Entry
Name
dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose 2,3-dehydratase;
jadO (gene name);
evaA (gene name);
megBVI (gene name);
eryBV (gene name);
mtmV (gene name);
oleV (gene name);
spnO (gene name);
TDP-4-keto-6-deoxy-D-glucose 2,3-dehydratase;
dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose hydro-lyase (dTDP-(2R,6S)-2,4-dihydroxy-6-methyl-2,6-dihydropyran-3-one-forming)
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
BRITE hierarchy
Sysname
dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose hydro-lyase (dTDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose-forming)
Reaction(IUBMB)
dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose = dTDP-3,4-didehydro-2,6-dideoxy-alpha-D-glucose + H2O (overall reaction) [RN:
R05518 ];
(1a) dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose = dTDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose + H2O [RN:
R06428 ];
(1b) dTDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose = dTDP-3,4-didehydro-2,6-dideoxy-alpha-D-glucose (spontaneous) [RN:
R11034 ]
Reaction(KEGG)
Substrate
dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose [CPD:
C11907 ];
dTDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose [CPD:
C11930 ]
Product
dTDP-3,4-didehydro-2,6-dideoxy-alpha-D-glucose [CPD:
C06620 ];
H2O [CPD:
C00001 ];
dTDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose [CPD:
C11930 ]
Comment
The enzyme participates in the biosynthesis of several deoxysugars, including beta-L-4-epi-vancosamine, alpha-L-megosamine, L- and D-olivose, D-oliose, D-mycarose, forosamine and beta-L-digitoxose. In vitro the intermediate can undergo a spontaneous decomposition to maltol [2,3].
History
EC 4.2.1.159 created 2015
Pathway
ec00523 Polyketide sugar unit biosynthesis
ec01055 Biosynthesis of vancomycin group antibiotics
ec01110 Biosynthesis of secondary metabolites
Orthology
K16435 dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose 2,3-dehydratase
Genes
BCEL : BcellWH2_00546 BcellWH2_04965
FBU : UJ101_00308 UJ101_00547
NBR : O3I_007495 O3I_015250
NTP : CRH09_07965 CRH09_20630
NIE : KV110_14290 KV110_35800
SANL : KZO11_24435 KZO11_29550
SRC : M271_00405 M271_06420
SALS : SLNWT_0705 SLNWT_7313
SAMB : SAM23877_5618(srm19)
SPRI : SPRI_0250 SPRI_7103
SLE : sle_09630(sle_09630)
SGM : GCM10017557_01740 GCM10017557_73700
SNR : SNOUR_06865 SNOUR_10090(eryBVI)
SVU : B1H20_22670 B1H20_29860
SGD : ELQ87_00890 ELQ87_08060
SKA : CP970_30865 CP970_39800
SFIC : EIZ62_04075 EIZ62_09585
SPAC : B1H29_00715 B1H29_36345
SCYG : S1361_05000 S1361_29920
SMOB : J7W19_17605 J7W19_28800
SANU : K7396_04485 K7396_33455
STUD : STRTU_005105 STRTU_006735
SJN : RI060_04580 RI060_18315
SPRF : K4G22_02695 K4G22_25745
SRPZ : HEP85_00895 HEP85_01220
STRI : C7M71_025695 C7M71_025875
ABRY : NYE86_15410 NYE86_16010
TALX : FOF52_07490 FOF52_14775
ACTW : F7P10_30175 F7P10_30200
ACTQ : OG417_42860 OG417_42875
AMYY : YIM_08355 YIM_11645 YIM_22855
AORI : SD37_33630 SD37_34285
PHH : AFB00_29740(selSVII)
KUT : JJ691_101510 JJ691_70330
KPHY : AOZ06_22485 AOZ06_23375
AHM : TL08_05635 TL08_15940
ACTI : UA75_05675 UA75_16845
AHG : AHOG_05435 AHOG_15160 AHOG_15195
ACTA : C1701_01560 C1701_26015
ACTU : Actkin_00393 Actkin_02428(perS10)
CROS : N8J89_20360 N8J89_26400
MCRA : ID554_11975 ID554_28100
PSUU : Psuf_058320 Psuf_058570
DVC : Dvina_05940 Dvina_31405
DFU : Dfulv_18280 Dfulv_29145
DAUR : Daura_30065 Daura_37965
DMAT : Dmats_05420 Dmats_26500
» show all
Taxonomy
Reference
Authors
Aguirrezabalaga I, Olano C, Allende N, Rodriguez L, Brana AF, Mendez C, Salas JA
Title
Identification and expression of genes involved in biosynthesis of L-oleandrose and its intermediate L-olivose in the oleandomycin producer Streptomyces antibioticus.
Journal
Sequence
Reference
Authors
Chen H, Thomas MG, Hubbard BK, Losey HC, Walsh CT, Burkart MD.
Title
Deoxysugars in glycopeptide antibiotics: enzymatic synthesis of TDP-L-epivancosamine in chloroeremomycin biosynthesis.
Journal
Reference
Authors
Gonzalez A, Remsing LL, Lombo F, Fernandez MJ, Prado L, Brana AF, Kunzel E, Rohr J, Mendez C, Salas JA
Title
The mtmVUC genes of the mithramycin gene cluster in Streptomyces argillaceus are involved in the biosynthesis of the sugar moieties.
Journal
Sequence
Reference
Authors
Wang L, White RL, Vining LC
Title
Biosynthesis of the dideoxysugar component of jadomycin B: genes in the jad cluster of Streptomyces venezuelae ISP5230 for L-digitoxose assembly and transfer to the angucycline aglycone.
Journal
Sequence
Reference
Authors
Hong L, Zhao Z, Melancon CE 3rd, Zhang H, Liu HW
Title
In vitro characterization of the enzymes involved in TDP-D-forosamine biosynthesis in the spinosyn pathway of Saccharopolyspora spinosa.
Journal
Reference
Authors
Useglio M, Peiru S, Rodriguez E, Labadie GR, Carney JR, Gramajo H
Title
TDP-L-megosamine biosynthesis pathway elucidation and megalomicin a production in Escherichia coli.
Journal
Other DBs
ExPASy - ENZYME nomenclature database: 4.2.1.159
LinkDB
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