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C1919

Sigma-Aldrich

Chloramphénicol

BioReagent, suitable for plant cell culture

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

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About This Item

Formule linéaire :
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Numéro CAS:
56-75-7
Poids moléculaire :
323.13
Numéro Beilstein :
2225532
Numéro CE :
200-287-4
Numéro MDL:
MFCD00078159
Code UNSPSC :
51102831
ID de substance PubChem :
24892448
Nomenclature NACRES :
NA.76

Gamme de produits

BioReagent

Forme

powder

Technique(s)

cell culture | plant: suitable

Impuretés

Endotoxin, tested

Pf

149-153 °C (lit.)

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mycoplasma

Application(s)

agriculture

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

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

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

Clé InChI

WIIZWVCIJKGZOK-RKDXNWHRSA-N

Informations sur le gène

human ... CYP1A2(1544)

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Description générale

Chemical structure: phenicole

Application

Chloramphenicol is a synthetic antibiotic, isolated from strains of Streptomyces venezuelae. 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.

Actions biochimiques/physiologiques

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.

Attention

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.

Notes préparatoires

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.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place, Light sensitive. Storage class (TRGS 510): Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Pictogrammes

Health hazardCorrosion
GHS08,GHS05

Mention d'avertissement

Danger

Mentions de danger

H318,H351,H361fd

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Maiken Cavling Arendrup et al.
The Journal of antimicrobial chemotherapy, 75(7), 1807-1819 (2020-04-18)
Terbinafine resistance is increasingly reported in Trichophyton, rendering susceptibility testing particularly important in non-responding cases. We performed a multicentre evaluation of six EUCAST-based methods. Ten laboratories susceptibility tested terbinafine, itraconazole, voriconazole and amorolfine against a blinded panel of 38 terbinafine
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
David H Kwan et al.
Journal of the American Chemical Society, 137(17), 5695-5705 (2015-04-15)
Blood transfusions are critically important in many medical procedures, but the presence of antigens on red blood cells (RBCs, erythrocytes) means that careful blood-typing must be carried out prior to transfusion to avoid adverse and sometimes fatal reactions following transfusion.
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