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Sigma-Aldrich 31741 Tetracycline hydrochloride VETRANAL®, analytical standard CAS No.: 64-75-5 250 mg

Stock Code
LB.SA.31741-250MG
Kısa Bilgi
Empirical Formula (Hill Notation): C22H24N2O8 · HCl CAS Number: 64-75-5 Molecular Weight: 480.90 Beilstein: 3844873 EC Number: 200-593-8 MDL number: MFCD00078142 UNSPSC Code: 41116107 PubChem Substance ID: 329753913 E Number: E701 NACRES: NA.24
Stok Sorunuz
Sigma-Aldrich 31741 Tetracycline hydrochloride 250 mg
Empirical Formula (Hill Notation): C22H24N2O8 · HCl
CAS Number:
64-75-5
Molecular Weight:
480.90
Beilstein:
3844873
EC Number:
200-593-8
MDL number:
MFCD00078142
UNSPSC Code:
41116107
PubChem Substance ID:
329753913
E Number:
E701
NACRES:
NA.24
Sigma-Aldrich 31741 Tetracycline hydrochloride VETRANAL®, analytical standard CAS No.: 64-75-52 50 mg
PROPERTIES
Quality Level 100 
grade analytical standard 
product line VETRANAL® 
shelf life limited shelf life, expiry date on the label 
technique(s) HPLC: suitable gas chromatography (GC): suitable 
mp 220-223 °C (lit.) 
application(s)
cleaning products
cosmetics
food and beverages
forensics and toxicology
personal care
pharmaceutical (small molecule) 
format neat 
storage temp. 2-8 °C 
SMILES string Cl.CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O 
InChI 1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1 
InChI key XMEVHPAGJVLHIG-FMZCEJRJSA-N

DESCRIPTION
General description
Tetracycline hydrochloride (TCH) is a broad-spectrum polyketide antibiotic with clinical uses in treating bacterial infections such as Rocky Mountain spotted fever, typush fever, tick fevers, Q fever, and Brill-Zinsser disease and to treat upper respiratory infections and acne. It also helps as an alternate drug for penicillin.[1]
Application
Tetracycline (TCH) has been used in studies of multidrug resistance and potential side effects including acute pancreatitis. It is recommended for use in cell culture applications at 10 mg/L. TCH is also used as a reference standard in LC/MS/MS method for tetracycline residue analysis in biological samples. 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
Mode of Action: Tetracycline passively diffuses through proin channels in the cell membrane, binding to 30S ribosomes and inhibits protein synthesis by preventing access of aminoacyl tRNA to the acceptor site on the mRNA-ribosome complex. It also binds to the bacterial 50S ribosomal subunit, altering the membrane and causing intracellular components to leak from bacterial cells. The inhibitory effects can be reversed by washing, suggesting that it is the reversibly bound antibiotic, and not the irreversibly bound drug, that is responsible for antibacterial action.
Mode of Resistance: The effects are inactivated via a loss of cell wall permeability.
Antimicrobial spectrum: Includes a wide range of antimicrobial activity against gram-positive and gram-negative bacteria.
Caution
This product should be frozen below 0°C and protected from light and moisture. In these conditions, the product has been shown to retain activity for 4 years. Stock solutions should be stored at -20°C and are stable at 37°C for 4 days.
Preparation Note
The product is freely soluble in water, soluble in methanol and ethanol but is insoluble in ether and hydrocarbons. In water, the product yields a clear, yellow-orange solution with heating and in 95% ethanol, 50 mg dissolved in 4 mL with heating yields a clear, yellow-green solution. Tetracycline is rapidly destroyed by alkali hydroxide solutions and standing water solutions become turbid due to hydrolysis and precipitation. The potency of tetracycline is reduced in solutions with pH below 2.
Legal Information
VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
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Sigma-Aldrich 31741 Tetracycline hydrochloride VETRANAL®, analytical standard CAS No.: 64-75-5 250 mg Empirical Formula (Hill Notation): C22H24N2O8 · HCl CAS Number: 64-75-5 Molecular Weight: 480.90 Beilstein: 3844873 EC Number: 200-593-8 MDL number: MFCD00078142 UNSPSC Code: 41116107 PubChem Substance ID: 329753913 E Number: E701 NACRES: NA.24 LB.SA.31741-250MG
Sigma-Aldrich 31741 Tetracycline hydrochloride VETRANAL®, analytical standard CAS No.: 64-75-5 250 mg

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