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MetaCyc
2-methyladeninyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, 4-methylphenyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, 5-hydroxybenzimidazolyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, 5-methoxy-6-methylbenzimidazolyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, 5-methoxybenzimidazolyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, 5-methylbenzimidazolyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, adeninyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, adenosylcobalamin biosynthesis from adenosylcobinamide-GDP I, adenosylcobalamin biosynthesis from adenosylcobinamide-GDP II, benzimidazolyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, phenyl adenosylcobamide biosynthesis from adenosylcobinamide-GDP, superpathway of adenosylcobalamin salvage from cobinamide I, superpathway of adenosylcobalamin salvage from cobinamide II
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adenosylcobinamide-GDP:alpha-ribazole ribazoletransferase
In Salmonella typhimurium LT2, under anaerobic conditions, CobU (EC 2.7.7.62 and EC 2.7.1.156), CobT (EC 2.4.2.21), CobC (EC 3.1.3.73) and CobS (EC 2.7.8.26) catalyse reactions in the nucleotide loop assembly pathway, which convert adenosylcobinamide (AdoCbi) into adenosylcobalamin (AdoCbl). CobT and CobC are involved in 5,6-dimethylbenzimidazole activation whereby 5,6-dimethylbenzimidazole is converted to its riboside, alpha-ribazole. The second branch of the nucleotide loop assembly pathway is the cobinamide activation branch where AdoCbi or adenosylcobinamide-phosphate is converted to the activated intermediate AdoCbi-GDP by the bifunctional enzyme Cob U. CobS catalyses the final step in adenosylcobalamin biosynthesis, which is the condensation of AdoCbi-GDP with alpha-ribazole to yield adenosylcobalamin.
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adenosylcobinamide-GDP + alpha-ribazole
adenosylcobalamin + GMP
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
adenosylcobinamide-GDP + alpha-ribazole 5'-phosphate
GMP + adenosylcobalamin 5'-phosphate
adenosylcobinamide-GDP + alpha-ribazole-5'-phosphate + H2O
GMP + adenosylcobalamin + phosphate + H+
-
Substrates: -
Products: -
?
alpha-ribazole + adenosylcobinamide-GDP
GMP + adenosylcobalamin
alpha-ribazole 5'-phosphate + adenosylcobinamide-GDP
GMP + adenosylcobalamin 5'-phosphate
alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP
GMP + ?
additional information
?
-
adenosylcobinamide-GDP + alpha-ribazole
adenosylcobalamin + GMP
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
adenosylcobalamin + GMP
-
Substrates: de novo synthesis of adenosylcobalamin under anaerobic conditions, nucleotide loop assembly pathway, final step in adenosylcobalamin biosynthesis, condensation of AdoCbi-GDP with alpha-ribazole to yield adenosylcobalamin
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole 5'-phosphate
GMP + adenosylcobalamin 5'-phosphate
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole 5'-phosphate
GMP + adenosylcobalamin 5'-phosphate
-
Substrates: alpha-ribazole-5Ā-phosphate is a more preferred substrate compared to alpha-ribazole
Products: -
?
alpha-ribazole + adenosylcobinamide-GDP
GMP + adenosylcobalamin
-
Substrates: 1 h, 37Ā°C, pH 9, in dim light, equimolar substrate concentration
Products: reaction stop by KCN and incubation 10 min at 80Ā°C, analysis by reverse-phase HPLC
?
alpha-ribazole + adenosylcobinamide-GDP
GMP + adenosylcobalamin
-
Substrates: 1 h, 37Ā°C, pH 9, in dim light, equimolar substrate concentration
Products: reaction stop by KCN and incubation 10 min at 80Ā°C, analysis by reverse-phase HPLC
?
alpha-ribazole 5'-phosphate + adenosylcobinamide-GDP
GMP + adenosylcobalamin 5'-phosphate
-
Substrates: 1 h, 37Ā°C, pH 9, in dim light, equimolar substrate concentration
Products: reaction stop by KCN and incubation 10 min at 80Ā°C, analysis by reverse-phase HPLC
?
alpha-ribazole 5'-phosphate + adenosylcobinamide-GDP
GMP + adenosylcobalamin 5'-phosphate
-
Substrates: 1 h, 37Ā°C, pH 9, in dim light, equimolar substrate concentration
Products: reaction stop by KCN and incubation 10 min at 80Ā°C, analysis by reverse-phase HPLC
?
alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP
GMP + ?
-
Substrates: second last step in AdoCbl biosynthetic pathway followed by dephosphorylation of adenosylcobalamin 5Ā-phosphate by alpha-ribazole-phosphate phosphatase (CobC)
Products: -
?
alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP
GMP + ?
-
Substrates: second last step in AdoCbl biosynthetic pathway followed by dephosphorylation of adenosylcobalamin 5Ā-phosphate by alpha-ribazole-phosphate phosphatase (CobC)
Products: -
?
additional information
?
-
-
Substrates: about 100fold more efficient with alpha-ribazole-5Ā-phosphate as substrate than using alpha-ribazole, in vivo
Products: -
?
additional information
?
-
-
Substrates: about 100fold more efficient with alpha-ribazole-5Ā-phosphate as substrate than using alpha-ribazole, in vivo
Products: -
?
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adenosylcobinamide-GDP + alpha-ribazole
adenosylcobalamin + GMP
-
Substrates: de novo synthesis of adenosylcobalamin under anaerobic conditions, nucleotide loop assembly pathway, final step in adenosylcobalamin biosynthesis, condensation of AdoCbi-GDP with alpha-ribazole to yield adenosylcobalamin
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
adenosylcobinamide-GDP + alpha-ribazole 5'-phosphate
GMP + adenosylcobalamin 5'-phosphate
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole-5'-phosphate + H2O
GMP + adenosylcobalamin + phosphate + H+
-
Substrates: -
Products: -
?
alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP
GMP + ?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
adenosylcobinamide-GDP + alpha-ribazole
GMP + adenosylcobalamin
-
Substrates: -
Products: -
?
alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP
GMP + ?
-
Substrates: second last step in AdoCbl biosynthetic pathway followed by dephosphorylation of adenosylcobalamin 5Ā-phosphate by alpha-ribazole-phosphate phosphatase (CobC)
Products: -
?
alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP
GMP + ?
-
Substrates: second last step in AdoCbl biosynthetic pathway followed by dephosphorylation of adenosylcobalamin 5Ā-phosphate by alpha-ribazole-phosphate phosphatase (CobC)
Products: -
?
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Cameron, B.; Blanche, F.; Rouyez, M.C.; Bisch, D.; Famechon, A.; Couder, M.; Cauchois, L.; Thibaut, D.; Debussche, L.; Crouzet, J.
Genetic analysis, nucleotide sequence, and products of two Pseudomonas denitrificans cob genes encoding nicotinate-nucleotide: dimethylbenzimidazole phosphoribosyltransferase and cobalamin (5-phosphate) synthase
J. Bacteriol.
173
6066-6073
1991
Pseudomonas denitrificans (nom. rej.) (P29936)
brenda
Maggio-Hall, L.A.; Escalante-Semerena, J.C.
In vitro synthesis of the nucleotide loop of cobalamin by Salmonella typhimurium enzymes
Proc. Natl. Acad. Sci. USA
96
11798-11803
1999
Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Abd-Rahman, R.N.Z.; Fujiwara, S.; Imanaka, T.
Gene cloning and sequence analysis of cobyric acid synthase and cobalamin (5'-phosphate) synthase from hyperthermophilic archaeon Pyrococcus sp. KOD1
J. Ferment. Bioeng.
83
109-112
1997
Pyrococcus sp., Pyrococcus sp. KOD1
-
brenda
Maggio-Hall, L.A.; Claas, K.R.; Escalante-Semerena, J.C.
The last step in coenzyme B(12) synthesis is localized to the cell membrane in bacteria and archaea
Microbiology
150
1385-1395
2004
Methanothermobacter thermautotrophicus, Salmonella enterica
brenda
Zayas, C.L.; Escalante-Semerena, J.C.
Reassessment of the late steps of coenzyme B12 synthesis in Salmonella enterica: evidence that dephosphorylation of adenosylcobalamin-5-phosphate by the CobC phosphatase is the last step of the pathway
J. Bacteriol.
189
2210-2218
2007
Salmonella enterica
brenda
Zayas, C.L.; Claas, K.; Escalante-Semerena, J.C.
The CbiB protein of Salmonella enterica is an integral membrane protein involved in the last step of the de novo corrin ring biosynthetic pathway
J. Bacteriol.
189
7697-7708
2007
Salmonella enterica, Salmonella enterica LT2
brenda