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O4636

Oxytetracycline dihydrate

Name: Oxytetracycline dihydrate
Brand: SIGMA

Assay (anhydrous basis) 95.0%-102.0%

Synonyme(s) :

5-Hydroxytetracycline dihydrate, Oxytetracycline, Oxytetracycline Anhydrous

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Conditionnement	Référence	Disponibilité	Prix

A propos de cet article

Formule empirique (notation de Hill) :

C₂₂H₂₄N₂O₉ · 2H₂O

Numéro CAS:

6153-64-6

Poids moléculaire :

496.46

NACRES:

NA.85

PubChem Substance ID:

24898000

UNSPSC Code:

51284038

EC Number:

201-212-8

MDL number:

MFCD00151234

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Propriétés

Quality Segment

200

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

O.[H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C

InChI

1S/C22H24N2O9.H2O/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H2/t12-,13-,14+,17+,21-,22+;/m1./s1

InChI key

IBZHEBHGZFICKS-IFLJXUKPSA-N

Description

General description

Chemical structure: tetracycline

Application

Oxytetracycline is a tetracycline analog isolated from the actinomycete Streptomyces rimosus. It is used in studies on the oxytetracycline-resistance gene (otrA) and is used for fluorescence measurements of hepatocytes[1].

Biochem/physiol Actions

Antibiotic produced by Streptomyces rimosus.
Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit.
Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.
Mode of Resistance: Active efflux, ribosome protection, tetracycline inactivation.

Oxytetracycline inhibits translation, which results in cell death. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome, inhibiting protein synthesis (elongation). The binding is reversible in nature. Oxytetracycline is lipophilic so it can easily pass through a cell membrane and passively diffuses through channels in the bacterial membrane.

Analysis Note

solubility very slightly solube in water, it dissolves in dilute acid and alkaline solutions

Other Notes

10g,50g

Keep container tightly closed in a dry and well-ventilated place.

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Cet article	T3258	O5875	T8032
Sigma-Aldrich O4636 Oxytetracycline dihydrate	Sigma-Aldrich T3258 Tetracycline	Sigma-Aldrich O5875 Oxytetracycline hydrochloride	Sigma-Aldrich T8032 Tetracycline hydrochloride
mode of action protein synthesis \| interferes	mode of action protein synthesis \| interferes	mode of action protein synthesis \| interferes	mode of action protein synthesis \| interferes
antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200