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Ligand 5-formimidoyltetrahydrofolate

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for 5-formimidoyltetrahydrofolate

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Natural Substrate (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.2.5

5-formimidoyltetrahydrofolate + L-glutamate = tetrahydrofolate + N-formimidoyl-L-glutamate

757669, 715571

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4.3.1.4

5-formimidoyltetrahydrofolate = 5,10-methenyltetrahydrofolate + NH3

682574, 680066

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4.3.1.4

5-formiminotetrahydrofolate = ?

34325, 34321, 34328, 34326, 485770, 34312, 34313, 34314, 34315, 34316, 34317, 34318, 34319, 34320, 34322, 34323, 34311, 485769

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4.3.1.4

2 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

2.1.2.5

tetrahydrofolate + N-formimidoyl-L-glutamate = 5-formimidoyltetrahydrofolate + L-glutamate

0

-

2.1.2.5

N-formiminoglutamate + tetrahydrofolate = 5-formiminotetrahydrofolate + L-glutamate

34326, 485770, 0, 485772, 485771, 209729, 485768

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2.1.2.5

2 entries

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.2.4

5-formimidoyltetrahydrofolate + glycine = tetrahydrofolate + N-formimidoglycine

34311, 485761, 485762

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2.1.2.5

5-formimidoyltetrahydrofolate + L-glutamate = tetrahydrofolate + N-formimidoyl-L-glutamate

757669, 715571

-

4.3.1.4

5-formimidoyltetrahydrofolate = 5,10-methenyltetrahydrofolate + NH3

682574, 680066

-

4.3.1.4

5-formiminotetrahydrofolate = 5,10-methenyltetrahydrofolate + NH3

34325, 34328, 34326, 485770, 34313, 34314, 34315, 34316, 34318, 34319, 34320, 34312, 34317, 34311, 485769, 34322, 34323, 34321

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4.3.1.4

5-formiminotetrahydrofolate = ?

34325, 34321, 34328, 34326, 485770, 34312, 34313, 34314, 34315, 34316, 34317, 34318, 34319, 34320, 34322, 34323, 34311, 485769

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4.3.1.4

3 entries

Product in Enzyme-catalyzed Reactions (5 results)

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Show Product (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.2.5

(6R,S)-tetrahydrofolate + N-formimidoyl-L-glutamate = 5-formimidoyltetrahydrofolate + L-glutamate

0

-

2.1.2.5

N-formimidoyl-L-Glu-L-Glu-L-Glu + tetrahydrofolate = N-formimidoyl-L-Glu-L-Glu + 5-formimidoyltetrahydrofolate

0

-

2.1.2.5

tetrahydrofolate + N-formimidoyl-L-glutamate = 5-formimidoyltetrahydrofolate + L-glutamate

0

-

2.1.2.5

N-formiminoglutamate + tetrahydrofolate = 5-formiminotetrahydrofolate + L-glutamate

34326, 485770, 0, 485772, 485771, 209729, 485768

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2.1.2.5

tetrahydrofolate + N-formimino-L-glutamate = 5-formiminotetrahydrofolate + L-glutamate

34325, 209729, 34326, 485765, 34313, 485769, 485772, 485768, 485770, 485771

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2.1.2.5

5 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (4 results)

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Show Turnover Number (4 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.1.2.5

0.0022

-

pH 7.3, 30°C

715571

2.1.2.5

0.0045

-

pH 7.3, 30°C

715571

2.1.2.5

0.0092

-

pH 7.3, 30°C

715571

2.1.2.5

0.0193

-

pH 7.3, 30°C

715571

2.1.2.5

4 entries

K_M Value (6 results)

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Show KM Value (6 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.1.2.5

0.0004

-

pH 7.3, 30°C

715571

2.1.2.5

0.0018

-

pH 7.3, 30°C

715571

2.1.2.5

0.0037

-

pH 7.3, 30°C

715571

2.1.2.5

0.0054

-

pH 7.3, 30°C

715571

4.3.1.4

0.026

-

in the presence of KCl

34317

4.3.1.4

0.175

-

-

34317

2.1.2.5

4 entries

4.3.1.4

2 entries

References & Links

Literature References (29)

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Show Reference (29 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

34311

-

Formimino-tetrahydrofolic acid and methenyltetrahydrofolic acid as intermediates in the formation of N10-formyltetrahydrofolic acid

1956

Rabinowitz, J.C.; Pricer, W.E.

J. Am. Chem. Soc.

78

5702-5704

34312

6016330

Metabolism of formiminoglycine. Formiminotetrahydrofolate cyclodeaminase

1967

Uyeda, K.; Rabinowitz, J.C.

J. Biol. Chem.

242

24-31

34313

4472378

The purification of formiminotransferase and cyclodeaminase by combination of affinity chromatography and isoelectric focusing

1974

Slavik, K.; Zizkovsky, V.; Slavikova, V.; Fort, P.

Biochem. Biophys. Res. Commun.

59

1173-1184

34314

241297

Formiminotransferase-cyclodeaminase from procine liver. Purification and physical properties of the enzyme complex

1975

Drury, E.J.; Bazar, L.S.; MacKenzie, R.E.

Arch. Biochem. Biophys.

169

662-668

34315

999878

Formiminotransferase cyclodeaminase from porcine liver. An octomeric enzyme containing bifunctional polypeptides

1976

Beaudet, R.; MacKenzie, R.E.

Biochim. Biophys. Acta

453

151-161

34316

561642

Formiminotransferase-cyclodeaminase from porcine liver. A sulfhydryl essential for the deaminase activity of the bifunctional enzyme

1977

Drury, E.J.; MacKenzie, R.E.

Can. J. Biochem.

55

919-923

34317

7374505

Formiminotransferase-cyclodeaminase: a bifunctional enzyme from porcine liver

1980

MacKenzie, R.E.

Methods Enzymol.

66

626-630

34318

7410436

The bifunctional enzyme formiminotransferase-cyclodeaminase is a tetramer of dimers

1980

MacKenzie, R.E.; Aldridge, M.; Paquin, J.

J. Biol. Chem.

255

9474-9478

34319

7350916

Tetrahydropterolypolyglutamate derivatives as substrates of two multifunctional proteins with folate-dependent enzyme activities

1980

MacKenzie, R.E.; Baugh, C.M.

Biochim. Biophys. Acta

611

187-195

34320

4066660

Channeling between the active sites of formiminotransferase-cyclodeaminase. Binding and kinetic studies

1985

Paquin, J.; Baugh, C.M.; MacKenzie, R.E.

J. Biol. Chem.

260

14925-14931

34321

-

Formimino-L-glutamate

1985

Cooperman, J.M.

Methods Enzym. Anal. , 3rd Ed. (Bergmeyer, H. U. , ed. )

8

514-521

34322

3593701

Dissociation of the octameric bifunctional enzyme formiminotransferase-cyclodeaminase in urea. Isolation of two monofunctional dimers

1987

Findlay, W.A.; MacKenzie, R.E.

Biochemistry

26

1948-1954

34323

3390440

Renaturation of formiminotransferase-cyclodeaminase from guanidine hydrochloride. Quaternary structure requirements for the activities and polyglutamate specificity

1988

Findlay, W.A.; MacKenzie, R.E.

Biochemistry

27

3404-3408

34325

9677386

A formiminotransferase cyclodeaminase isoform is localized to the Golgi complex and can mediate interaction of trans-Golgi network-derived vesicles with microtubules

1998

Hennig, D.; Scales, S.J.; Moreau, A.; Murley, L.L.; De Mey, J.; Kreis, T.E.

J. Biol. Chem.

273

19602-19611

34326

9837973

Molecular cloning, characterization, and dynamics of rat formiminotransferase cyclodeaminase, a Golgi-associated 58-kDa protein

1998

Gao, Y.S.; Alvarez, C.; Nelson, D.S.; Sztul, E.

J. Biol. Chem.

273

33825-33834

34328

10029623

Formiminotransferase cyclodeaminase is an organ-specific autoantigen recognized by sera of patients with autoimmune hepatitis

1999

Lapierre, P.; Hajoui, O.; Homberg, J.C.; Alvarez, F.

Gastroenterology

116

643-649

209729

13672973

The enzymatic formation of formiminotetrahydrofolic acid, 5,10-methenyltetrahydrofolic acid, and 10-formyltetrahydrofolic acid in the metabolism of formiminoglutamic acid

1959

Tabor, H.; Wyngarden, L.

J. Biol. Chem.

234

1830-1846

485761

-

Formation, isolation and properties of 5-formiminotetrahydrofolic acid

1957

Rabinowitz, J.C.; Pricer, W.E.

Fed. Proc.

16

236

485762

-

A tetrahydro-folic acid linked formimino transfer enzyme

1956

Sagers, R.D.; Beck, J.V.; Gruber, W.; Gunsalus, I.C.

J. Am. Chem. Soc.

78

694-695

485765

13475327

Formimino transfer from formamidinoglutaric acid to tetrahydrofolic acid

1957

Miller, A.; Waelsch, H.

J. Biol. Chem.

228

397-417

485768

1239299

Kinetic mechanism of formininotransferase from porcine liver

1975

Beaudet, R.; Mackenzie, R.

Biochim. Biophys. Acta

410

252-261

485769

7901203

The nucleotide sequence of porcine formiminotransferase cyclodeaminase. Expression and purification from Escherichia coli

1993

Murley, L.L.; Mejia, N.R.; MacKenzie, R.E.

J. Biol. Chem.

268

22820-22824

485770

9677387

58K, a microtubule-binding Golgi protein, is a formiminotransferase cyclodeaminase

1998

Bashour, A.M.; Bloom, G.S.

J. Biol. Chem.

273

19612-19617

485771

7654689

The two monofunctional domains of octameric formiminotransferase-cyclodeaminase exist as dimers

1995

Murley, L.L.; MacKenzie, R.E.

Biochemistry

34

10358-10364

485772

10673422

The crystal structure of the formiminotransferase domain of formiminotransferase-cyclodeaminase: Implications for substrate channeling in a bifunctional enzyme

2000

Kohls, D.; Sulea, T.; Purisima, E.O.; MacKenzie, R.E.; Vrielink, A.

Structure

8

35-46

680066

16534631

Localization of Golgi 58K protein (formiminotransferase cyclodeaminase) to the centrosome

2006

Hagiwara, H.; Tajika, Y.; Matsuzaki, T.; Suzuki, T.; Aoki, T.; Takata, K.

Histochem. Cell Biol.

126

251-259

682574

17470791

Normal mode refinement of anisotropic thermal parameters for a supramolecular complex at 3.42-A crystallographic resolution

2007

Poon, B.K.; Chen, X.; Lu, M.; Vyas, N.K.; Quiocho, F.A.; Wang, Q.; Ma, J.

Proc. Natl. Acad. Sci. USA

104

7869-7874

715571

20952389

Moonlighting glutamate formiminotransferases can functionally replace 5-formyltetrahydrofolate cycloligase

2010

Jeanguenin, L.; Lara-Nunez, A.; Pribat, A.; Mageroy, M.H.; Gregory, J.F.; Rice, K.C.; de Crecy-Lagard, V.; Hanson, A.D.

J. Biol. Chem.

285

41557-41566

757669

29178637

Allelic spectrum of formiminotransferase-cyclodeaminase gene variants in individuals with formiminoglutamic aciduria

2017

Majumdar, R.; Yori, A.; Rush, P.W.; Raymond, K.; Gavrilov, D.; Tortorelli, S.; Matern, D.; Rinaldo, P.; Feldman, G.L.; Oglesbee, D.

Mol. Genet. Genomic Med.

5

795-799

Links to other databases for 5-formimidoyltetrahydrofolate

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Show Links (1 entry)

ChEBI

PubChem

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