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C3787

Sigma-Aldrich

Chloramphenicol succinate sodium salt

≥80% (HPLC)

Sinonimo/i:

Chloramphenicol α-succinate

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About This Item

Formula condensata:
C15H15Cl2N2O8Na
Numero CAS:
Peso molecolare:
445.18
Numero CE:
Numero MDL:
Codice UNSPSC:
41116107
ID PubChem:
NACRES:
NA.85

Saggio

≥80% (HPLC)

Forma fisica

solid

Solubilità

H2O: 50 mg/mL

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

Modalità d’azione

protein synthesis | interferes

Stringa SMILE

[Na].O[C@@H]([C@@H](COC(=O)CCC(O)=O)NC(=O)C(Cl)Cl)c1ccc(cc1)N(=O)=O

InChI

1S/C15H16Cl2N2O8.Na.H/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26;;/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21);;/t10-,13-;;/m1../s1
RJOAHMNSYANTPN-OWVUFADGSA-N

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Categorie correlate

Descrizione generale

Chemical structure: phenicole

Applicazioni

Chloramphenicol 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.

Azioni biochim/fisiol

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

Avvertenza

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 sulla preparazione

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.

Altre note

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

Pittogrammi

Health hazardExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Carc. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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Sigma-Aldrich

A9518

Ampicillina

Chitosano low molecular weight

Sigma-Aldrich

448869

Chitosano

Studies on the mechanism of action of chloramphenicol. I. The conformation of chlioramphenicol in solution.
O JARDETZKY
The Journal of biological chemistry, 238, 2498-2508 (1963-07-01)
M W Stinson et al.
Journal of bacteriology, 119(1), 152-161 (1974-07-01)
The ability of succinate to repress the secretion of Pseudomonas lemoignei poly-beta-hydroxybutyrate depolymerase was a function of pH. Repression only occurred when the pH of the medium was 7.0 or less. At a higher pH, lack of sensitivity to succinate
Mode of action of chloramphenicol. III. Action of chloramphenicol on bacterial energy metabolism.
F E HAHN et al.
Journal of bacteriology, 69(2), 215-223 (1955-02-01)
G C Allen et al.
Applied and environmental microbiology, 56(4), 1025-1032 (1990-04-01)
Succinate- or oxygen-limited continuous cultures were used to study the influences of different concentrations of dissolved oxygen and ammonia on the growth, respiration, and polypeptide patterns of Bradyrhizobium sp. (Arachis) strain 3G4b20. During succinate-limited growth, molar growth yields on succinate
A S Borde et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 80(3), 630-637 (2011-12-14)
The aim of this study was to determine the stability of three ester prodrugs, chloramphenicol succinate, enalapril and candesartan cilexetil, in human proximal small intestinal fluid (HIF), dog proximal small intestinal fluids (DIF) and simulated intestinal fluid (FaSSIF), with the

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