600(kasB)
MBRDMBRA_10910 MBRA_35610(kasB)
MSHJMSHI_10160(kasB)
MMAMK3U93_14880
MSPGF6B93_13970
MOTLTS72_07815
MLMMLPF_0931(kasB)
MPAAMKK62_10055(kasB) MKK62_21435
MMEHM5I08_06355 M5I08_12040(kasB)
MKYIWGMT90018_24120 IWGMT90018_57110
MADIA7U43_13130
MWUPT015_07480(kasB) PT015_20985
MYWBVC93_22720
MSMMSMEG_1204 MSMEG_4328
MSGMSMEI_1170(kasB) MSMEI_4228(kasB)
MSBLJ00_05995 LJ00_21450
MSNLI99_05995 LI99_21455
MSHLI98_05995 LI98_21460
MVAMvan_3757
MGIMflv_2776
MSPMspyr1_22160
MCBMycch_3279
MNED174_18310
MYNMyAD_17955
MFTXA26_37940 XA26_50520
MPHLMPHLCCUG_01036(kasB_1) MPHLCCUG_03393(kasB_2)
MVQMYVA_3579
MLLB1R94_04715 B1R94_10585
MRHMycrhN_0961 MycrhN_4434
MTHN4412656_01785(kasB)
MHASMHAS_00020(kasB_1) MHAS_01448(kasB_2)
MDUMDUV_08130
MCHTMCHIJ_33630
MDRMDOR_04350 MDOR_24820
MAUUNCTC10437_03514(kasB_1)
MMAGMMAD_09900(kasB_1) MMAD_35140 MMAD_50950
MMORMMOR_29430 MMOR_56170
MFXMFAL_13640
MAICMAIC_34220 MAIC_46930
MIJMINS_32350
MALVMALV_02270
MTYMTOK_56280
MPSCMPSYJ_30180
MARZMARA_61340
MGADMGAD_02940 MGAD_51510
MHEVMHEL_60260
MSARMSAR_35160
MANYMANY_19080 MANY_48670
MAUBMAUB_50710
MPOFMPOR_39300
MPHUMPHO_18700
MMUCC1S78_009090
MMATMMAGJ_40560 MMAGJ_73570
MBOKMBOE_35990
MFGK6L26_13125 K6L26_26205
MSEIMSEDJ_47250
MFLVNCTC10271_01898(kasB_2) NCTC10271_04318(kasB_3)
MCEEMCEL_03180 MCEL_25410
MBRML2Z93_001322
MMONEWR22_04110 EWR22_17425
MGOAFA91_18465 AFA91_32665
MHOLK3U96_10645 K3U96_22490
MSENK3U95_05495 K3U95_16000
MPAEK0O64_04540 K0O64_18630
MRFMJO55_16905(kasB)
MDFK0O62_18265
MCROMI149_05220 MI149_19455(kasB)
MGROFZ046_22650
MAUSJN090_19085 JN090_24550
MKRMKOR_04700(kasB)
MPAKMIU77_06595(kasB)
MJDJDM601_1649(kasB) JDM601_2027(kasB)
MTER4434518_01562(kasB_1) 4434518_01976(kasB_2)
MMINMMIN_32490(kasB)
MHIBMHIB_10830(kasB) MHIB_26020
MHERK3U94_09075 K3U94_17975
MVMMJO54_09165(kasB) MJO54_18130(kasB)
 » show all
Reference
1  [PMID:11600501]
  Authors
Schaeffer ML, Agnihotri G, Volker C, Kallender H, Brennan PJ, Lonsdale JT
  Title
Purification and biochemical characterization of the Mycobacterium tuberculosis beta-ketoacyl-acyl carrier protein synthases KasA and KasB.
  Journal
J Biol Chem 276:47029-37 (2001)
DOI:10.1074/jbc.M108903200
  Sequence
[mtu:Rv2246]
Reference
2  [PMID:12950920]
  Authors
Gao LY, Laval F, Lawson EH, Groger RK, Woodruff A, Morisaki JH, Cox JS, Daffe M, Brown EJ
  Title
Requirement for kasB in Mycobacterium mycolic acid biosynthesis, cell wall impermeability and intracellular survival: implications for therapy.
  Journal
Mol Microbiol 49:1547-63 (2003)
DOI:10.1046/j.1365-2958.2003.03667.x
  Sequence
[mtu:Rv2246]
Reference
3  [PMID:16873379]
  Authors
Molle V, Brown AK, Besra GS, Cozzone AJ, Kremer L
  Title
The condensing activities of the Mycobacterium tuberculosis type II fatty acid synthase are differentially regulated by phosphorylation.
  Journal
J Biol Chem 281:30094-103 (2006)
DOI:10.1074/jbc.M601691200
  Sequence
[mtu:Rv2246]
Reference
4  [PMID:17360388]
  Authors
Bhatt A, Fujiwara N, Bhatt K, Gurcha SS, Kremer L, Chen B, Chan J, Porcelli SA, Kobayashi K, Besra GS, Jacobs WR Jr
  Title
Deletion of kasB in Mycobacterium tuberculosis causes loss of acid-fastness and subclinical latent tuberculosis in immunocompetent mice.
  Journal
Proc Natl Acad Sci U S A 104:5157-62 (2007)
DOI:10.1073/pnas.0608654104
Reference
5  [PMID:22516756]
  Authors
Yamada H, Bhatt A, Danev R, Fujiwara N, Maeda S, Mitarai S, Chikamatsu K, Aono A, Nitta K, Jacobs WR Jr, Nagayama K
  Title
Non-acid-fastness in Mycobacterium tuberculosis DeltakasB mutant correlates with  the cell envelope electron density.
  Journal
Tuberculosis (Edinb) 92:351-7 (2012)
DOI:10.1016/j.tube.2012.02.006
Reference
6  [PMID:24809459]
  Authors
Vilcheze C, Molle V, Carrere-Kremer S, Leiba J, Mourey L, Shenai S, Baronian G, Tufariello J, Hartman T, Veyron-Churlet R, Trivelli X, Tiwari S, Weinrick B, Alland D, Guerardel Y, Jacobs WR Jr, Kremer L
  Title
Phosphorylation of KasB regulates virulence and acid-fastness in Mycobacterium tuberculosis.
  Journal
PLoS Pathog 10:e1004115 (2014)
DOI:10.1371/journal.ppat.1004115
  Sequence
[mtu:Rv2246]
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.294
IUBMB Enzyme Nomenclature: 2.3.1.294
ExPASy - ENZYME nomenclature database: 2.3.1.294
BRENDA, the Enzyme Database: 2.3.1.294
LinkDB

KEGG   REACTION: R13270
Entry
R13270                      Reaction                               
Name
ultra-long-chain-di-unsaturated-acyl-[acyl-carrier protein]:malonyl-[acyl-carrier protein] C-acyltransferase (decarboxylating)
Definition
Ultra-long-chain di-unsaturated acyl-[acyl-carrier protein] + Malonyl-[acyl-carrier protein] <=> Ultra-long-chain di-unsaturated 3-oxo-fatty acyl-[acyl-carrier protein] + CO2 + Acyl-carrier protein
Equation
Enzyme
Pathway
rn00074  Mycolic acid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00886  Meromycolic acid biosynthesis, initiation and elongation FAS II (KasA and KasB)
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.294
     R13270  Ultra-long-chain di-unsaturated acyl-[acyl-carrier protein] + Malonyl-[acyl-carrier protein] <=> Ultra-long-chain di-unsaturated 3-oxo-fatty acyl-[acyl-carrier protein] + CO2 + Acyl-carrier protein
Orthology
K27070  meromycolic acid 3-oxoacyl-[acyl-carrier protein] synthase II [EC:2.3.1.294]
LinkDB

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