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2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
active site
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
Cys-48 plays a nucleophilic role in catalytic mechanism
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
substrate binding site
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
substrate binding site
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
active site structure and catalytic mechanism
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
catalytic mechanism, stereochemistry
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
catalytic mechanism, stereochemistry
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
catalytic mechanism, stereochemistry
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
catalytic mechanism, stereochemistry, pentacyclic reaction intermediate which is diastereomeric to the reaction intermediate of the enzyme from Methanococcus jannaschii
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
catalytic mechanism, stereochemistry, pentacyclic reaction intermediate, which is diastereomeric to the reaction intermediate of the enzyme from Escherichia coli
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
detailed catalytic mechanism, Cys48 is involved
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
detailed catalytic mechanism, pentacyclic reaction intermediate
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
pentacyclic reaction intermediate
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
formation of riboflavin by the lumazine synthase/riboflavin synthase complex follows a leaky channel model
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
reaction mechanism
-
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
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2 6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
2 6,7-dimethyl-8-ribityllumazine
riboflavin + 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidine-dione
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
6,7-dimethyl-8-[1'-(5'-deoxy-D-ribityl)]lumazine + 6,7-dimethyl-8-[1'-(5'-deoxy-D-ribityl)]lumazine
5'-deoxyriboflavin + ?
-
-
-
?
additional information
?
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
2 6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
2 6,7-dimethyl-8-ribityllumazine
riboflavin + 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidine-dione
-
the reaction catalyzed by riboflavin synthase of Methanococcus jannaschii involves a pentacyclic intermediate, which is a diastereomer of the pentacyclic intermediate of riboflavin synthase of Escherichia coli
-
-
?
2 6,7-dimethyl-8-ribityllumazine
riboflavin + 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidine-dione
-
the reaction catalyzed by riboflavin synthase of Methanococcus jannaschii involves a pentacyclic intermediate, which is a diastereomer of the pentacyclic intermediate of riboflavin synthase of Escherichia coli
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
enzyme catalyzes the transfer of a four-carbon unit between 2 molecules of the substrate, 6,7-dimethyl-8-ribityllumazine
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
dismutation, exchange of a C4 fragment, regio- and stereospecific reaction
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
-
catalysed by the alpha-subunit, which forms a trimer surrounded by an icosahedral capsid of 60 beta subunits producing substrate 6,7-dimethyl-8-(1-D-ribityl)lumazine
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
-
-
-
r
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
dismutation
riboflavin binding site structure
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
ultimate step in the biosynthesis of riboflavin, i.e. vitamin B2, the precursor of flavin cofactors
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
dismutation, exchange of a C4 fragment, regio- and stereospecific reaction
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
mechanistical complex dismutation
-
-
r
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
mechanistically complex dismutation
-
-
r
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
ultimate step in the biosynthesis of riboflavin, pathway overview, evolution of vitamin B2 biosynthesis
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
dismutation, exchange of a C4 fragment, regio- and stereospecific reaction
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
transfer of a 4-carbon fragment
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
dismutation, exchange of a C4 fragment, regio- and stereospecific reaction
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
ultimate step in the biosynthesis of riboflavin, pathway overview
-
-
r
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
dismutation, exchange of a C4 fragment, regio- and stereospecific reaction
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
mechanistically complex dismutation
-
-
r
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
biosynthetic pathway
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
1 riboflavin is bound per monomer in a site at one end of the 6-stranded antiparallel beta-barrel which is comprised of elements of both monomers
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
Pseudomonas iodinum
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
i.e. 6,7-dimethyl-8-(1'-D-ribityl)lumazine
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
ir
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
additional information
?
-
-
vitamin B2 biosynthetic pathway evolution, hypothetical gene duplication conductive to the 2-domain architecture occurring very early in evolution
-
-
?
additional information
?
-
-
no activity with lumazine 5'-phosphate
-
-
?
additional information
?
-
-
beta-subunit of heavy riboflavin synthase catalyzes the formation of 6,7-dimethyl-8-ribityllumazine from 5-amino-6-ribitylamino-2,4-pyrimidinedione and a carbohydrate phosphate
-
-
?
additional information
?
-
-
dismutation of 6,7-dimethyl-8-ribityllumazine yielding riboflavin and 5-amino-6-ribitylamino-2,4-pyrimidinedione is catalyzed by the alpha-subunit
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-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
salvage cycle for the by-product of the reaction is involved in the de novo synthesis of riboflavin
-
-
?
additional information
?
-
-
overview
-
-
?
additional information
?
-
-
overview
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
no activity with lumazine 5'-phosphate
-
-
?
additional information
?
-
-
no activity with the dimeric pentacyclic reaction intermediate as substrate
-
-
?
additional information
?
-
-
utilization of the pentacyclic reaction intermediate as substrate
-
-
?
additional information
?
-
final step in the biosynthesis of riboflavin, the early steps in this pathway involve the addition of a nucleophile to the lumazine that will function as the donor of the four-carbon unit and the deprotonation of the C-7 methyl group of the lumazine that will function as the acceptor of the four-carbon unit to form the anion, although the identity of the nucleophile has not been rigorously established, likely candidates include water or one of the ribityl hydroxyl groups, nucleophilic addition of an anion to an imine affords an intermediate, which tautomerizes to yield a further intermediate, elimination of the anion results in an iminium ion which is attacked intramolecularly by the enamine to produce the pentacyclic intermediate, the pentacyclic compound has been isolated and shown to be a kinetically competent intermediate, 2 sequential elimination reactions then produce the final products
-
-
?
additional information
?
-
-
final step in the biosynthesis of riboflavin, the early steps in this pathway involve the addition of a nucleophile to the lumazine that will function as the donor of the four-carbon unit and the deprotonation of the C-7 methyl group of the lumazine that will function as the acceptor of the four-carbon unit to form the anion, although the identity of the nucleophile has not been rigorously established, likely candidates include water or one of the ribityl hydroxyl groups, nucleophilic addition of an anion to an imine affords an intermediate, which tautomerizes to yield a further intermediate, elimination of the anion results in an iminium ion which is attacked intramolecularly by the enamine to produce the pentacyclic intermediate, the pentacyclic compound has been isolated and shown to be a kinetically competent intermediate, 2 sequential elimination reactions then produce the final products
-
-
?
additional information
?
-
-
archaeal enzymes have diverged early in evolution from a common ancestor
-
-
?
additional information
?
-
-
active with the dimeric pentacyclic reaction intermediate as substrate
-
-
?
additional information
?
-
-
activity with different isotopomers, stereochemistry, overview
-
-
?
additional information
?
-
activity with different isotopomers, stereochemistry, overview
-
-
?
additional information
?
-
no activity with lumazine 5'-phosphate
-
-
?
additional information
?
-
-
no activity with lumazine 5'-phosphate
-
-
?
additional information
?
-
-
archaeal enzymes have diverged early in evolution from a common ancestor
-
-
?
additional information
?
-
no activity with lumazine 5'-phosphate
-
-
?
additional information
?
-
-
final step in the biosynthesis of riboflavin, the early steps in this pathway involve the addition of a nucleophile to the lumazine that will function as the donor of the four-carbon unit and the deprotonation of the C-7 methyl group of the lumazine that will function as the acceptor of the four-carbon unit to form the anion, although the identity of the nucleophile has not been rigorously established, likely candidates include water or one of the ribityl hydroxyl groups, nucleophilic addition of an anion to an imine affords an intermediate, which tautomerizes to yield a further intermediate, elimination of the anion results in an iminium ion which is attacked intramolecularly by the enamine to produce the pentacyclic intermediate, the pentacyclic compound has been isolated and shown to be a kinetically competent intermediate, 2 sequential elimination reactions then produce the final products
-
-
?
additional information
?
-
-
overview
-
-
?
additional information
?
-
structure-function relationship
-
-
?
additional information
?
-
-
structure-function relationship
-
-
?
additional information
?
-
substrate binding structure and catalytic mechanism by NMR analysis and protein perturbation studies using fluoro-substituted reaction intermediate analogues, i.e. 2 epimers of 6,7-bis(trifluoromethyl)-8-ribityllumazine hydrate, 6-trifluoromethyl-7-oxo-8-ribityllumazine, 6-carboxyethyl-7-oxo-8-ribityllumazine, and 5-nitro-6-ribitylamino-2,4-pyrimidinedione, overview
-
-
?
additional information
?
-
-
substrate binding structure and catalytic mechanism by NMR analysis and protein perturbation studies using fluoro-substituted reaction intermediate analogues, i.e. 2 epimers of 6,7-bis(trifluoromethyl)-8-ribityllumazine hydrate, 6-trifluoromethyl-7-oxo-8-ribityllumazine, 6-carboxyethyl-7-oxo-8-ribityllumazine, and 5-nitro-6-ribitylamino-2,4-pyrimidinedione, overview
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
2 6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
additional information
?
-
2 6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
2 6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
enzyme catalyzes the transfer of a four-carbon unit between 2 molecules of the substrate, 6,7-dimethyl-8-ribityllumazine
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
-
-
-
r
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
ultimate step in the biosynthesis of riboflavin, i.e. vitamin B2, the precursor of flavin cofactors
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
ultimate step in the biosynthesis of riboflavin, pathway overview, evolution of vitamin B2 biosynthesis
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
-
final step of biosynthesis of vitamin B2, i.e. riboflavin, the universal precursor of flavocoenzymes, overview
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
ultimate step in the biosynthesis of riboflavin, pathway overview
-
-
r
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
biosynthetic pathway
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
Pseudomonas iodinum
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
i.e. 6,7-dimethyl-8-(1'-D-ribityl)lumazine
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
-
-
-
?
additional information
?
-
-
vitamin B2 biosynthetic pathway evolution, hypothetical gene duplication conductive to the 2-domain architecture occurring very early in evolution
-
-
?
additional information
?
-
-
salvage cycle for the by-product of the reaction is involved in the de novo synthesis of riboflavin
-
-
?
additional information
?
-
final step in the biosynthesis of riboflavin, the early steps in this pathway involve the addition of a nucleophile to the lumazine that will function as the donor of the four-carbon unit and the deprotonation of the C-7 methyl group of the lumazine that will function as the acceptor of the four-carbon unit to form the anion, although the identity of the nucleophile has not been rigorously established, likely candidates include water or one of the ribityl hydroxyl groups, nucleophilic addition of an anion to an imine affords an intermediate, which tautomerizes to yield a further intermediate, elimination of the anion results in an iminium ion which is attacked intramolecularly by the enamine to produce the pentacyclic intermediate, the pentacyclic compound has been isolated and shown to be a kinetically competent intermediate, 2 sequential elimination reactions then produce the final products
-
-
?
additional information
?
-
-
final step in the biosynthesis of riboflavin, the early steps in this pathway involve the addition of a nucleophile to the lumazine that will function as the donor of the four-carbon unit and the deprotonation of the C-7 methyl group of the lumazine that will function as the acceptor of the four-carbon unit to form the anion, although the identity of the nucleophile has not been rigorously established, likely candidates include water or one of the ribityl hydroxyl groups, nucleophilic addition of an anion to an imine affords an intermediate, which tautomerizes to yield a further intermediate, elimination of the anion results in an iminium ion which is attacked intramolecularly by the enamine to produce the pentacyclic intermediate, the pentacyclic compound has been isolated and shown to be a kinetically competent intermediate, 2 sequential elimination reactions then produce the final products
-
-
?
additional information
?
-
-
archaeal enzymes have diverged early in evolution from a common ancestor
-
-
?
additional information
?
-
-
archaeal enzymes have diverged early in evolution from a common ancestor
-
-
?
additional information
?
-
-
final step in the biosynthesis of riboflavin, the early steps in this pathway involve the addition of a nucleophile to the lumazine that will function as the donor of the four-carbon unit and the deprotonation of the C-7 methyl group of the lumazine that will function as the acceptor of the four-carbon unit to form the anion, although the identity of the nucleophile has not been rigorously established, likely candidates include water or one of the ribityl hydroxyl groups, nucleophilic addition of an anion to an imine affords an intermediate, which tautomerizes to yield a further intermediate, elimination of the anion results in an iminium ion which is attacked intramolecularly by the enamine to produce the pentacyclic intermediate, the pentacyclic compound has been isolated and shown to be a kinetically competent intermediate, 2 sequential elimination reactions then produce the final products
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
2.5.1.9 riboflavin synthase
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