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Ligand 1,7-Diaminoheptane

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.6.1.113

1,7-diaminoheptane + pyruvate = 1-aminoheptane + alanine

739832

-

Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.10

1,7-diaminoheptane + O2 + H2O = ?

395442

-

1.4.3.22

1,7-diaminoheptane + H2O + O2 = 7-aminoheptanal + NH3 + H2O2

391940, 391922, 391947, 391945, 391935

-

1.4.9.1

1,7-diaminoheptane + acceptor + H2O = ?

654866, 656086

-

2.3.1.138

caffeoyl-CoA + diaminoheptane = CoA + N-caffeoyl-1,7-diaminoheptane

486312

-

2.3.1.57

acetyl-CoA + 1,7-diaminoheptane = CoA + N1-acetyl-1,7-diaminoheptane

487256

-

2.5.1.44

putrescine + 1,7-diaminoheptane = homospermidine + N-(4-aminobutyl)-1,7-diaminoheptane

288702, 288699

-

2.6.1.113

1,7-diaminoheptane + pyruvate = 1-aminoheptane + alanine

739832

-

2.6.1.29

1,7-diaminoheptane + 2-oxoglutarate = 7-aminoheptanal + L-glutamate

639950, 639951

-

2.6.1.77

1,7-diaminoheptane + pyruvate = ? + L-alanine

662781

-

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.5.1.53

N-carbamoyldiaminoheptane + H2O = CO2 + NH3 + diaminoheptane

209192

-

3.5.3.20

1-amino-7-guanidinoheptane + H2O = 1,7-diaminoheptane + urea

-

-

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

4.1.1.50

45% of activation by putrescine

650473

-

Inhibitor in Enzyme-catalyzed Reactions (8 results)

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Show Inhibitors (8 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.14.99.29

91% of initial activity at 2 mM

438288

-

1.4.3.10

-

395447

-

1.5.3.14

-

654744

-

2.1.1.53

weaker inhibitor

676699

-

2.5.1.46

-

638076, 638077

-

2.5.1.46

inhibits generation of spermidine from [eIF5A-precursor]-deoxyhypusine

638083

-

2.5.1.46

2 entries

3.5.3.20

22% inhibition at concentration of 5.0 mM

209444

-

4.1.1.20

-

653897

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (5 results)

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Show Turnover Number (5 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.4.9.1

3.4

-

pH 7.5, 30°C, mutant enzyme alphaF55I

656086

1.4.9.1

15

-

pH 7.5, 30°C, mutant enzyme betaI107N

656086

1.4.9.1

19

-

pH 7.5, 30°C, mutant enzyme betaI107V

656086

1.4.9.1

27

-

pH 7.5, 30°C, wild-type enzyme

656086

1.4.9.1

32

-

pH 7.5, 30°C, mutant enzyme alphaF55A

656086

1.4.9.1

5 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

1.4.9.1

0.007

-

pH 7.5, 30°C, mutant enzyme alphaF55A

654866, 656086

1.4.9.1

0.057

-

pH 7.5, 30°C, mutant enzyme alphaF55I

654866, 656086

1.4.9.1

0.068

-

pH 7.5, 30°C, mutant enzyme betaI107N

654866, 656086

1.4.9.1

0.29

-

pH 7.5, 30°C, mutant enzyme betaI107V

654866, 656086

1.4.9.1

0.38

-

pH 7.5, 30°C, wild-type enzyme

654866, 656086

1.4.9.1

5 entries

2.3.1.57

1.59

-

-

487256

K_i Value (4 results)

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Show KI Value (4 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.4.3.10

0.0082

-

-

395447

1.5.3.14

0.0004

-

pH 6.0, 25°C

654744

2.5.1.46

0.0009

-

-

638077

4.1.1.20

0.0025

-

-

653897

References & Links

Literature References (27)

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Show Reference (27 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

209192

-

Substrate utilization by grape N-carbamoylputrescine amidohydrolase: the final enzyme in putrescine biosynthesis

1997

Mendum, M.L.; Adams D.O.

Am. J. Enol. Vitic.

48

137-144

209444

-

Diguanidinobutanase of Pseudomonas putida and enzymatic preparation of agmatine from 1,4-diguanidinobutanate

1995

Shoeb, S.M.; Kaneoke, M.; Shimizu, E.; Yorifuji, T.

Appl. Microbiol. Biotechnol.

44

94-99

288699

-

Biosynthesis of pyrrolizidine alkaloids: putrescine and spermidine are essential substrates of enzymatic homospermidine formation

1994

Böttcher, F.; Ober, D.; Hartmann, T.

Can. J. Chem.

72

80-85

288702

-

Homospermidine synthase of Rhodopseudomonas viridis: substrate specificity and effects of the heterologously expressed enzyme of polyamine metabolism of Escherichia coli

1996

Ober, D.; Tholl, D.; Martin, W.; Hartmann, T.

J. Gen. Appl. Microbiol.

42

411-420

391922

6403048

Distribution and properties of human intestinal diamine oxidase and its relevance for the histamine catabolism

1983

Bieganski, T.; Kusche, J.; Lorenz, W.; Hesterberg, R.; Stahlknecht, C.D.; Feussner, K.D.

Biochim. Biophys. Acta

756

196-203

391935

6814913

Purification and properties of diamine oxidase from Euphorbia latex

1982

Rinaldi, A.; Floris, G.; Finazzi-Agro, A.

Eur. J. Biochem.

127

417-422

391940

2798365

Amine oxidase from Lathyrus cicera and Phaseolus vulgaris: purification and properties

1989

Cogoni, A.; Farci, R.; Medda, R.; Rinaldi, A.; Floris, G.

Prep. Biochem.

19

95-112

391945

-

Lentil seedlings amine oxidase: preparation and properties of the copper-free enzyme

1986

Matsumiya, M.; Otake, S.

Nippon Suisan Gakkaishi

52

1617-1623

391947

-

Purification and properties of diamine oxidase from human kidney

1987

Suzuki, O.; Matsumoto, T.

Biogenic Amines

4

237-245

395442

7092834

Polyamine degradation in foetal and adult bovine serum

1982

Gahl, W.A.; Pitot, H.C.

Biochem. J.

202

603-611

395447

1260033

Mechanism of action of putrescine oxidase. Binding characteristics of the active site of putrescine oxidase from Micrococcus rubens

1976

Swain, W.F.; Desa, R.J.

Biochim. Biophys. Acta

429

331-341

438288

2765563

Inhibition of deoxyhypusine hydroxylase by polyamines and by a deoxyhypusine peptide

1989

Abbruzzese, A.; Park, M.H.; Beninati, S.; Folk, J.E.

Biochim. Biophys. Acta

997

248-255

486312

-

Separation of putrescine and spermidine hydroxycinnamoyl transferases extracted from tobacco callus

1991

Negrel, J.; Javelle, F.; Paynot, M.

Phytochemistry

30

1089-1092

487256

3987688

The occurrence, subcellular localization and partial purification of diamine acetyltransferase in the yeast Candida boidinii grown on spermidine or putrescine as sole nitrogen source

1985

Haywood, G.W.; Large, P.J.

Eur. J. Biochem.

148

277-283

638076

8514754

Features of the spermidine-binding site of deoxyhypusine synthase as derived from inhibition studies. Effective inhibition by bis- and mono-guanylated diamines and polyamines

1993

Jakus, J.; Wolff, E.C.; Park, M.H.; Folk, J.E.

J. Biol. Chem.

268

13151-13159

638077

9163530

Biochemical and immunological characterization of deoxyhypusine synthase purified from the yeast Saccharomyces carlsbergensis

1997

Abid, M.R.; Sasaki, K.; Titani, K.; Miyazaki, M.

J. Biochem.

121

769-778

638083

12788913

Reversal of the deoxyhypusine synthesis reaction. Generation of spermidine or homospermidine from deoxyhypusine by deoxyhypusine synthase

2003

Park, J.H.; Wolff, E.C.; Folk, E.C.; Park, M.H.

J. Biol. Chem.

278

32683-32691

639950

14154456

Purification and properties of a diamine alpha-ketoglutarate transaminase from Escherichia coli

1964

Kim, K.H.

J. Biol. Chem.

239

783-786

639951

-

Diamine-alpha-ketoglutarate aminotransferase (Escherichia coli)

1971

Kim, K.H.; Tchen, T.T.

Methods Enzymol.

17B

812-815

650473

12974388

The activator-binding site of Onchocerca volvulus S-adenosylmethionine decarboxylase, a potential drug target

2003

Ndjonka, D.; Zou, Y.; Bi, X.; Woster, P.; Walter, R.D.; Luersen, K.

Biol. Chem.

384

1195-1201

653897

12429091

Cocrystal structures of diaminopimelate decarboxylase: mechanism, evolution, and inhibition of an antibiotic resistance accessory factor

2002

Ray, S.S.; Bonanno, J.B.; Rajashankar, K.R.; Pinho, M.G.; He, G.; De Lencastre, H.; Tomasz, A.; Burley, S.K.

Structure

10

1499-1508

654744

15035614

Molecular basis for the binding of competitive inhibitors of maize polyamine oxidase

2004

Cona, A.; Manetti, F.; Leone, R.; Corelli, F.; Tavladoraki, P.; Polticelli, F.; Botta, M.

Biochemistry

43

3426-3435

654866

12686138

Probing mechanisms of catalysis and electron transfer by methylamine dehydrogenase by site-directed mutagenesis of alpha Phe55

2003

Davidson, V.L.

Biochim. Biophys. Acta

1647

230-233

656086

11733518

Use of indirect site-directed mutagenesis to alter the substrate specificity of methylamine dehydrogenase

2002

Wang, Y.; Sun, D.; Davidson, V.L.

J. Biol. Chem.

277

4119-4122

662781

15184574

Phototrophic utilization of taurine by the purple nonsulfur bacteria Rhodopseudomonas palustris and Rhodobacter sphaeroides

2004

Novak, R.T.; Gritzer, R.F.; Leadbetter, E.R.; Godchaux, W.

Microbiology

150

1881-1891

676699

16088399

Putrescine N-methyltransferase in Solanum tuberosum L., a calystegine-forming plant

2006

Stenzel, O.; Teuber, M.; Draeger, B.

Planta

223

200-212

739832

-

Diamine transamination catalyzed by omega-amino acid:pyruvate aminotransferase of Pseudomonas sp. f-126

1979

Yonaha, K.; Toyama, S.

Agric. Biol. Chem.

43

1043-1048

Links to other databases for 1,7-Diaminoheptane

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ChEBI

PubChem

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