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B6db activities: 2.6.1.33

2.6.1.33
Description dTDP-4-amino-4,6-dideoxy-D-glucose aminotransferase
Alternative names Thymidine diphospho-4-keto-6-deoxy-D-glucose transaminase;
Thymidine diphospho-4-keto-6-deoxy-D-glucose-glutamic transaminase;
TDP-4-keto-6-deoxy-D-glucose transaminase;
dTDP-4-keto-6-deoxy-D-glucose aminotransferase;
Thymidine diphospho-4-amino-4,6-dideoxyglucose transaminase;
CalS13 (gene name)
D-viosamine synthase;
VioA (gene name);
DesI (gene name);
GerB (gene name);
Catalyzed reaction dTDP-4-amino-4,6-dideoxy-D-glucose + 2-oxoglutarate = dTDP-4-dehydro-6-deoxy-D-glucose + L-glutamate.
Cofactor Pyridoxal-phosphate.
The enzyme from Micromonospora echinospora, CalS13 (upon which subfamily a is based), is involved in calicheamicin biosynthesis, where it catalyzes the reaction in the direction opposite to the one shown above.

The enterobacterial enzyme VioA (subfamily b) is responsible for the synthesis of D-Viosamine (4-amino-4,6-dideoxy-D-glucose), whose derivatives, such as 4-(N-acetylglycyl)amino-4,6-dideoxy-D-glucose, are component of O-antigen variants. In Streptomyces, the same reaction is exploited in metabolic pathways leading to the production of macrolides.

PDB 4ZAS; 2PO3; 3JU7;
Organisms -Eubacteria
 

Family 

 
Links Enzyme (activities) 2.6.1.33
BRENDA (activities) 2.6.1.33
KEGG (pathways) 2.6.1.33
PLPMDB (PLP mutants) 2.6.1.33
 
References
 Brown HA, Vinogradov E, Gilbert M, Holden HM (2018) The Mycobacterium tuberculosis Complex has a Pathway for the Biosynthesis of 4-Formamido-4,6-Dideoxy-D-Glucose Protein Science 27 1491-1497.

 Wang F, Singh S, Xu W, Helmich KE, Miller MD, Cao H, Bingman CA, Thorson JS, Phillips GN Jr. (2015) Structural Basis for the Stereochemical Control of Amine Installation in Nucleotide Sugar Aminotransferases. ACS chemical biology. 10 2048-56.

 Singh S, Peltier-Pain P, Tonelli M, Thorson JS (2014) A general NMR-based strategy for the in situ characterization of sugar-nucleotide-dependent biosynthetic pathways Org Lett 16 3220-3.

 Dong S, McPherson SA, Wang Y, Li M, Wang P, Turnbough CL Jr, Pritchard DG. (2010) Characterization of the enzymes encoded by the anthrose biosynthetic operon of Bacillus anthracis J Bacteriol 192 5053-62.

 Burgie ES, Holden HM. (2007) Molecular architecture of DesI: a key enzyme in the biosynthesis of desosamine Biochemistry 46 8999-9006.

 Chung YS, Kim DH, Seo WM, Lee HC, Liou K, Oh TJ, Sohng JK. (2007) Enzymatic synthesis of dTDP-4-amino-4,6-dideoxy-D-glucose using GerB (dTDP-4-keto-6-deoxy-D-glucose aminotransferase) Carbohydr Res 342 1412-8.

 Wang Y, Xu Y, Perepelov AV, Qi Y, Knirel YA, Wang L, Feng L. (2007) Biochemical characterization of dTDP-D-Qui4N and dTDP-D-Qui4NAc biosynthetic pathways in Shigella dysenteriae type 7 and Escherichia coli O7 J Bacteriol 189 8626-35.

Articles on 2.6.1.33
 
last changed 2019/06/24 12:38

B6db activities