KEGG   ORTHOLOGY: K13311
Entry
K13311                      KO                                     
Symbol
desVI, eryCVI
Name
dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.234]
Pathway
map00523  Polyketide sugar unit biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
map01250  Biosynthesis of nucleotide sugars
Module
M00797  dTDP-D-desosamine biosynthesis
Reaction
R06427  S-adenosyl-L-methionine:dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose 3-N,N-dimethyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13311  desVI, eryCVI; dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.234  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
     K13311  desVI, eryCVI; dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Genes
SGRF: SGFS_016240
SCYE: R2B67_24635
SCAD: DN051_13790
STIR: DDW44_27830 DDW44_27885
SKA: CP970_39725 CP970_39870
SRK: FGW37_13085
SFIC: EIZ62_04025
SGAL: CP966_29020
SCIN: CP977_27965 CP977_28100
STSU: B7R87_21945 B7R87_21970
SCHA: CP983_27960
SGX: H4W23_25520
SFEU: IM697_37645
SLIA: HA039_05655 HA039_05775
STAA: LDH80_09645
SCAE: IHE65_08900
STUD: STRTU_005104
SJN: RI060_18380
SHAU: K9S39_40610
SKG: KJK29_16180
SPRF: K4G22_02650
AER: AERYTH_15940
TALX: FOF52_07400 FOF52_14830
NEC: KGD82_07550
NAKE: KGD83_01495
NCG: KGD84_13460
SNAH: OUQ99_30640
SEN: SACE_0718(eryCVI)
ACTI: UA75_17810
ACAD: UA74_17275
AHG: AHOG_15450(desVI)
CROS: N8J89_11380 N8J89_20375
MCAB: HXZ27_06155(rosL)
MCRA: ID554_11945
MENO: Jiend_53120
MCHL: PVK74_00275
MCAY: PVK37_23825
MICF: QQG74_14055
PSUU: Psuf_058140 Psuf_058430
DAUR: Daura_18725
DACT: KZZ52_17775
NHY: JQS43_06915
AEY: CDG81_13200
IAM: HC251_01870
LMAJ: GKN94_13820
HTB: MTX78_24625
HVL: MUN86_07700
AG: AAC68678(desVI)
 » show all
Reference
PMID:18327916
  Authors
Burgie ES, Holden HM
  Title
Three-dimensional structure of DesVI from Streptomyces venezuelae: a sugar N,N-dimethyltransferase required for dTDP-desosamine biosynthesis.
  Journal
Biochemistry 47:3982-8 (2008)
DOI:10.1021/bi800063j
Reference
PMID:9770448
  Authors
Xue Y, Zhao L, Liu HW, Sherman DH
  Title
A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity.
  Journal
Proc Natl Acad Sci U S A 95:12111-6 (1998)
DOI:10.1073/pnas.95.21.12111
  Sequence
[ag:AAC68678]
LinkDB

KEGG   ORTHOLOGY: K13326
Entry
K13326                      KO                                     
Symbol
megDIII
Name
dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.- 2.1.1.234]
Pathway
map00523  Polyketide sugar unit biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
map01250  Biosynthesis of nucleotide sugars
Module
M00797  dTDP-D-desosamine biosynthesis
M00800  dTDP-L-megosamine biosynthesis
Reaction
R06427  S-adenosyl-L-methionine:dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose 3-N,N-dimethyltransferase
R11045  S-adenosyl-L-methionine:dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose 3-N,N-dimethyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13326  megDIII; dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.234  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
     K13326  megDIII; dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Genes
STTN: BSL84_24965
AMS: AMIS_50600
FLC: KJS93_20305
AG: AAG13912(megDIII)
Reference
PMID:20418422
  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
Appl Environ Microbiol 76:3869-77 (2010)
DOI:10.1128/AEM.03083-09
Reference
PMID:10972798
  Authors
Volchegursky Y, Hu Z, Katz L, McDaniel R
  Title
Biosynthesis of the anti-parasitic agent megalomicin: transformation of erythromycin to megalomicin in Saccharopolyspora erythraea.
  Journal
Mol Microbiol 37:752-62 (2000)
DOI:10.1046/j.1365-2958.2000.02059.x
  Sequence
[ag:AAG13912]
LinkDB

KEGG   ENZYME: 2.1.1.234
Entry
EC 2.1.1.234                Enzyme                                 
Name
dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase;
DesVI
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose 3-N,N-dimethyltransferase
Reaction(IUBMB)
2 S-adenosyl-L-methionine + dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose = 2 S-adenosyl-L-homocysteine + dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose [RN:R06427]
Reaction(KEGG)
R06427
Substrate
S-adenosyl-L-methionine [CPD:C00019];
dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose
Product
S-adenosyl-L-homocysteine [CPD:C00021];
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose [CPD:C11911]
Comment
The enzyme is involved in the biosynthesis of desosamine, a 3-(dimethylamino)-3,4,6-trideoxyhexose found in certain macrolide antibiotics such as erthyromycin, azithromycin, and clarithromycin.
History
EC 2.1.1.234 created 2011
Pathway
ec00523  Polyketide sugar unit biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13311  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
K13326  dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Genes
SGRF: SGFS_016240
SCYE: R2B67_24635
SCAD: DN051_13790
STIR: DDW44_27830 DDW44_27885
SKA: CP970_39725 CP970_39870
SRK: FGW37_13085
SFIC: EIZ62_04025
SGAL: CP966_29020
SCIN: CP977_27965 CP977_28100
STSU: B7R87_21945 B7R87_21970
SCHA: CP983_27960
SGX: H4W23_25520
SFEU: IM697_37645
SLIA: HA039_05655 HA039_05775
STAA: LDH80_09645
SCAE: IHE65_08900
STUD: STRTU_005104
SJN: RI060_18380
SHAU: K9S39_40610
SKG: KJK29_16180
STTN: BSL84_24965
SPRF: K4G22_02650
AER: AERYTH_15940
TALX: FOF52_07400 FOF52_14830
NEC: KGD82_07550
NAKE: KGD83_01495
NCG: KGD84_13460
SNAH: OUQ99_30640
SEN: SACE_0718(eryCVI)
ACTI: UA75_17810
ACAD: UA74_17275
AHG: AHOG_15450(desVI)
CROS: N8J89_11380 N8J89_20375
MCAB: HXZ27_06155(rosL)
MCRA: ID554_11945
MENO: Jiend_53120
MCHL: PVK74_00275
MCAY: PVK37_23825
MICF: QQG74_14055
AMS: AMIS_50600
PSUU: Psuf_058140 Psuf_058430
DAUR: Daura_18725
DACT: KZZ52_17775
NHY: JQS43_06915
AEY: CDG81_13200
IAM: HC251_01870
LMAJ: GKN94_13820
FLC: KJS93_20305
HTB: MTX78_24625
HVL: MUN86_07700
 » show all
Reference
1  [PMID:12119032]
  Authors
Chen H, Yamase H, Murakami K, Chang CW, Zhao L, Zhao Z, Liu HW
  Title
Expression, purification, and characterization of two N,N-dimethyltransferases, tylM1 and desVI, involved in the biosynthesis of mycaminose and desosamine.
  Journal
Biochemistry 41:9165-83 (2002)
DOI:10.1021/bi020245j
  Sequence
[ag:AAC68678]
Reference
2  [PMID:18327916]
  Authors
Burgie ES, Holden HM
  Title
Three-dimensional structure of DesVI from Streptomyces venezuelae: a sugar N,N-dimethyltransferase required for dTDP-desosamine biosynthesis.
  Journal
Biochemistry 47:3982-8 (2008)
DOI:10.1021/bi800063j
  Sequence
[ag:AAC68678]
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.234
IUBMB Enzyme Nomenclature: 2.1.1.234
ExPASy - ENZYME nomenclature database: 2.1.1.234
BRENDA, the Enzyme Database: 2.1.1.234
LinkDB

KEGG   REACTION: R06427
Entry
R06427                      Reaction                               
Name
S-adenosyl-L-methionine:dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose 3-N,N-dimethyltransferase
Definition
dTDP-3-amino-3,4,6-trideoxy-D-glucose + 2 S-Adenosyl-L-methionine <=> dTDP-D-desosamine + 2 S-Adenosyl-L-homocysteine
Equation
C11910 + 2 C00019 <=> C11911 + 2 C00021
Reaction class
RC00003  C00019_C00021
RC01515  C11910_C11911
Enzyme
2.1.1.234
Pathway
rn00523  Polyketide sugar unit biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
rn01250  Biosynthesis of nucleotide sugars
Module
M00797  dTDP-D-desosamine biosynthesis
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.234
     R06427  dTDP-3-amino-3,4,6-trideoxy-D-glucose + 2 S-Adenosyl-L-methionine <=> dTDP-D-desosamine + 2 S-Adenosyl-L-homocysteine
Orthology
K13311  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.234]
K13326  dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.- 2.1.1.234]
Other DBs
RHEA: 31762
LinkDB

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