print visible entries

print all entries

Ligand sulfadiazine

Basic Ligand Information

Molecular Structure

close all tables

open all tables

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (4 results)

top print hide

Show Substrate (4 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.118

sulfadiazine + acetyl-CoA = N-acetyl-sulfadiazine + CoA

658532

-

2.3.1.5

acetyl-CoA + sulfadiazine = CoA + ?

487121, 487132, 487125

-

2.3.1.5

acetyl-CoA + sulfadiazine = CoA + N-acetylsulfadiazine

658532, 737268

-

2.3.1.5

2 entries

2.5.1.15

sulfadiazine + 6-hydroxymethyl-7,8-dihydropterin diphosphate = diphosphate + 4-[[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino]-N-pyrimidin-2-ylbenzenesulfonamide

691070

-

Activator in Enzyme-catalyzed Reactions (1 result)

top print hide

Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.15

reaction rate increased by sulfadiazine sodium salt, sulfamethoxazole, sulfamethazole, sulfanilamide, sulfathiazole sodium salt in presence of both substrates

691070

-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

top print hide

Show Inhibitors (5 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.15

-

639667, 662800, 671366

-

2.5.1.15

0.2 mM, complete inhibition

660716

-

2.5.1.15

2 entries

2.7.1.20

-

661037, 685042, 688282, 721550

-

4.2.1.1

-

748131

-

4.2.1.1

-

748131

-

4.2.1.1

2 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

top print hide

Show Turnover Number (1 entry)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.5.1.15

0.1243

-

in absence of 4-aminobenzoate

691070

K_M Value (5 results)

top print hide

Show KM Value (5 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.118

3.1

-

native enzyme, pH 7.5

658532

2.3.1.118

5.4

-

recombinant isoform NAT2*4, pH 7.5

658532

2.3.1.118

5.8

-

recombinant isoform NAT1*3, pH 7.5

658532

2.3.1.118

3 entries

2.3.1.5

3.1

-

-

658532

2.5.1.15

0.00289

-

in absence of 4-aminobenzoate

691070

K_i Value (2 results)

top print hide

Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.5.1.15

0.0068

-

-

662800

4.2.1.1

0.0216

-

pH 7.4, 25°C, inhibition of 4-nitrophenyl acetate hydrolysis activity

748131

IC₅₀ Value (3 results)

top print hide

Show IC50 Value (3 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.7.1.20

0.0273

-

in 50 mM Tris-HCl, pH 7.5, 5 mM MgCl2; 1 mM dithiothreitol, 25 mM NaF, at 37°C

721550

2.7.1.20

0.0273

-

pH 7.5, 37°C

685042

2.7.1.20

0.0412

-

-

688282

2.7.1.20

3 entries

References & Links

Literature References (16)

top print hide

Show Reference (16 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

487121

-

N-Acetyltransferase (mammalian liver)

1971

Weber, W.W.

Methods Enzymol.

17B

805-811

487125

7329305

N-Acetyltransferase and arylhydroxamic acid acyltransferase

1981

Weber, W.W.; King, C.M.

Methods Enzymol.

77

272-280

487132

2924904

Evidence for two closely related isozymes of arylamine N-acetyltransferase in human liver

1989

Grant, D.M.; Lottspeich, F.; Meyer, U.A.

FEBS Lett.

244

203-207

639667

4602912

Dihydropteroate synthetase from Plasmodium berghei: isolation, properties, and inhibition by dapsone and sulfadiazine

1974

McCullough, J.L.; Maren, T.H.

Mol. Pharmacol.

10

140-145

658532

15843491

Identification of cytochrome P450 and arylamine N-acetyltransferase isoforms involved in sulfadiazine metabolism

2005

Winter, H.R.; Unadkat, J.D.

Drug Metab. Dispos.

33

969-976

660716

2514624

Phosphanilic acid inhibits dihydropteroate synthase

1989

Eagon, R.G.; McManus, A.T.

Antimicrob. Agents Chemother.

33

1936-1938

661037

15857605

6-Benzylthioinosine analogues as subversive substrate of Toxoplasma gondii adenosine kinase: activities and selective toxicities

2005

Rais, R.H.; Al Safarjalani, O.N.; Yadav, V.; Guarcello, V.; Kirk, M.; Chu, C.K.; Naguib, F.N.; el Kouni, M.H.

Biochem. Pharmacol.

69

1409-1419

662800

15279950

Molecular characterization of bifunctional hydroxymethyldihydropterin pyrophosphokinase-dihydropteroate synthase from Plasmodium falciparum

2004

Kasekarn, W.; Sirawaraporn, R.; Chahomchuen, T.; Cowman, A.F.; Sirawaraporn, W.

Mol. Biochem. Parasitol.

137

43-53

671366

15673759

Mutations in the Pneumocystis jirovecii DHPS gene confer cross-resistance to sulfa drugs

2005

Iliades, P.; Meshnick, S.R.; Macreadie, I.G.

Antimicrob. Agents Chemother.

49

741-748

685042

18755159

7-Deaza-6-benzylthioinosine analogues as subversive substrate of Toxoplasma gondii adenosine kinase: Activities and selective toxicities

2008

Al Safarjalani, O.N.; Rais, R.H.; Ah Kim, Y.; Chu, C.K.; Naguib, F.N.; El Kouni, M.H.

Biochem. Pharmacol.

76

958-966

688282

18563892

Structure-activity relationships of 7-deaza-6-benzylthioinosine analogues as ligands of Toxoplasma gondii adenosine kinase

2008

Kim, Y.A.; Sharon, A.; Chu, C.K.; Rais, R.H.; Al Safarjalani, O.N.; Naguib, F.N.; el Kouni, M.H.

J. Med. Chem.

51

3934-3945

691070

18342015

Examination of intrinsic sulfonamide resistance in Bacillus anthracis: a novel assay for dihydropteroate synthase

2008

Valderas, M.W.; Andi, B.; Barrow, W.W.; Cook, P.F.

Biochim. Biophys. Acta

1780

848-853

721550

20541538

Carbocyclic 6-benzylthioinosine analogues as subversive substrates of Toxoplasma gondii adenosine kinase: biological activities and selective toxicities

2010

Al Safarjalani, O.N.; Rais, R.H.; Kim, Y.A.; Chu, C.K.; Naguib, F.N.; El Kouni, M.H.

Biochem. Pharmacol.

80

955-963

737268

26034680

Arylamine N-acetyl transferase (NAT) in the blue secretion of Telescopium telescopium: xenobiotic metabolizing enzyme as a biomarker for detection of environmental pollution

2014

Gorain, B.; Chakraborty, S.; Pal, M.M.; Sarkar, R.; Samanta, S.K.; Karmakar, S.; Sen, T.

SpringerPlus

3

666

748131

25345690

Purification and characterization of carbonic anhydrase from Agri Balik Lake trout gill (Salmo trutta labrax) and effects of sulfonamides on enzyme activity

2015

Demirdag, R.; Comakli, V.; Kuzu, M.; Yerlikaya, E.; Sentuerk, M.

J. Biochem. Mol. Toxicol.

29

123-128

748131

25345690

Purification and characterization of carbonic anhydrase from Agri Balik Lake trout gill (Salmo trutta labrax) and effects of sulfonamides on enzyme activity

2015

Demirdag, R.; Comakli, V.; Kuzu, M.; Yerlikaya, E.; Sentuerk, M.

J. Biochem. Mol. Toxicol.

29

123-128

748131

2 entries

Links to other databases for sulfadiazine

top print hide

Show Links (1 entry)