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Enzyme Kinetic Parameters
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Ligand cob(II)yrinic acid a,c-diamide

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Basic Ligand Information

Molecular Structure

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Molecular Formula

BRENDA Name

InChIKey

C₄₅H₆₂CoN₆O₁₂

cob(II)yrinic acid a,c-diamide

IADMSJRJSGLGJI-OKJGWHJPSA-M

Synonyms:

cob(I)yrinate a,c diamide, cob(I)yrinic acid a,c-diamide, cob(II)yrinate a,c diamide, cobinamide, cobyrinate a,c-diamide, cobyrinic acid a,c-diamide

Pathway Source

Pathways

BRENDA

vitamin B12 metabolism

KEGG

Biosynthesis of cofactors, Porphyrin metabolism

Show all BRENDA pathways known for cob(II)yrinic acid a,c-diamide

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Roles as Enzyme Ligand

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

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.17

ATP + cob(I)yrinic acid a,c-diamide = triphosphate + adenosylcob(III)yrinic acid a,c-diamide

737702

2.5.1.17

ATP + cobinamide = triphosphate + adenosylcobinamide

722386, 737702

2.5.1.17

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

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EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

6.3.5.9

ATP + cobyrinic acid + L-glutamine + H2O = ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate

644524

6.6.1.2

ATP + hydrogenobyrinic acid a,c-diamide + Co2+ + H2O = ADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

6.6.1.2

ATP + hydrogenobyrinic acid a,c-diamide + Co2+ = ADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

6.6.1.2

hydrogenobyrinic acid a,c-diamide + ATP + Co2+ = ADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

653078

6.6.1.2

3 entries

Substrate in Enzyme-catalyzed Reactions (3 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.17

ATP + cob(I)yrinic acid a,c-diamide = triphosphate + adenosylcob(III)yrinic acid a,c-diamide

737702

2.5.1.17

cob(I)yrinic acid a,c-diamide + ATP = 5'-deoxy-5'-adenosyl-cob(I)yrinic acid a,c-diamide + polyphosphate

636868

2.5.1.17

ATP + cobinamide = triphosphate + adenosylcobinamide

722386, 737702

2.5.1.17

3 entries

Product in Enzyme-catalyzed Reactions (16 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

6.3.5.10

cobinic acid a,c-diamide + ATP + L-glutamine + H2O = cobinamide + ADP + phosphate + L-glutamate

651618

6.3.5.11

2 ATP + cobyrinate + 2 ammonia + 2 H2O = 2 ADP + 2 phosphate + cobyrinate a,c-diamide

6.3.5.11

2 ATP + cobyrinate + 2 L-glutamine + 2 H2O = 2 ADP + 2 phosphate + cobyrinate a,c-diamide + 2 L-glutamate

6.3.5.11

ATP + cobyrinate a-monoamide + L-glutamine + H2O = ADP + phosphate + cobyrinate a,c-diamide + L-glutamate

6.3.5.11

ATP + cobyrinate c-monoamide + L-glutamine + H2O = ADP + phosphate + cobyrinate a,c-diamide + L-glutamate

6.3.5.9

ATP + cobyrinic acid + L-glutamine + H2O = ADP + phosphate + cobyrinic acid a,c-diamide + L-glutamate

485086, 644524

6.3.5.9

cobyrinic acid + ATP + glutamine = cobyrinic acid a,c-diamide + ADP + phosphate + glutamate

6.3.5.9

cobyrinic acid + ATP + NH4+ = cobyrinic acid a,c-diamide + ADP + phosphate

6.3.5.9

cobyrinic acid c-monoamide + ATP + glutamine = cobyrinic acid a,c-diamide + ADP + phosphate + glutamate

6.3.5.9

cobyrinic acid c-monoamide + ATP + NH4+ = cobyrinic acid a,c-diamide + ADP + phosphate

6.6.1.2

ATP + hydrogenobyrinic acid a,c-diamide + Co2+ + H2O = ADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

6.6.1.2

ATP + hydrogenobyrinic acid a,c-diamide + Co2+ = ADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

0, 653078

6.6.1.2

CTP + hydrogenobyrinic acid a,c-diamide + Co2+ = CDP + phosphate + cob(II)yrinic acid a,c-diamide + H+

653078

6.6.1.2

dATP + hydrogenobyrinic acid a,c-diamide + Co2+ = dADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

653078

6.6.1.2

hydrogenobyrinic acid a,c-diamide + ATP + Co2+ = ADP + phosphate + cob(II)yrinic acid a,c-diamide + H+

653078

6.6.1.2

ITP + hydrogenobyrinic acid a,c-diamide + Co2+ = IDP + phosphate + cob(II)yrinic acid a,c-diamide + H+

Enzyme Cofactor/Cosubstrate (1 result)

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EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.13

more active than cyanocobalamin with rat liver enzyme, but inhibitory with E. coli enzyme

441196

Activator in Enzyme-catalyzed Reactions (1 result)

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EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.17.4.2

437887

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.17

substrate inhibition

690964

2.5.1.17

substrate inhibition at more than 0.005 mM in presence of subsaturating concentrations of ATP (0.003 mM)

addition of a 250fold excess of cobalamin decreases the uptake of radiolabeled cobalamin to about 25%

750412

Enzyme Kinetic Parameters

References & Links

Literature References (12)

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Show Reference (12 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

437887

14299643

Cobamides and ribonucleotide reduction. I. Cobamide stimulation of ribonucleotide reduction in extracts of Lactobacillus leichmannii

1965

Bakley, R.L.

J. Biol. Chem.

240

2173-2180

441196

6370260

Differences in coenzyme specificity of the N5-methyltetrahydrofolate-homocysteine methyltransferases of various species: implications for corrin binding loci

1984

Beck, W.S.; Thorndike, J.

Biochem. Biophys. Res. Commun.

120

74-80

485086

2211520

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

1990

Crouzet, J.; Cauchois, L.; Blanche, F.; Debussche, L.; Thibaut, D.; Rouyez, M.C.; Rigault, S.; Mayaux, J.F.; Cameron, B.

J. Bacteriol.

172

5968-5979

636868

1917862

Purification and partial characterization of Cob(I)alamin adenosyltransferase from Pseudomonas denitrificans

1991

Debussche, L.; Couder, M.; Thibaut, D.; Cameron, B.; Crouzet, J.; Blanche, F.

J. Bacteriol.

173

6300-6302

644524

2172209

Purification and characterization of cobyrinic acid a,c-diamide synthase from Pseudomonas denitrificans

1990

Debussche, L.; Thibaut, D.; Cameron, B.; Crouzet, J.; Blanche, F.

J. Bacteriol.

172

6239-6244

651618

1917839

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

1991

Blanche, F.; Couder, M.; Debussche, L.; Thibaut, D.; Cameron, B.; Cruzet, J.

J. Bacteriol.

173

6046-6051

653078

1429466

Assay, purification, and characterization of cobaltochelatase, a unique complex enzyme catalyzing cobalt insertion in hydrogenobyrinic acid a,c-diamide during coenzime B12 biosynthesis in Pseudomonas denitrificans

1992

Debussche, L.; Couder, M.; Thibaut, D.; Cameron, B.; Crouzet, J.; Blanche, F.

J. Bacteriol.

174

7445-7451

690887

17988155

Structural and functional analyses of the human-type corrinoid adenosyltransferase (PduO) from Lactobacillus reuteri

2007

Mera, P.E.; St Maurice, M.; Rayment, I.; Escalante-Semerena, J.C.

Biochemistry

13829-13836

690964

18452306

Structural characterization of a human-type corrinoid adenosyltransferase confirms that coenzyme B12 is synthesized through a four-coordinate intermediate

2008

St Maurice, M.; Mera, P.; Park, K.; Brunold, T.C.; Escalante-Semerena, J.C.; Rayment, I.

Biochemistry

5755-5766

722386

22480351

Spectroscopic characterization of active-site variants of the PduO-type ATP:corrinoid adenosyltransferase from Lactobacillus reuteri: insights into the mechanism of four-coordinate Co(II)corrinoid formation

2012

Park, K.; Mera, P.E.; Escalante-Semerena, J.C.; Brunold, T.C.

Inorg. Chem.

4482-4494

737702

25423616

Spectroscopic studies of the Salmonella enterica adenosyltransferase enzyme SeCobA: molecular-level insight into the mechanism of substrate Cob(II)alamin activation

2014

Pallares, I.G.; Moore, T.C.; Escalante-Semerena, J.C.; Brunold, T.C.

Biochemistry

7969-7982

750412

29809140

Functional and structural characterization of an ECF-type ABC transporter for vitamin B12

2018

Santos, J.A.; Rempel, S.; Mous, S.T.; Pereira, C.T.; Ter Beek, J.; de Gier, J.W.; Guskov, A.; Slotboom, D.J.

eLife

e35828

Links to other databases for cob(II)yrinic acid a,c-diamide

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ChEBI

PubChem