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IUBMB CommentsThis enzyme, which participates in the aerobic (late cobalt insertion) cobalamin biosynthesis pathway, generates hydrogenobyrinate a,c-diamide, the substrate required by EC 6.6.1.2, cobaltochelatase, which adds cobalt to the macrocycle. The equivalent reaction in the anaerobic cobalamin biosynthesis pathway is catalysed by EC 6.3.5.11, cobyrinate a,c-diamide synthase.
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5'-deoxy-5'-adenosyl-cobyrinic acid + 2 ATP + 2 glutamine + 2 H2O
5'-deoxy-5'-adenosyl-cobyrinic acid ac-diamide + 2 ADP + 2 phosphate + 2 glutamate
5'-deoxy-5'-adenosyl-cobyrinic acid + ATP + ammonia + H2O
5'-deoxy-5'-adenosyl-cobyrinic acid ac-diamide + ADP + phosphate + ?
-
-
-
?
adenosyl-cobyrinic acid pentaamide + ATP + glutamine + H2O
ADP + glutamate + phosphate + ?
-
-
-
?
adenosyl-cobyrinic acid tetraamide + ATP + glutamine + H2O
ADP + glutamate + phosphate + ?
-
-
-
?
adenosyl-cobyrinic acid triamide + ATP + glutamine + H2O
ADP + glutamate + phosphate + ?
-
-
-
?
alpha-ribazole + phosphate
N1-(5-phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole + H2O
-
-
-
?
ATP + (aq)2cobyrinic acid + glutamine + H2O
ADP + phosphate + ?
-
-
?
ATP + (CN,aq)cobyrinic acid + glutamine + H2O
ADP + phosphate + (CN,aq)cobyrinic acid-c-monoamide + ?
-
-
?
ATP + (CN,aq)cobyrinic acid -monoamide + glutamine + H2O
ADP + phosphate + ?
-
-
?
ATP + (CN,aq)cobyrinic acid c-monoamide + L-glutamine + H2O
ADP + phosphate + ?
-
-
-
?
ATP + adenosyl-cobyrinic acid a,c-diamide + L-glutamine + H2O
ADP + phosphate + ?
-
-
-
-
?
ATP + cobyrinic acid + ammonia + H2O
ADP + phosphate + ?
-
-
?
ATP + cobyrinic acid + L-glutamine + H2O
ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
ATP + hydrogenobyrinic acid c-monoamide + L-glutamine + H2O
ADP + phosphate + ?
-
-
?
cobyrinic acid + ATP + glutamine
cobyrinic acid a,c-diamide + ADP + phosphate + glutamate
-
model for catalytic mechanism in which CbiA catalyzes the amidation of the c-carboxylate and then the intermediate is released into solution and binds to the same catalytic site for the amidation of the a-carboxylate
-
-
?
cobyrinic acid + ATP + NH4+
cobyrinic acid a,c-diamide + ADP + phosphate
-
model for catalytic mechanism in which CbiA catalyzes the amidation of the c-carboxylate and then the intermediate is released into solution and binds to the same catalytic site for the amidation of the a-carboxylate
-
-
?
cobyrinic acid c-monoamide + ATP + glutamine
cobyrinic acid a,c-diamide + ADP + phosphate + glutamate
-
-
-
-
?
cobyrinic acid c-monoamide + ATP + NH4+
cobyrinic acid a,c-diamide + ADP + phosphate
-
-
-
-
?
DMB + nicotinic acid mononucleotide
DMB-ribose-5'-phosphate
-
-
-
?
additional information
?
-
5'-deoxy-5'-adenosyl-cobyrinic acid + 2 ATP + 2 glutamine + 2 H2O
5'-deoxy-5'-adenosyl-cobyrinic acid ac-diamide + 2 ADP + 2 phosphate + 2 glutamate
-
-
-
?
5'-deoxy-5'-adenosyl-cobyrinic acid + 2 ATP + 2 glutamine + 2 H2O
5'-deoxy-5'-adenosyl-cobyrinic acid ac-diamide + 2 ADP + 2 phosphate + 2 glutamate
-
cobalamin biosynthetic pathway
-
?
ATP + cobyrinic acid + L-glutamine + H2O
ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate
-
-
?
ATP + cobyrinic acid + L-glutamine + H2O
ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate
intermediate formation of cobyrinic acid c-monoamide
-
?
ATP + cobyrinic acid + L-glutamine + H2O
ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate
cobalamin pathway from cobyrinic acid
-
?
ATP + cobyrinic acid + L-glutamine + H2O
ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate
-
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
-
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
vitamin B12 biosynthesis
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
amidation of carboxylic groups at positions a and c
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
amidation of carboxylic groups at positions a and c
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
-
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
-
-
?
additional information
?
-
-
adenosyl-cobyric acid and hydrogenobyrinic acid a,c-diamide are no substrates
-
?
additional information
?
-
cobyrinic acid a,c-diamide and cobyrinic acid a,c,g-triamide are no substrates
-
?
additional information
?
-
-
cobyrinic acid a,c-diamide and cobyrinic acid a,c,g-triamide are no substrates
-
?
additional information
?
-
cobalamin biosynthetic pathway
-
?
additional information
?
-
-
cobalamin biosynthetic pathway
-
?
additional information
?
-
cobalamin biosynthetic pathway
-
?
additional information
?
-
-
required for catabolism of propionate, involved in assembly of the nucleotide loop of cobalamin, alternative activity for the nicotinic acid mononucleotide:5,6-dimethylbenzimidazole phosphoribosyltransferase enzyme CobT
-
?
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5'-deoxy-5'-adenosyl-cobyrinic acid + 2 ATP + 2 glutamine + 2 H2O
5'-deoxy-5'-adenosyl-cobyrinic acid ac-diamide + 2 ADP + 2 phosphate + 2 glutamate
-
cobalamin biosynthetic pathway
-
?
ATP + cobyrinic acid + L-glutamine + H2O
ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate
cobalamin pathway from cobyrinic acid
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
additional information
?
-
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
vitamin B12 biosynthesis
-
?
ATP + hydrogenobyrinic acid + L-glutamine + H2O
ADP + phosphate + hydrogenobyrinic acid a,c-diamide + L-glutamate
-
-
-
?
additional information
?
-
cobalamin biosynthetic pathway
-
?
additional information
?
-
-
cobalamin biosynthetic pathway
-
?
additional information
?
-
cobalamin biosynthetic pathway
-
?
additional information
?
-
-
required for catabolism of propionate, involved in assembly of the nucleotide loop of cobalamin, alternative activity for the nicotinic acid mononucleotide:5,6-dimethylbenzimidazole phosphoribosyltransferase enzyme CobT
-
?
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0.25
(aq)2cobyrinic acid
pH 7.6, 30°C
0.16
(CN,aq)cobyrinic acid
pH 7.6, 30°C
0.071
(CN,aq)cobyrinic acid c-monoamide
pH 7.6, 30°C
0.00104
adenosyl-cobyrinic acid a,c-diamide
-
pH 7.5, 20°C
0.00125
adenosyl-cobyrinic acid pentaamide
-
pH 7.5, 20°C
0.00121
adenosyl-cobyrinic acid tetraamide
-
pH 7.5, 20°C
0.00122
adenosyl-cobyrinic acid triamide
-
pH 7.5, 20°C
0.00074
cobyrinic acid
-
pH 7.7, wild-type enzyme
0.0003 - 0.011
cobyrinic acid c-monoamide
0.00041
Hydrogenobyrinic acid
pH 7.6, 30°C
0.00021
hydrogenobyrinic acid c-monoamide
pH 7.6, 30°C
0.033 - 0.064
L-glutamine
26.2
NH4+
-
pH 7.7, wild-type enzyme
0.012
ammonia
pH 7.6, 30°C
20
ammonia
-
pH 7.5, 20°C
0.0027
ATP
-
pH 7.7, wild-type enzyme
0.011
ATP
-
pH 7.5, 20°C, adenosyl-cobyrinic acid a,c-diamide as substrate
0.035
ATP
-
pH 7.5, 20°C, adenosyl-cobyrinic acid triamide as substrate
0.088
ATP
-
pH 7.5, 20°C, adenosyl-cobyrinic acid pentaamide as substrate
0.12
ATP
-
pH 7.5, 20°C, adenosyl-cobyrinic acid tetraamide as substrate
0.0003
cobyrinic acid c-monoamide
-
mutant enzyme D97N
0.00041
cobyrinic acid c-monoamide
-
wild-type enzyme
0.0027
cobyrinic acid c-monoamide
-
mutant enzyme L47A
0.011
cobyrinic acid c-monoamide
-
mutant enzyme Y46A
0.0203
glutamine
pH 7.6, 30°C
0.053
glutamine
-
pH 7.7, wild-type enzyme
0.033
L-glutamine
-
pH 7.5, 20°C, adenosyl-cobyrinic acid triamide as substrate
0.045
L-glutamine
-
pH 7.5, 20°C, adenosyl-cobyrinic acid a,c-diamide as substrate
0.049
L-glutamine
-
pH 7.5, 20°C, adenosyl-cobyrinic acid pentaamide as substrate
0.064
L-glutamine
-
pH 7.5, 20°C, adenosyl-cobyrinic acid tetraamide as substrate
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Crouzet, J.; Cauchois, L.; Blanche, F.; Debussche, L.; Thibaut, D.; Rouyez, M.C.; Rigault, S.; Mayaux, J.F.; Cameron, B.
Nucleotide sequence of a Pseudomonas denitrificans 5.4-kilobase DNA fragment containing five cob genes and identification of structural genes encoding S-adenosyl-L-methionine: uroporphyrinogen III methyltransferase and cobyrinic acid a,c-diamide synthase
J. Bacteriol.
172
5968-5979
1990
Pseudomonas denitrificans (nom. rej.) (P21632), Pseudomonas denitrificans (nom. rej.), Pseudomonas denitrificans (nom. rej.) SC510 (P21632)
brenda
Debussche, L.; Thibaut, D.; Cameron, B.; Crouzet, J.; Blanche, F.
Purification and characterization of cobyrinic acid a,c-diamide synthase from Pseudomonas denitrificans
J. Bacteriol.
172
6239-6244
1990
Pseudomonas denitrificans (nom. rej.) (P21632), Pseudomonas denitrificans (nom. rej.)
brenda
Blanche, F.; Couder, M.; Debussche, L.; Thibaut, D.; Cameron, B.; Cruzet, J.
Biosynthesis of vitamin B12: stepwise amidation of carboxyl groups b, d, e, and g of cobyrinic acid a,c-diamide is catalyzed by one enzyme in Pseudomonas denitrificans
J. Bacteriol.
173
6046-6051
1991
Pseudomonas denitrificans (nom. rej.), Pseudomonas denitrificans (nom. rej.) SC510 RifT
brenda
Tsang, A.W.; Escalante-Semerena, J.C.
cobB function is required for catabolism of propionate in Salmonella typhimurium LT2: evidence for existence of a substitute function for CobB within the 1,2-propanediol utilization (pdu) operon
J. Bacteriol.
178
7016-7019
1996
Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Tsang, A.W.; Escalante-Semerena, J.C.
CobB, a new member of the SIR2 family of eucaryotic regulatory proteins, is required to compensate for the lack of nicotinate mononucleotide:5,6-dimethylbenzimidazole phosphoribosyltransferase activity in cobT mutants during cobalamin biosynthesis in Salmonella typhimurium LT2
J. Biol. Chem.
273
31788-31794
1998
Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Galperin, M.Y.; Grishin, N.V.
The synthetase domains of cobalamin biosynthesis amidotransferases cobB and cobQ belong to a new family of ATP-dependent amidoligases, related to dethiobiotin synthetase
Proteins
41
238-247
2000
Escherichia coli
brenda
Fresquet, V.; Williams, L.; Raushel, F.M.
Mechanism of cobyrinic acid a,c-diamide synthetase from Salmonella typhimurium LT2
Biochemistry
43
10619-10627
2004
Salmonella enterica subsp. enterica serovar Typhimurium
brenda