EC Number   |
Substrates |
Organism |
Products |
Reversibility |
|---|
    4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine |
- |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine |
the enzyme is involved in biosynthesis of TDP-D-desosamine |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine |
studies of deuterium incorporation into S-adenosyl-L-methionine using TDP-[3-2H]-4-amino-4,6-dideoxy-D-glucose as the substrate provides strong evidence for direct hydrogen atom transfer to a 5'-deoxyadenosyl radical in the catalytic cycle. The fact that hydrogen atom abstraction occurs at C3 also sheds light on the mechanism of this intriguing deamination reaction. Generation of a 5'-deoxyadenosyl radical is expected to be the first part of the reaction facilitated by the reduced [4Fe-4S]1+ cluster |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine + reduced acceptor |
key reaction in the biosynthesis of TDP-desosamine, which is an essential component of many macrolide antibiotics |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine + acceptor |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine + reduced acceptor |
the enzyme is involved in the biosynthesis of TDP-desosamine |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine + acceptor |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine + reduced acceptor |
a mechanism is proposed involving direct elimination of ammonium concerted with proton transfer to the nucleofuge from the adjacent alpha-hydroxyalkyl radical |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine + acceptor |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-alpha-D-glucopyranose + S-adenosyl-L-methionine + reduced acceptor |
the radical S-adenosylmethionine enzyme catalyzes the C4-deamination of TDP-4-amino-4,6-dideoxyglucose through a C3 radical intermediate. If the C4 amino group is replaced with a hydroxy group (to give TDP-quinovose), the hydroxy group at C3 is oxidized to a ketone with no C4-dehydration |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine + acceptor |
- |
? |
| 4.3.1.30 | dTDP-4-amino-4,6-dideoxy-D-glucopyranose + S-adenosyl-L-methionine |
- |
Streptomyces venezuelae |
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucopyranose + NH3 + L-methionine + 5'-deoxyadenosine |
- |
? |
| 4.3.1.30 | more |
anaerobic incubation of dTDP-3-keto-6-deoxy-D-glucose (i.e. dTDP-D-quinovose) or dTDP-3-amino-3,6-dideoxy-D-glucose with S-adenosyl-L-methionine and the reconstituted and reduced DesII leads to the formation of dTDP-3-dehydro-6-deoxy-D-glucose. No turnover of dTDP-D-fucose, which contains an axial hydroxyl group at C4, is observed |
Streptomyces venezuelae |
? |
- |
? |
| 4.3.1.30 | more |
when the enzyme is incubated with TDP-D-quinovose instead of the natural substrate dTDP-4-amino-4,6-dideoxy-D-glucopyranose, analogous elimination of the C4 hydroxyl is not observed - rather, the C3 hydroxyl is oxidized to the corresponding ketone. EPR characterization of a radical intermediate generated during its catalyzed dehydrogenation of TDP-D-Quinovose |
Streptomyces venezuelae |
? |
- |
? |
