KEGG ORTHOLOGY: K13309

ORTHOLOGY: K13309

Entry

K13309                      KO

Symbol

desII, eryCV

Name

dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase [EC:4.3.1.30]

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

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13309  desII, eryCV; dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase
Enzymes [BR:ko01000]
4. Lyases
  4.3  Carbon-nitrogen lyases
   4.3.1  Ammonia-lyases
    4.3.1.30  dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase
     K13309  desII, eryCV; dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase

Other DBs

RN:

R08583

Genes

STRE:

GZL_03702

STRM:

M444_29865

SNR:	SNOUR_10125(eryCV)

SGF:	HEP81_07916(desII)

SGX:	H4W23_25495(desII)

SATA:

C5746_38525(desII)

SROI:

IAG44_15960(desII)

SHK:	J2N69_01050(desII)

AER:	AERYTH_15835

SEN:	SACE_0715(eryCV)

MCAB:

HXZ27_06185(rosR)

AEY:	CDG81_13215(desII)

AG:	AAC68683(desII)

» show all

Reference

PMID:19746907

Authors

Szu PH, Ruszczycky MW, Choi SH, Yan F, Liu HW

Title

Characterization and mechanistic studies of DesII: a radical S-adenosyl-L-methionine enzyme involved in the biosynthesis of TDP-D-desosamine.

Journal

J Am Chem Soc 131:14030-42 (2009)
DOI:10.1021/ja903354k

Reference

PMID:21513273

Authors

Ruszczycky MW, Choi SH, Mansoorabadi SO, Liu HW

Title

Mechanistic studies of the radical S-adenosyl-L-methionine enzyme DesII: EPR characterization of a radical intermediate generated during its catalyzed dehydrogenation of TDP-D-quinovose.

Journal

J Am Chem Soc 133:7292-5 (2011)
DOI:10.1021/ja201212f

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:AAC68683]

All links

Ontology (2)   
   KEGG BRITE (2)   
Pathway (9)   
   KEGG PATHWAY (8)   
   KEGG MODULE (1)   
Chemical reaction (3)   
   KEGG ENZYME (1)   
   KEGG REACTION (1)   
   KEGG RCLASS (1)   
Gene (52)   
   KEGG GENES (13)   
   KEGG MGENES (38)   
   OC (1)   
Literature (3)   
   PubMed (3)   
All databases (69)   

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ENZYME: 4.3.1.30

Entry

EC 4.3.1.30                 Enzyme

Name

dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase;
desII (gene name);
eryCV (gene name);
MegCV

Class

Lyases;
Carbon-nitrogen lyases;
Ammonia-lyases

Sysname

dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose ammonia lyase (dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose-forming)

Reaction(IUBMB)

dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine + reduced acceptor = dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine + acceptor [RN:R08583]

Reaction(KEGG)

R08583

Substrate

dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose [CPD:C04268];
S-adenosyl-L-methionine [CPD:C00019];
reduced acceptor [CPD:C00030]

Product

dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose [CPD:C11909];
NH3 [CPD:C00014];
L-methionine [CPD:C00073];
5'-deoxyadenosine [CPD:C05198];
acceptor [CPD:C00028]

Comment

The enzyme, which is a member of the 'AdoMet radical' (radical SAM) family, is involved in biosynthesis of TDP-alpha-D-desosamine. The reaction starts by the transfer of an electron from the reduced form of the enzyme's [4Fe-4S] cluster to S-adenosyl-L-methionine, spliting it into methionine and the radical 5-deoxyadenosin-5'-yl, which attacks the sugar substrate.

History

EC 4.3.1.30 created 2011

Pathway

ec00523

Polyketide sugar unit biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K13309

dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase

Genes

STRE:

GZL_03702

STRM:

M444_29865

SNR:	SNOUR_10125(eryCV)

SGF:	HEP81_07916(desII)

SGX:	H4W23_25495(desII)

SATA:

C5746_38525(desII)

SROI:

IAG44_15960(desII)

SHK:	J2N69_01050(desII)

AER:	AERYTH_15835

SEN:	SACE_0715(eryCV)

MCAB:

HXZ27_06185(rosR)

AEY:	CDG81_13215(desII)

» show all

Reference

1 [PMID:19746907]

Authors

Szu PH, Ruszczycky MW, Choi SH, Yan F, Liu HW

Title

Characterization and mechanistic studies of DesII: a radical S-adenosyl-L-methionine enzyme involved in the biosynthesis of TDP-D-desosamine.

Journal

J Am Chem Soc 131:14030-42 (2009)
DOI:10.1021/ja903354k

Reference

2 [PMID:20121093]

Authors

Ruszczycky MW, Choi SH, Liu HW

Title

Stoichiometry of the redox neutral deamination and oxidative dehydrogenation reactions catalyzed by the radical SAM enzyme DesII.

Journal

J Am Chem Soc 132:2359-69 (2010)
DOI:10.1021/ja909451a

Reference

3 [PMID:21513273]

Authors

Ruszczycky MW, Choi SH, Mansoorabadi SO, Liu HW

Title

Mechanistic studies of the radical S-adenosyl-L-methionine enzyme DesII: EPR characterization of a radical intermediate generated during its catalyzed dehydrogenation of TDP-D-quinovose.

Journal

J Am Chem Soc 133:7292-5 (2011)
DOI:10.1021/ja201212f

Other DBs

ExplorEnz - The Enzyme Database:

4.3.1.30

IUBMB Enzyme Nomenclature:

4.3.1.30

ExPASy - ENZYME nomenclature database:

4.3.1.30

BRENDA, the Enzyme Database:

4.3.1.30

REACTION: R08583

Entry

R08583                      Reaction

Name

dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase (dTDP-3-oxo-4,6-dideoxy-D-glucose-forming)

Definition

dTDP-4-amino-4,6-dideoxy-D-glucose + S-Adenosyl-L-methionine + Reduced acceptor <=> dTDP-3-oxo-4,6-dideoxy-D-glucose + Ammonia + L-Methionine + 5'-Deoxyadenosine + Acceptor

Equation

C04268 + C00019 + C00030 <=> C11909 + C00014 + C00073 + C05198 + C00028

Comment

radical SAM

Reaction class

RC00021

C00019_C00073

RC02360

C04268_C11909

Enzyme

4.3.1.30

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

Orthology

K13309

dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase [EC:4.3.1.30]

Other DBs

RHEA:

39650

All links

Ontology (1)   
   KEGG BRITE (1)   
Pathway (9)   
   KEGG PATHWAY (8)   
   KEGG MODULE (1)   
Chemical substance (8)   
   KEGG COMPOUND (8)   
Chemical reaction (3)   
   KEGG ENZYME (1)   
   KEGG RCLASS (2)   
Gene (14)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (13)   
All databases (35)   

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