Accéder au contenu
Merck

31667

Chloramphénicol

VETRANAL®, analytical standard

Synonyme(s) :

D-(−)-thréo-2,2-dichloro-N-[β-hydroxy-α-(hydroxyméthyl)-β-(4-nitrophényl)éthyl]acétamide, D-(−)-threo-2-dichloroacétamido-1-(4-nitrophényl)-1,3-propanediol, D-threo-2,2-dichloro-N-[β-hydroxy-α-(hydroxyméthyl)-4-nitrophenéthyl]acétamide, Chloromycétine

Se connecter pour consulter les tarifs organisationnels et contractuels.

Sélectionner une taille de conditionnement



About This Item

Formule linéaire :
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Numéro CAS:
Poids moléculaire :
323.13
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-287-4
Beilstein/REAXYS Number:
2225532
MDL number:

Nom du produit

Chloramphénicol, VETRANAL®, analytical standard

InChI key

WIIZWVCIJKGZOK-RKDXNWHRSA-N

InChI

1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1

SMILES string

OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O

grade

analytical standard

product line

VETRANAL®

assay

≥98% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

149-153 °C (lit.)

solubility

H2O: insoluble 100% (practically)

application(s)

clinical testing

format

neat

Quality Level

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Biochem/physiol Actions

Mode d'action : Le chloramphénicol inhibe la synthèse protéique bactérienne en bloquant l'étape de la peptidyl transférase en se fixant à la sous-unité ribosomale 50S et en empêchant la fixation de l'aminoacyl-ARNt au ribosome. Il inhibe également la synthèse protéique dans les mitochondries et les chloroplastes et la formation des ribosomes par les (p)ppGpp, ralentissant ainsi la transcription de l'ARNr.

Mode de résistance : La chloramphénicol acétyltransférase acétyle, et donc, inactive le produit.

Spectre antimicrobien : Il s'agit d'un antibiotique à large spectre actif sur les bactéries à Gram positif et les bactéries à Gram négatif principalement destiné à un usage ophtalmologique et vétérinaire.

Application

Chloramphenicol has been used as reference standard in the determination of the concentration of CAP residues in shrimp tissues using LC-MS technique and also in frozen chicken samples (liver, kidney and muscle) using HPLC.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Disclaimer

Stock solutions should be stored at 2-8°C and are stable at 37°C for 5 days. Aqueous solutions are neutral and stable over a wide pH range, with 50% hydrolysis occurring after 290 days. Use of a borax buffered solution reduces this number to 14%. Solutions should be protected from light as photochemical decomposition results in a yellowing of the solution. Heating aqueous solutions at 115°C for 30 minutes results in a 10% loss of chloramphenicol.

General description

Chloramphenicol (CAP) is an antibiotic which was first isolated from Streptomyces venezuelae. It has a nitrobenzene moiety which may be responsible for aplastic anaemia.1 It is often used for bacterial selection in molecular biology applications at 10-20 μg/mL and as a selection agent for transformed cells containing chloramphenicol reistance genes.
This grade has the standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706024

Preparation Note

Stock solutions can be prepared directly in the vial at any recommended concentration. A solution at 50 mg/mL in ethanol yields a clear, very faint, yellow solution. Degradation of chloramphenicol in aqueous solution is catalyzed by general acids and bases. This rate of degradation is independent of the ionic strength and pH.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazardCorrosion

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Repr. 2

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Chloramphenicol residues in chicken liver, kidney and muscle: a comparison among the antibacterial residues monitoring methods of Four Plate Test, ELISA and HPLC.
Tajik H
Food And Chemical Toxicology, 48(8-9), 2464-2468 (2010)
Determination of chloramphenicol residues in shrimps by liquid chromatography-mass spectrometry.
Ramos M
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 791(1-2), 31-38 (2003)
Anthony J Brzoska et al.
PloS one, 8(2), e56090-e56090 (2013-02-15)
Members of the genus Acinetobacter have been the focus recent attention due to both their clinical significance and application to molecular biology. The soil commensal bacterium Acinetobacter baylyi ADP1 has been proposed as a model system for molecular and genetic
David G Kirk et al.
Applied and environmental microbiology, 80(16), 5141-5150 (2014-06-15)
Clostridium botulinum produces heat-resistant endospores that may germinate and outgrow into neurotoxic cultures in foods. Sporulation is regulated by the transcription factor Spo0A and the alternative sigma factors SigF, SigE, SigG, and SigK in most spore formers studied to date.
J N de Almeida Júnior et al.
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases, 20(8), 784-790 (2013-12-21)
Trichosporon spp. have recently emerged as significant human pathogens. Identification of these species is important, both for epidemiological purposes and for therapeutic management, but conventional identification based on biochemical traits is hindered by the lack of updates to the species

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique