1.1.99.38: 2-deoxy-scyllo-inosamine dehydrogenase (AdoMet-dependent)
This is an abbreviated version!
For detailed information about 2-deoxy-scyllo-inosamine dehydrogenase (AdoMet-dependent), go to the full flat file.
Reaction
Synonyms
BtrN, DOIA dehydrogenase
ECTree
1.1.99.38 2-deoxy-scyllo-inosamine dehydrogenase (AdoMet-dependent)Advanced search results
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results (Substrates Products
Substrates Products on EC 1.1.99.38 - 2-deoxy-scyllo-inosamine dehydrogenase (AdoMet-dependent)
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-deoxy-scyllo-inosamine + S-adenosyl-L-methionine
3-amino-2,3-dideoxy-scyllo-inosose + 5'-deoxyadenosine + L-methionine
2-deoxystreptamine + S-adenosyl-L-methionine
? + 5'-deoxyadenosine + L-methionine
14.4% of the rate with 2-deoxy-scyllo-inosamine
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-
?
myo-inositol + S-adenosyl-L-methionine
? + 5'-deoxyadenosine + L-methionine
0.9% of the rate with 2-deoxy-scyllo-inosamine
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-
?
scyllo-inositol + S-adenosyl-L-methionine
? + 5'-deoxyadenosine + L-methionine
3.3% of the rate with 2-deoxy-scyllo-inosamine
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-
?
additional information
?
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no substrates: 1D-chiro-inositol, 1L-chiro-inositol, muco-inositol, allo-inositol, D-glucose, D-glucosamine, D-xylose
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?
2-deoxy-scyllo-inosamine + S-adenosyl-L-methionine
3-amino-2,3-dideoxy-scyllo-inosose + 5'-deoxyadenosine + L-methionine
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when AdoMet and 2-deoxy-scyllo-inosamine are bound, reduction of the active site cluster in a pH dependent fashion allows for reductive cleavage of AdoMet, generating a 5'-deoxyadenosine radical,which can then abstract a hydrogen atom from the 2-deoxy-scyllo-inosamine substrate forming a 2-deoxy-scyllo-inosamine radical. The 2-deoxy-scyllo-inosamine radical has an estimated potential of -1.6 V, indicating that it could easily reduce either the auxiliary cluster or the AdoMet radical cluster itself
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?
2-deoxy-scyllo-inosamine + S-adenosyl-L-methionine
3-amino-2,3-dideoxy-scyllo-inosose + 5'-deoxyadenosine + L-methionine
enzyme catalyzes the oxidation of 2-deoxy-scyllo-inosamine under strictly anaerobic conditions along with consumption of an equimolar amount of S-adenosyl-L-methionine to produce 5-deoxyadenosine, methionine, and 3-amino-2,3-dideoxy-scylloinososeReaction follows the ordered Bi Ter mechanism and S-adenosyl-L-methionine is the first substrate and 2-deoxy-scyllo-inosamine is the second. The hydrogen atom at C-3 of 2-deoxy-scyllo-inosamine is directly transferred to 5-deoxyadenosine to give the radical intermediate of 2-deoxy-scyllo-inosamine in a reversible hydrogen abstraction step
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?
2-deoxy-scyllo-inosamine + S-adenosyl-L-methionine
3-amino-2,3-dideoxy-scyllo-inosose + 5'-deoxyadenosine + L-methionine
radical S-adenosyl-L-methionine enzyme. Ketone formation is the rate-determining step in this reaction. Reaction involves formation of a 2-deoxy-scyllo-inosamine radical which can easily be converted to a highly reductive ketyl radical by deprotonation through proton-coupled electron transfer
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?
