KEGG ORTHOLOGY: K13313

ORTHOLOGY: K13313

Entry

K13313                      KO

Symbol

tylD, gerKI, mydI

Name

dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase [EC:1.1.1.364]

Pathway

map00523

Polyketide sugar unit biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

map01250

Biosynthesis of nucleotide sugars

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

Other DBs

RN:	R06438 R10573

Genes

PQI:	KH389_01255

FAP:	GR316_01820

STRM:

M444_29920

SCAL:

I6J39_29640

SGK:	PET44_28340

AMI:

Amir_4843

NHY:	JQS43_06885

AG:	AAD12165(tylD) ABB52541(gerKI) BAC57025(mydI)

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

[ag:AAD12165]

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

[ag:BAC57025]

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

[ag:ABB52541]

All links

Ontology (2)   
   KEGG BRITE (2)   
Pathway (9)   
   KEGG PATHWAY (8)   
   KEGG MODULE (1)   
Chemical reaction (4)   
   KEGG ENZYME (1)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Gene (11)   
   KEGG GENES (10)   
   OC (1)   
Literature (3)   
   PubMed (3)   
All databases (29)   

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ENZYME: 1.1.1.364

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

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)

R06438 R10573

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

ec01110

Biosynthesis of secondary metabolites

Orthology

K13313

dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase

Genes

PQI:	KH389_01255

FAP:	GR316_01820

STRM:

M444_29920

SCAL:

I6J39_29640

SGK:	PET44_28340

AMI:

Amir_4843

NHY:	JQS43_06885

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

[ag:AAD12165]

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

[ag:BAC57025]

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

[ag:ABB52541]

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

REACTION: R06438

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

C11912 + C00003 <=> C11926 + C00004 + C00080

Reaction class

RC00001

C00003_C00004

RC00182

C11912_C11926

Enzyme

1.1.1.364

Pathway

rn00523

Polyketide sugar unit biosynthesis

rn01100

Metabolic pathways

rn01110

Biosynthesis of secondary metabolites

rn01250

Biosynthesis of nucleotide sugars

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

All links

Ontology (1)   
   KEGG BRITE (1)   
Pathway (9)   
   KEGG PATHWAY (8)   
   KEGG MODULE (1)   
Chemical substance (5)   
   KEGG COMPOUND (5)   
Chemical reaction (3)   
   KEGG ENZYME (1)   
   KEGG RCLASS (2)   
Gene (11)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (10)   
All databases (29)   

Download RDF

REACTION: R10573

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

C11912 + C00006 <=> C11926 + C00005 + C00080

Reaction class

RC00001

C00005_C00006

RC00182

C11912_C11926

Enzyme

1.1.1.364

Pathway

rn00523

Polyketide sugar unit biosynthesis

rn01100

Metabolic pathways

rn01110

Biosynthesis of secondary metabolites

rn01250

Biosynthesis of nucleotide sugars

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

All links

Ontology (1)   
   KEGG BRITE (1)   
Pathway (9)   
   KEGG PATHWAY (8)   
   KEGG MODULE (1)   
Chemical substance (5)   
   KEGG COMPOUND (5)   
Chemical reaction (3)   
   KEGG ENZYME (1)   
   KEGG RCLASS (2)   
Gene (11)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (10)   
All databases (29)   

Download RDF

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