print visible entries

print all entries

Ligand dTDP-4-amino-4,6-dideoxy-alpha-D-glucose

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for dTDP-4-amino-4,6-dideoxy-alpha-D-glucose

close all tables

open all tables

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

top print hide

Show Natural Substrate (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.209

acetyl-CoA + dTDP-4-amino-4,6-dideoxy-alpha-D-glucose = CoA + dTDP-4-acetamido-4,6-dideoxy-alpha-D-glucose

687399, 720475

-

4.3.1.30

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

746746, 747138

-

4.3.1.30

dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine = dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine

715276, 715304, 715254

-

4.3.1.30

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

top print hide

Show Natural Product (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.6.1.33

dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose + L-glutamate = dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + 2-oxoglutarate

0

-

2.6.1.33

dTDP-4-dehydro-6-deoxy-D-glucose + L-glutamate = dTDP-4-amino-4,6-dideoxy-D-glucose + 2-oxoglutarate

639964

-

2.6.1.33

2 entries

2.6.1.B6

dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose + L-glutamate = dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + 2-oxoglutarate

0

-

Substrate in Enzyme-catalyzed Reactions (4 results)

top print hide

Show Substrate (4 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.209

acetyl-CoA + dTDP-4-amino-4,6-dideoxy-alpha-D-glucose = CoA + dTDP-4-acetamido-4,6-dideoxy-alpha-D-glucose

687399, 720475

-

4.3.1.30

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

746746, 747138

-

4.3.1.30

dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine = dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine

715304, 715276, 715254

-

4.3.1.30

dTDP-4-amino-4,6-dideoxy-D-glucopyranose + S-adenosyl-L-methionine = dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine

715276

-

4.3.1.30

3 entries

Product in Enzyme-catalyzed Reactions (3 results)

top print hide

Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.6.1.33

dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose + L-glutamate = dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + 2-oxoglutarate

0

-

2.6.1.33

dTDP-4-dehydro-6-deoxy-D-glucose + L-glutamate = dTDP-4-amino-4,6-dideoxy-D-glucose + 2-oxoglutarate

639964

-

2.6.1.33

2 entries

2.6.1.B6

dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose + L-glutamate = dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + 2-oxoglutarate

0

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

top print hide

Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.3.1.209

155.3

-

pH 7.4, 37°C, recombinant His-tagged enzyme

687399

4.3.1.30

0.017

-

pH 8, 25°C, in presence of 0.1 mM S-adenosyl-L-methionine

715254

K_M Value (2 results)

top print hide

Show KM Value (2 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.209

0.142

-

pH 7.4, 37°C, recombinant His-tagged enzyme

687399

4.3.1.30

0.05

-

pH 8, 25°C, in presence of 0.1 mM S-adenosyl-L-methionine

715254

References & Links

Literature References (8)

top print hide

Show Reference (8 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

639964

5332731

Thymidine diphosphate 4-acetamido-2,6-dideoxyhexoses. 3. Purification and properties of thymidine diphosphate 4-keto-6-deoxy-D-glucose transaminase from Escherichia coli strain B

1966

Matsuhashi, M.; Strominger, J.L.

J. Biol. Chem.

241

4738-4744

687399

17905981

Biochemical characterization of dTDP-D-Qui4N and dTDP-D-Qui4NAc biosynthetic pathways in Shigella dysenteriae type 7 and Escherichia coli O7

2007

Wang, Y.; Xu, Y.; Perepelov, A.V.; Qi, Y.; Knirel, Y.A.; Wang, L.; Feng, L.

J. Bacteriol.

189

8626-8635

715254

19746907

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

2009

Szu, P.H.; Ruszczycky, M.W.; Choi, S.H.; Yan, F.; Liu, H.W.

J. Am. Chem. Soc.

131

14030-14042

715276

20121093

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

2010

Ruszczycky, M.W.; Choi, S.H.; Liu, H.W.

J. Am. Chem. Soc.

132

2359-2369

715304

21513273

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

2011

Ruszczycky, M.W.; Choi, S.H.; Mansoorabadi, S.O.; Liu, H.W.

J. Am. Chem. Soc.

133

7292-7295

720475

19787374

Genetic analysis of genes involved in synthesis of modified 4-amino-4,6-dideoxyglucose in flagellin of Pseudomonas syringae pv. tabaci

2009

Nguyen, L.C.; Yamamoto, M.; Ohnishi-Kameyama, M.; Andi, S.; Taguchi, F.; Iwaki, M.; Yoshida, M.; Ishii, T.; Konishi, T.; Tsunemi, K.; Ichinose, Y.

Mol. Genet. Genomics

282

595-605

746746

25418063

Mechanistic studies of the radical S-adenosylmethionine enzyme DesII with TDP-D-fucose

2015

Ko, Y.; Ruszczycky, M.W.; Choi, S.H.; Liu, H.W.

Angew. Chem. Int. Ed. Engl.

54

860-863

747138

29473739

Mechanistic Implications of the Deamination of TDP-4-amino-4-deoxy-d-fucose Catalyzed by the Radical SAM Enzyme DesII

2018

Ko, Y.; Lin, G.M.; Ruszczycky, M.W.; Liu, H.W.

Biochemistry

57

3130-3133

Links to other databases for dTDP-4-amino-4,6-dideoxy-alpha-D-glucose

top print hide

Show Links (1 entry)

ChEBI

PubChem