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Ligand adenosylcobinamide-GDP

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

BRENDA

vitamin B12 metabolism

KEGG

Biosynthesis of cofactors, Porphyrin metabolism

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, adenosylcobinamide-GDP biosynthesis from cobyrinate a,c-diamide, adenosylcobinamide-GDP salvage from assorted adenosylcobamides, adenosylcobinamide-GDP salvage from cobinamide I, adenosylcobinamide-GDP salvage from cobinamide 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 more

Show all BRENDA pathways known for adenosylcobinamide-GDP

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Natural Substrate (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole 5'-phosphate = GMP + adenosylcobalamin 5'-phosphate

489779

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole = adenosylcobalamin + GMP

644450

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole = GMP + adenosylcobalamin

644450, 656416, 489779

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole-5'-phosphate + H2O = GMP + adenosylcobalamin + phosphate + H+

674322

-

2.7.8.26

alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP = GMP + ?

674341

-

2.7.8.26

5 entries

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.156

adenosylcobinamide phosphate + GTP = adenosylcobinamide-GDP + diphosphate

0

-

2.7.7.62

GTP + adenosylcobinamide phosphate = diphosphate + adenosylcobinamide-GDP

644435, 644436, 0, 644438, 644437, 651620, 644278

-

Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Substrate (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.7.62

adenosylcobinamide-GDP + diphosphate = GTP + adenosylcobinamide phosphate

674340

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole 5'-phosphate = GMP + adenosylcobalamin 5'-phosphate

489779, 674322

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole = adenosylcobalamin + GMP

644450

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole = GMP + adenosylcobalamin

644450, 656416, 674322, 489779

-

2.7.8.26

adenosylcobinamide-GDP + alpha-ribazole-5'-phosphate + H2O = GMP + adenosylcobalamin + phosphate + H+

674322

-

2.7.8.26

alpha-ribazole + adenosylcobinamide-GDP = GMP + adenosylcobalamin

674341

-

2.7.8.26

alpha-ribazole 5'-phosphate + adenosylcobinamide-GDP = GMP + adenosylcobalamin 5'-phosphate

674341

-

2.7.8.26

alpha-ribazole-5'-phosphate + adenosylcobinamide-GDP = GMP + ?

674341

-

2.7.8.26

7 entries

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.156

adenosylcobinamide phosphate + GTP = adenosylcobinamide-GDP + diphosphate

0

-

2.7.7.62

GTP + adenosylcobinamide phosphate = diphosphate + adenosylcobinamide-GDP

644435, 644436, 644437, 644438, 651620, 644278, 0

-

Enzyme Kinetic Parameters

K_M Value (1 result)

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Show KM Value (1 entry)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.8.26

0.0009

-

30°C, pH 9.0

489779

References & Links

Literature References (12)

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Show Reference (12 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

489779

1917841

Genetic analysis, nucleotide sequence, and products of two Pseudomonas denitrificans cob genes encoding nicotinate-nucleotide: dimethylbenzimidazole phosphoribosyltransferase and cobalamin (5-phosphate) synthase

1991

Cameron, B.; Blanche, F.; Rouyez, M.C.; Bisch, D.; Famechon, A.; Couder, M.; Cauchois, L.; Thibaut, D.; Debussche, L.; Crouzet, J.

J. Bacteriol.

173

6066-6073

644278

12195810

The biosynthesis of adenosylcobalamin (vitamin B12)

2002

Warren, M.J.; Raux, E.; Schubert, H.L.; Escalante-Semerena, J.C.

Nat. Prod. Rep.

19

390-412

644435

7559521

Purification and characterization of the bifunctional CobU enzyme of Salmonella typhimurium LT2. Evidence for a CobU-GMP intermediate

1995

O'Toole, G.A.; Escalante-Semerena, J.C.

J. Biol. Chem.

270

23560-23569

644436

9601028

Three-dimensional structure of adenosylcobinamide kinase/adenosylcobinamide phosphate guanylyltransferase from Salmonella typhimurium determined to 2.3 Å resolution

1998

Thompson, T.B.; Thomas, M.G.; Escalante-Semerena, J.C.; Rayment, I.

Biochemistry

37

7686-7695

644437

10529169

Three-dimensional structure of adenosylcobinamide kinase/adenosylcobinamide phosphate guanylyltransferase (CobU) complexed with GMP: evidence for a substrate-induced transferase active site

1999

Thompson, T.B.; Thomas, M.G.; Escalante-Semerena, J.C.; Rayment, I.

Biochemistry

38

12995-13005

644438

10869342

Analysis of the adenosylcobinamide kinase/adenosylcobinamide-phosphate guanylyltransferase (CobU) enzyme of Salmonella typhimurium LT2. Identification of residue His-46 as the site of guanylylation

2000

Thomas, M.G.; Thompson, T.B.; Rayment, I.; Escalante-Semerena, J.C.

J. Biol. Chem.

275

27576-27586

644450

10518530

In vitro synthesis of the nucleotide loop of cobalamin by Salmonella typhimurium enzymes

1999

Maggio-Hall, L.A.; Escalante-Semerena, J.C.

Proc. Natl. Acad. Sci. USA

96

11798-11803

651620

8407805

cobU-dependent assimilation of nonadenosylated cobinamide in cobA mutants of Salmonella typhimurium

1993

O'Toole, G.A.; Escalante-Semerena, J.C.

J. Bacteriol.

175

6328-6336

656416

-

Gene cloning and sequence analysis of cobyric acid synthase and cobalamin (5'-phosphate) synthase from hyperthermophilic archaeon Pyrococcus sp. KOD1

1997

Abd-Rahman, R.N.Z.; Fujiwara, S.; Imanaka, T.

J. Ferment. Bioeng.

83

109-112

674322

17209023

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

2007

Zayas, C.L.; Escalante-Semerena, J.C.

J. Bacteriol.

189

2210-2218

674340

17693493

The thiamine kinase (YcfN) enzyme plays a minor but significant role in cobinamide salvaging in Salmonella enterica

2007

Otte, M.M.; Woodson, J.D.; Escalante-Semerena, J.C.

J. Bacteriol.

189

7310-7315

674341

17827296

The CbiB protein of Salmonella enterica is an integral membrane protein involved in the last step of the de novo corrin ring biosynthetic pathway

2007

Zayas, C.L.; Claas, K.; Escalante-Semerena, J.C.

J. Bacteriol.

189

7697-7708

Links to other databases for adenosylcobinamide-GDP

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Show Links (1 entry)

ChEBI

PubChem

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