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