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Merck
CN

31667

氯霉素,大包装

VETRANAL®, analytical standard

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-287-4
Beilstein/REAXYS Number:
2225532
MDL number:
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Quality Level

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

analytical standard

product line

VETRANAL®

assay

≥98% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

149-153 °C (lit.)

solubility

H2O: insoluble 100% (practically)

application(s)

clinical testing

format

neat

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General description

Chloramphenicol (CAP) is an antibiotic which was first isolated from Streptomyces venezuelae. It has a nitrobenzene moiety which may be responsible for aplastic anaemia.1 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.
This grade has the standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706024

Application

Chloramphenicol has been used as reference standard in the determination of the concentration of CAP residues in shrimp tissues using LC-MS technique and also in frozen chicken samples (liver, kidney and muscle) using HPLC.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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。

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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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.

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

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Determination of chloramphenicol residues in shrimps by liquid chromatography-mass spectrometry.
Ramos M
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 791(1-2), 31-38 (2003)
Chloramphenicol residues in chicken liver, kidney and muscle: a comparison among the antibacterial residues monitoring methods of Four Plate Test, ELISA and HPLC.
Tajik H
Food And Chemical Toxicology, 48(8-9), 2464-2468 (2010)
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.
Carryn Chetty et al.
PloS one, 9(5), e96268-e96268 (2014-05-07)
Two key events, namely adhesion and invasion, are pivotal to the occurrence of metastasis. Importantly, the 37 kDa/67 kDa laminin receptor (LRP/LR) has been implicated in enhancing these two events thus facilitating cancer progression. In the current study, the role
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

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