Ligand view of tetracycline (2872 - OFVLGDICTFRJMM-WESIUVDSSA-N)

C₂₂H₂₄N₂O₈

tetracycline

OFVLGDICTFRJMM-WESIUVDSSA-N

KEGG

Bile secretion, Biosynthesis of secondary metabolites, Biosynthesis of type II polyketide products, Tetracycline biosynthesis

MetaCyc

chlorotetracycline biosynthesis, tetracycline and oxytetracycline biosynthesis, tetracycline resistance

1.14.13.231

tetracycline + NADPH + H+ + O2 = 11a-hydroxytetracycline + NADP+ + H2O

659423

-

1.11.1.13

Mn2+ + H2O2 + tetracycline = Mn3+ + ?

743019

-

1.11.1.14

tetracycline + H2O2 = ?

-

tetracycline + FADH2 + chloride + O2 + H+ = 7-chlorotetracycline + FAD + 2 H2O

738978

-

1.3.98.4

tetracycline + oxidized coenzyme F420 = 5a,11a-dehydrotetracycline + reduced coenzyme F420

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

dose-dependently inhibits the activity of rhADAMTS4 in vitro

709662

-

3.4.24.B12

dose-dependently inhibits the activity of rhADAMTS4 in vitro

-

-

-

mixed inhibition. The inhibition level depends on the antibiotic concentration, even though a complete inhibition is not reached even in the presence of 0.120 mM antibiotic, a concentration corresponding to about 200fold molar excess over the elongation factor

724710

-

5.1.1.3

inhibition of enzyme results in inhibition of peptidoglycan biosynthesis, minimum inhibitory concentration in wild-type strains SS1 and ARHp80 is 0.25 and 0.13 microg/ml

-

-

-

0.029

-

at pH 7.4 and 37°C

0.899

-

pH and temperature not specified in the publication

709662

3.5.3.15

0.78

-

in 100 mM Tris-HCl (pH 7.6), CaCl2 (10 mM), dithiothreitol (2 mM) and NaCl (50 mM) at 37°C

711811

135700

6102852

In vitro degradation of guanosine 3,5-bis(diphosphate) [ppGpp] by the spoT gene product [ppGppase] from auxotrophic strains of Escherichia coli: effects of various antibiotics and drugs

1980

Richter, D.

Arch. Microbiol.

124

229-232

438860

-

Effect of tetracycline derivates and some cations on the activity of anhydrotetracycline oxygenase

1983

Behal, V.; Neuzil, J.; Hostalek, Z.

Biotechnol. Lett.

5

537-542

636968

9871517

Peptide inhibitors of N-succinyl diaminopimelic acid aminotransferase (DAP-AT): a novel class of antimicrobial compounds

1998

Cox, R.J.; Schouten, J.A.; Stentiford, R.A.; Wareing, K.J.

Bioorg. Med. Chem. Lett.

8

945-950

642772

6161916

Stringent response of Bacillus stearothermophilus: evidence for the existence of two distinct guanosine 3,5-polyphosphate synthetases

1981

Fehr, S.; Richter, D.

J. Bacteriol.

145

68-73

651379

12725924

The collagenase activity of Porphyromonas gingivalis is due to Arg-gingipain

2003

Houle, M.A.; Grenier, D.; Plamodon, P.; Nakayama, K.

FEMS Microbiol. Lett.

221

181-185

659423

15452119

TetX is a flavin-dependent monooxygenase conferring resistance to tetracycline antibiotics

2004

Yang, W.; Moore, I.F.; Koteva, K.P.; Bareich, D.C.; Hughes, D.W.; Wright, G.D.

J. Biol. Chem.

279

52346-52352

661712

15670150

Characterization of the tRNA and ribosome-dependent pppGpp-synthesis by recombinant stringent factor from Escherichia coli

2005

Knutsson Jenvert, R.M.; Holmberg Schiavone, L.

FEBS J.

272

685-695

679440

17192486

Inhibition of caspase-1/interleukin-1beta signaling prevents degeneration of retinal capillaries in diabetes and galactosemia

2007

Vincent, J.A.; Mohr, S.

Diabetes

56

224-230

690648

18973170

Design and synthesis of novel benzopyran-2-one derivatives of expected antimicrobial activity through DNA gyrase-B inhibition

2008

Hassan, G.S.; Farag, N.A.; Hegazy, G.H.; Arafa, R.K.

Arch. Pharm.

341

725-733

699738

18302626

Pancreatic secretory trypsin inhibitor acts as an effective inhibitor of cysteine proteinases gingipains from Porphyromonas gingivalis

2008

Bania, J.; Kubiak, A.; Wojtachnio, K.; Polanowski, A.

J. Periodont. Res.

43

232-236

701737

19433553

Pyrazolopyrimidinediones are selective agents for Helicobacter pylori that suppress growth through inhibition of glutamate racemase (MurI)

2009

De Jonge, B.; Kutschke, A.; Uria-Nickelsen, M.; Kamp, H.; Mills, S.

Antimicrob. Agents Chemother.

53

3331-3336

709662

20069635

In vitro inhibition of aggrecanase activity by tetracyclines and proteoglycan loss from osteoarthritic human articular cartilage

2010

Steinmeyer, J.; Kordelle, J.; Stuerz, H.

J. Orthop. Res.

28

828-833

711758

19232429

Degradation of tetracycline and oxytetracycline by crude lignin peroxidase prepared from Phanerochaete chrysosporium--a white rot fungus

2009

Wen, X.; Jia, Y.; Li, J.

Chemosphere

75

1003-1007

711811

19736621

Protein arginine deiminase 4 (PAD4): Current understanding and future therapeutic potential

2009

Jones, J.E.; Causey, C.P.; Knuckley, B.; Slack-Noyes, J.L.; Thompson, P.R.

Curr. Opin. Drug Discov. Devel.

12

616-627

724710

21599854

Interaction between the antibiotic tetracycline and the elongation factor 1alpha from the archaeon Sulfolobus solfataricus

2011

Lamberti, A.; Martucci, N.M.; Ruggiero, I.; Arcari, P.; Masullo, M.

Chem. Biol. Drug Des.

78

260-268

738292

26441896

Identification of natural inhibitors of Entamoeba histolytica cysteine synthase from microbial secondary metabolites

2015

Mori, M.; Jeelani, G.; Masuda, Y.; Sakai, K.; Tsukui, K.; Waluyo, D.; Tarwadi, D.; Watanabe, Y.; Nonaka, K.; Matsumoto, A.; Omura, S.; Nozaki, T.; Shiomi, K.

Front. Microbiol.

6

962

738462

-

Cosynthetic factor I, a factor involved in hydrogen-transfer in Streptomyces aureofaciens [4]

1960

Miller, P.; Sjolander, N.; Nalesnyk, S.; Arnold, N.; Johnson, S.; Doerschuk, A.; McCormick, J.

J. Am. Chem. Soc.

82

5002-5003

738496

1846135

Evidence that a novel tetracycline resistance gene found on two Bacteroides transposons encodes an NADP-requiring oxidoreductase

1991

Speer, B.S.; Bedzyk, L.; Salyers, A.A.

J. Bacteriol.

173

176-183

738978

23800859

Deciphering and engineering of the final step halogenase for improved chlortetracycline biosynthesis in industrial Streptomyces aureofaciens

2013

Zhu, T.; Cheng, X.; Liu, Y.; Deng, Z.; You, D.

Metab. Eng.

19

69-78

743019

20117880

Enzymatic degradation of tetracycline and oxytetracycline by crude manganese peroxidase prepared from Phanerochaete chrysosporium

2010

Wen, X.; Jia, Y.; Li, J.

J. Hazard. Mater.

177

924-928

744609

9384469

Metabolic interactions of selected antimalarial and non-antimalarial drugs with the major pathway (3-hydroxylation) of quinine in human liver microsomes

1997

Zhao, X.J.; Ishizaki, T.

Br. J. Clin. Pharmacol.

44

505-511

Ligand tetracycline

Basic Ligand Information

Roles as Enzyme Ligand

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

Substrate in Enzyme-catalyzed Reactions (6 results)

Inhibitor in Enzyme-catalyzed Reactions (16 results)

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

K_M Value (2 results)

K_i Value (2 results)

IC₅₀ Value (5 results)

References & Links

Literature References (21)

Links to other databases for tetracycline

Ligand tetracycline

Basic Ligand Information

Roles as Enzyme Ligand

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

Substrate in Enzyme-catalyzed Reactions (6 results)

Inhibitor in Enzyme-catalyzed Reactions (16 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

KM Value (2 results)

Ki Value (2 results)

IC50 Value (5 results)

References & Links

Literature References (21)

Links to other databases for tetracycline

k_cat Value (Turnover Number) (2 results)

K_M Value (2 results)

K_i Value (2 results)

IC₅₀ Value (5 results)