Chloramphenicol (HPLC)

SKU:
C0378-100G
  • $197.00

    • Description

    Chloramphenicol ≥98% (HPLC)

    Synonym: D-(−)-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-β-(4-nitrophenyl)ethyl]acetamide, D-(−)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol, D-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-4-nitrophenethyl]acetamide, Chloromycetin

    • CAS Number 56-75-7

       

    • Linear Formula Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2

       

    • Molecular Weight 323.13

       

    •  Beilstein/REAXYS Number 2225532

       

    •  EC Number 200-287-4

       

    •  MDL number MFCD00078159

       

    •  PubChem Substance ID 24892250

       

    •  NACRES NA.76

    Properties

    Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics by Application,
    Antibiotics by Mechanism of Action, Antibiotics A-F, Biochemicals and Reagents, Chemical Structure Class, Core Bioreagents, Genetic Marker Selection, Interferes with Protein Synthesis, Life Science Reagents for Cell Culture, Phenicoles, Research Essentials, Spectrum of Activity
    Less...
    Quality Level 300
    assay ≥98% (HPLC)
    form powder or crystals
    pKa 5.5
    mp 148-150 °C (lit.)
    Mode of action protein synthesis | interferes
    antibiotic activity spectrum Gram-negative bacteria
     - Gram-positive bacteria
     - mycobacteria
     - mycoplasma
    storage temp. room temp
    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)

    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 10-20μg/mL and as a selection agent for transformed cells containing chloramphenicol reistance genes.
    Chloramphenicol has been used as a bacteriostatic non potent antibiotic.[1] It has been used for the selection/growth of positive bacterial cells.[2][3]

    Packaging

    1 kg in poly bottle

    5, 25, 100, 500 g in poly bottle

    Biochem/physiol Actions

    Mode of Action: Chloramphenicol inhibits bacterial protein synthesis by blocking the peptidyl transferase step by binding to the 50S ribosomal subunit and preventing attachment of aminoacyl tRNA to the ribosome. It also inhibits mitochondrial and chloroplast protein synthesis and ribosomal formation of (p)ppGpp, de-pressing rRNA transcription.

    Mode of Resistance: Use of chloramphenicol acetyltransferase will acetylate the product and inactivate it.

    Antimicrobial Spectrum: This is a broad spectrum antibiotic against gram-positive and gram-negative bacteria, and is used mainly for ophthalmic and veterinary purposes.

    Caution

    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.

    Preparation Note

    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.

    Safety Information

    Symbol 
    GHS08
    Signal word 
    Warning
    Hazard statements 
    H351
    Precautionary statements 
    P201 - P308 + P313
    Personal Protective Equipment 
    Eyeshields, Faceshields, Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
    RIDADR 
    NONH for all modes of transport
    WGK Germany 
    WGK 3
    RTECS 
    AB6825000