4.2.1.168: GDP-4-dehydro-6-deoxy-alpha-D-mannose 3-dehydratase
This is an abbreviated version!
For detailed information about GDP-4-dehydro-6-deoxy-alpha-D-mannose 3-dehydratase, go to the full flat file.
Reaction
Synonyms
colD, GDP-4-keto-6-deoxy-D-mannose-3-dehydratase, WbdK
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Substrates Products
Substrates Products on EC 4.2.1.168 - GDP-4-dehydro-6-deoxy-alpha-D-mannose 3-dehydratase
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REACTION DIAGRAM
GDP-4-dehydro-alpha-D-rhamnose + L-glutamate
GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose + 2-oxoglutarate + ammonia
GDP-D-perosamine + L-glutamate
GDP-4-dehydro-3,6-dideoxymannose + 2-oxoglutarate + ammonia
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wild-type ColD is able to catalyze the production of GDP-4-keto-3,6-dideoxymannose using GDP-perosamine instead of GDP-4-keto-6-deoxymannose as a substrate
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additional information
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enzyme functions as GDP-4-keto-6-deoxy-D-mannose-3-dehydrase responsible for C-3 deoxygenation of GDP-4-keto-6-deoxy-D-mannose. The enzyme is coenzyme B6-dependent and catalysis is initiated by a transamination step in which pyridoxal 5'-phosphate is converted to pyridoxamine 5'-phosphate in the presene of L-glutamate. This coenzyme forms a Schiff base with the keto sugar substrate and the resulting adduct undergoes a pyridoxamine 5'-phosphate-mediated beta-dehydration reaction to give a sugar enamine intermediate, which after tautomerization and hydrolysis to release ammonia yields GDP-4-keto-3,6-dideoxy-D-mannose as the product
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GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose + 2-oxoglutarate + ammonia
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GDP-4-dehydro-alpha-D-rhamnose + L-glutamate
GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose + 2-oxoglutarate + ammonia
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overall reaction
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GDP-4-dehydro-alpha-D-rhamnose + L-glutamate
GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose + 2-oxoglutarate + ammonia
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