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Merck
CN

C1863

氯霉素,大包装

Biotechnology Performance Certified, suitable for plant cell culture

别名:

D-(−)--2,2-二氯-N-[β-羟基-α-(羟甲基)-β-(4-硝基苯基)乙基]乙酰胺, D-(−)--2-二氯乙酰胺基-1-(4-硝基苯基)-1,3-丙二醇, D--2,2-二氯-N-β[-羟基-α-(羟甲基)-4-硝基苯乙基]乙酰胺, 氯霉素

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线性分子式:
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
化学文摘社编号:
分子量:
323.13
EC Number:
200-287-4
UNSPSC Code:
41116107
PubChem Substance ID:
Beilstein/REAXYS Number:
2225532
MDL number:
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产品名称

氯霉素,大包装, Biotechnology Performance Certified, suitable for plant cell culture

InChI key

WIIZWVCIJKGZOK-RKDXNWHRSA-N

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

SMILES string

OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O

grade

Biotechnology Performance Certified

form

crystalline

technique(s)

cell culture | plant: suitable

impurities

endotoxin, tested

mp

149-153 °C (lit.)

solubility

ethanol: soluble 100%

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mycoplasma

mode of action

protein synthesis | interferes

Gene Information

human ... CYP1A2(1544)

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Biochem/physiol Actions

作用机制:氯霉素通过与50S核糖体亚基结合并阻止氨酰基tRNA附着于核糖体来阻断肽基转移酶步骤,从而抑制细菌蛋白质的合成。 它还抑制线粒体和叶绿体蛋白的合成以及(p)ppGpp的核糖体形成,从而抑制rRNA的转录。

耐药性机制:使用氯霉素乙酰转移酶会使产物乙酰化并使其失活。

抗菌谱:这是一种针对革兰氏阳性和革兰氏阴性细菌的广谱抗生素,主要用于眼科和兽医目的。

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.

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.

General description

Chemical structure: phenicole

Other Notes

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

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.

pictograms

Health hazardCorrosion

signalword

Danger

Hazard Classifications

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

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

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

法规信息

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Anthony J Brzoska et al.
PloS one, 8(2), e56090-e56090 (2013-02-15)
Members of the genus Acinetobacter have been the focus recent attention due to both their clinical significance and application to molecular biology. The soil commensal bacterium Acinetobacter baylyi ADP1 has been proposed as a model system for molecular and genetic
Uwe Richter et al.
Current biology : CB, 23(6), 535-541 (2013-03-05)
Proliferating cells require coordinated gene expression between the nucleus and mitochondria in order to divide, ensuring sufficient organelle number in daughter cells [1]. However, the machinery and mechanisms whereby proliferating cells monitor mitochondria and coordinate organelle biosynthesis remain poorly understood.
David H Kwan et al.
Journal of the American Chemical Society, 137(17), 5695-5705 (2015-04-15)
Blood transfusions are critically important in many medical procedures, but the presence of antigens on red blood cells (RBCs, erythrocytes) means that careful blood-typing must be carried out prior to transfusion to avoid adverse and sometimes fatal reactions following transfusion.
J N de Almeida Júnior et al.
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases, 20(8), 784-790 (2013-12-21)
Trichosporon spp. have recently emerged as significant human pathogens. Identification of these species is important, both for epidemiological purposes and for therapeutic management, but conventional identification based on biochemical traits is hindered by the lack of updates to the species
David G Kirk et al.
Applied and environmental microbiology, 80(16), 5141-5150 (2014-06-15)
Clostridium botulinum produces heat-resistant endospores that may germinate and outgrow into neurotoxic cultures in foods. Sporulation is regulated by the transcription factor Spo0A and the alternative sigma factors SigF, SigE, SigG, and SigK in most spore formers studied to date.

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