C0378

Sigma-Aldrich

Chloramphenicol

≥98% (HPLC)

Sinônimo(s):
D-(−)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol, D-(−)-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-β-(4-nitrophenyl)ethyl]acetamide, Chloromycetin, D-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-4-nitrophenethyl]acetamide
Fórmula linear:
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Número CAS:
Peso molecular:
323.13
Beilstein/REAXYS Number:
2225532
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.76

Nível de qualidade

300

teor

≥98% (HPLC)

forma

powder or crystals

pKa 

5.5

pf

148-150 °C (lit.)

Modo de ação

protein synthesis | interferes

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mycoplasma

temperatura de armazenamento

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)

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Categorias relacionadas

Descrição geral

Chemical structure: phenicole

Aplicação

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. It has been used for the selection/growth of positive bacterial cells.

Embalagem

5, 25, 100, 500 g in poly bottle
1 kg in poly bottle

Ações bioquímicas/fisiológicas

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.

Atenção

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.

Nota de preparo

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.

Outras notas

Keep container tightly closed in a dry and well-ventilated place.

Pictogramas

CorrosionHealth hazard

Palavra indicadora

Danger

Frases de perigo

hazcat

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

storage_class_code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Alemanha

WGK 3

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Certificado de análise

Certificado de origem

Targeting antibacterial agents by using drug-carrying filamentous bacteriophages.
Yacoby I et al.
Antimicrobial Agents and Chemotherapy, 50, 2087-2087 (2006)
Kyle J Wayne et al.
Journal of bacteriology, 192(17), 4388-4394 (2010-07-14)
The WalRK two-component regulatory system coordinates gene expression that maintains cell wall homeostasis and responds to antibiotic stress in low-GC Gram-positive bacteria. Phosphorylated WalR (VicR) of the major human respiratory pathogen Streptococcus pneumoniae (WalR(Spn)) positively regulates transcription of several surface...
Development and Evaluation of an aroA/htrA Salmonella enteritidis Vector Expressing Eimeria maxima TRAP Family Protein EmTFP250 with CD 154 (CD 40L) as Candidate Vaccines against Coccidiosis in Broilers.
International Journal of Poultry Science, 9, 1031-1037 (2010)
Expression and Purification of the Arabidopsis E4 SUMO Ligases PIAL1 and PIAL2.
Tomanov K and Bachmair A
Bio-protocol null
Saurabh Bhattacharya et al.
Cell reports, 27(2), 334-342 (2019-04-02)
We have previously described the existence of membranous nanotubes, bridging adjacent bacteria, facilitating intercellular trafficking of nutrients, cytoplasmic proteins, and even plasmids, yet components enabling their biogenesis remain elusive. Here we reveal the identity of a molecular apparatus providing a...
Protocolos
This procedure applies to products that have a specification for the enzymatic activity of chloramphenicol acetyltransferase.
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A highly selective and sensitive analytical method was developed for chloramphenicol using a QuEChERS type sample preparation approach and LC-MS/MS detection.
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Preparation of Plasmid DNA by Alkaline Lysis with SDS: Maxipreparation between Cold Spring Harbor Laboratory Press and our research team.
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