Inhibitors | Comment | Organism | Structure |
---|---|---|---|
1-[5-O-(alpha-D-galactopyranosyl)-D-glucityl]pyrimidine-2,4(3H)-dione | 28% enzyme inhibition at 0.5 mM | Mycobacterium tuberculosis | |
1-[5-O-(beta-D-galactopyranosyl)-D-glucityl]pyrimidine-2,4(3H)-dione | 30% enzyme inhibition at 0.5 mM | Mycobacterium tuberculosis | |
additional information | synthesis of 1-[5-O-(alpha-D-galactopyranosyl)-D-glucityl]pyrimidine-2,4(3H)-dione and 1-[5-O-(beta-D-galactopyranosyl)-D-glucityl]pyrimidine-2,4(3H)-dione as non-ionic substrate mimics of substrate UDP-alpha-D-galactopyranose. The nonionic polyhydroxylated chain is intended to mimic the ionic diphosphate group and the ribose moiety in UDP-Galp and to increase the bioavailabilities of the candidate inhibitors. Inhibition assays with UGM of Mycobacterium tuberculosis show only weak inhibition of the enzyme by the compounds. Retrosynthetic analysis of the target compounds, overview | Mycobacterium tuberculosis |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
UDP-alpha-D-galactopyranose | Mycobacterium tuberculosis | - |
UDP-alpha-D-galactofuranose | - |
r |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Mycobacterium tuberculosis | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
UDP-alpha-D-galactopyranose | - |
Mycobacterium tuberculosis | UDP-alpha-D-galactofuranose | - |
r |
Synonyms | Comment | Organism |
---|---|---|
UDP galactopyranose mutase | - |
Mycobacterium tuberculosis |
UGM | - |
Mycobacterium tuberculosis |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
FAD | - |
Mycobacterium tuberculosis |
General Information | Comment | Organism |
---|---|---|
physiological function | UDP-alpha-D-galactopyranose (UDP-Galp) is a precursor of galactofuranose (Galf), which is a primary component of the cell-wall glycans of several microorganisms. The interconversion of UDP-Galp and UDP-Galf is catalyzed by UDP galactopyranose mutase (UGM) | Mycobacterium tuberculosis |