KEGG   ORTHOLOGY: K13313Help
Entry
K13313                      KO                                     

Name
tylD, gerKI, mydI
Definition
dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase [EC:1.1.1.364]
Pathway
ko00523  Polyketide sugar unit biosynthesis
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00794  dTDP-6-deoxy-D-allose biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13313  tylD, gerKI, mydI; dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.364  dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase
     K13313  tylD, gerKI, mydI; dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase
BRITE hierarchy
Other DBs
RN: R06438 R10573
Genes
STRM: M444_29920
AMI: Amir_4843
AG: AAD12165(tylD) ABB52541(gerKI) BAC57025(mydI)
TaxonomyKoalaUniProt
Reference
PMID:10220165 (tylD)
  Authors
Fouces R, Mellado E, Diez B, Barredo JL
  Title
The tylosin biosynthetic cluster from Streptomyces fradiae: genetic organization of the left region.
  Journal
Microbiology 145 ( Pt 4):855-68 (1999)
DOI:10.1099/13500872-145-4-855
  Sequence
Reference
PMID:12583909 (mydI)
  Authors
Anzai Y, Saito N, Tanaka M, Kinoshita K, Koyama Y, Kato F
  Title
Organization of the biosynthetic gene cluster for the polyketide macrolide mycinamicin in Micromonospora griseorubida.
  Journal
FEMS Microbiol Lett 218:135-41 (2003)
DOI:10.1111/j.1574-6968.2003.tb11509.x
  Sequence
Reference
PMID:17053005 (gerKI)
  Authors
Thuy TT, Liou K, Oh TJ, Kim DH, Nam DH, Yoo JC, Sohng JK
  Title
Biosynthesis of dTDP-6-deoxy-beta-D-allose, biochemical characterization of dTDP-4-keto-6-deoxyglucose reductase (GerKI) from Streptomyces sp. KCTC 0041BP.
  Journal
Glycobiology 17:119-26 (2007)
DOI:10.1093/glycob/cwl060
  Sequence

KEGG   ENZYME: 1.1.1.364Help
Entry
EC 1.1.1.364                Enzyme                                 

Name
dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase;
dTDP-4-dehydro-6-deoxygulose reductase;
tylD (gene name);
gerKI (gene name);
chmD (gene name);
mydI (gene name)
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
dTDP-6-deoxy-alpha-D-allose:NAD(P)+ oxidoreductase
Reaction(IUBMB)
dTDP-6-deoxy-alpha-D-allose + NAD(P)+ = dTDP-4-dehydro-6-deoxy-alpha-D-gulose + NAD(P)H + H+ [RN:R06438 R10573]
Reaction(KEGG)
Substrate
dTDP-6-deoxy-alpha-D-allose [CPD:C11912];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006]
Product
dTDP-4-dehydro-6-deoxy-alpha-D-gulose [CPD:C11926];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme forms an activated deoxy-alpha-D-allose, which is converted to mycinose after attachment to the aglycones of several macrolide antibiotics, including tylosin, chalcomycin, dihydrochalcomycin, and mycinamicin II.
History
EC 1.1.1.364 created 2013
Pathway
ec00523  Polyketide sugar unit biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K13313  dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase
Genes
STRM: M444_29920
AMI: Amir_4843
Taxonomy
Reference
1  [PMID:10510490]
  Authors
Bate N, Cundliffe E
  Title
The mycinose-biosynthetic genes of Streptomyces fradiae, producer of tylosin.
  Journal
J Ind Microbiol Biotechnol 23:118-122 (1999)
DOI:10.1038/sj.jim.2900707
  Sequence
Reference
2  [PMID:12583909]
  Authors
Anzai Y, Saito N, Tanaka M, Kinoshita K, Koyama Y, Kato F.
  Title
Organization of the biosynthetic gene cluster for the polyketide macrolide mycinamicin in Micromonospora griseorubida.
  Journal
FEMS Microbiol Lett 218:135-41 (2003)
DOI:10.1111/j.1574-6968.2003.tb11509.x
  Sequence
Reference
3  [PMID:17053005]
  Authors
Thuy TT, Liou K, Oh TJ, Kim DH, Nam DH, Yoo JC, Sohng JK
  Title
Biosynthesis of dTDP-6-deoxy-beta-D-allose, biochemical characterization of dTDP-4-keto-6-deoxyglucose reductase (GerKI) from Streptomyces sp. KCTC 0041BP.
  Journal
Glycobiology 17:119-26 (2007)
DOI:10.1093/glycob/cwl060
  Sequence
Reference
4  [PMID:23116432]
  Authors
Kubiak RL, Phillips RK, Zmudka MW, Ahn MR, Maka EM, Pyeatt GL, Roggensack SJ, Holden HM
  Title
Structural and functional studies on a 3'-epimerase involved in the biosynthesis  of dTDP-6-deoxy-D-allose.
  Journal
Biochemistry 51:9375-83 (2012)
DOI:10.1021/bi3012737
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.364
IUBMB Enzyme Nomenclature: 1.1.1.364
ExPASy - ENZYME nomenclature database: 1.1.1.364
BRENDA, the Enzyme Database: 1.1.1.364

KEGG   REACTION: R06438Help
Entry
R06438                      Reaction                               

Name
dTDP-6-deoxy-alpha-D-allose:NAD+ oxidoreductase
Definition
dTDP-6-deoxy-D-allose + NAD+ <=> dTDP-4-oxo-6-deoxy-D-allose + NADH + H+
Equation
Reaction class
RC00001  C00003_C00004
RC00182  C11912_C11926
Enzyme
Pathway
rn00523  Polyketide sugar unit biosynthesis
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00794  dTDP-6-deoxy-D-allose biosynthesis
Orthology
K13313  dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase [EC:1.1.1.364]
Other DBs
RHEA: 36682

KEGG   REACTION: R10573Help
Entry
R10573                      Reaction                               

Name
dTDP-6-deoxy-alpha-D-allose:NADP+ oxidoreductase
Definition
dTDP-6-deoxy-D-allose + NADP+ <=> dTDP-4-oxo-6-deoxy-D-allose + NADPH + H+
Equation
Reaction class
RC00001  C00005_C00006
RC00182  C11912_C11926
Enzyme
Pathway
rn00523  Polyketide sugar unit biosynthesis
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00794  dTDP-6-deoxy-D-allose biosynthesis
Orthology
K13313  dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase [EC:1.1.1.364]
Other DBs
RHEA: 39886

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