C1919

Cloramfenicolo

BioReagent, suitable for plant cell culture

• Sinonimo/i: D-(−)-treo-2,2-dicloro-N-[β-idrossi-α-(idrossimetil)-β-(4-nitrofenil)etil]acetammide, D-(−)-treo-2-dicloroacetammido-1-(4-nitrofenil)-1,3-propanediolo, D-treo-2,2-dicloro-N-[β-idrossi-α-(idrossimetil)-4-nitrofenetil]acetammide, Cloromicetina
• Formula condensata: Cl₂CHCONHCH(CH₂OH)CH(OH)C₆H₄NO₂
• Numero CAS: 56-75-7
• Peso molecolare: 323.13
• UNSPSC Code: 51102831
• NACRES: NA.76
• PubChem Substance ID: 24892448
• EC Number: 200-287-4
• Beilstein/REAXYS Number: 2225532
• MDL number: MFCD00078159

Proprietà

• product line: BioReagent
• form: powder
• technique(s): cell culture | plant: suitable
• impurities: Endotoxin, tested
• mp: 149-153 °C (lit.)
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria, mycobacteria, mycoplasma
• application(s): agriculture
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: WIIZWVCIJKGZOK-RKDXNWHRSA-N
• Gene Information: human ... CYP1A2(1544)

Descrizione

General description

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.

Biochem/physiol Actions

Modalità d′azione: il cloramfenicolo inibisce la sintesi proteica batterica bloccando il passaggio della peptidil transferasi tramite il legame alla subunità ribosomiale 50S e impedendo il legame dell′amminoacil-tRNA al ribosoma. Inibisce inoltre la sintesi delle proteine mitocondriali e dei cloroplasti e la formazione ribosomiale del (p)ppGpp, deprimendo la trascrizione dell′rRNA.

Modalità di resistenza: l′uso della cloramfenicolo acetiltransferasi acetila il prodotto e lo inattiva.

Spettro antimicrobico: questo è un antibiotico ad ampio spettro contro batteri gram positivi e gram negativi e viene utilizzato principalmente per scopi oftalmici e veterinari.

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.

Other Notes

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

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.

Informazioni sulla sicurezza

• pictograms: GHS08,GHS05
• signalword: Danger
• hcodes: H318,H351,H361fd
• pcodes: P202 - P280 - P305 + P351 + P338 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 2 - Eye Dam. 1 - Repr. 2
• Classe di stoccaggio: 11 - Combustible Solids
• wgk: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges