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T7660 Sigma-Aldrich

Tetracycline hydrochloride

powder, BioReagent, suitable for cell culture

  • CAS Number 64-75-5

  • Empirical Formula (Hill Notation) C22H24N2O8 · HCl

  • Molecular Weight 480.90

  •  Beilstein Registry Number 3844873

  •  EC Number 200-593-8

  •  MDL number MFCD00078142

  •  PubChem Substance ID 24900468

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antibiotics by Application,
biological source   synthetic
InChI Key   XMEVHPAGJVLHIG-FMZCEJRJSA-N
product line   BioReagent
form   powder
impurities   endotoxin, tested
color   yellow
mp   220-223 °C (lit.)
solubility   H2O: 10 mg/mL (as a stock solution. Stock solutions should be filtered sterilized and stored at −20°C. Stable at 37°C for 4 days.)
suitability   suitable for cell culture
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
storage temp.   −20°C

Description

Application

Tetracycline 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 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.

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.

Packaging

5, 25 g in poly bottle

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.

General description

Chemical structure: tetracycline

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
2
RTECS 
QI9100000

Documents

Certificate of Analysis

Certificate of Origin


Cell Culture Guide

Milli-Q® Water Purification Solutions
Protocols & Articles

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Peer-Reviewed Papers
15

References

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