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58346-M

Sigma-Aldrich

Tetracycline, Hydrochloride

CAS 64-17-5 is a broad-based antibiotic agent that blocks protein synthesis by inhibiting binding of aminoacyl tRNA to the A-site of ribosomes. Induces cold shock-response and enhances P450 expression in bacteria.

Synonym(s):

Tetracycline, Hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8
CAS Number:
Molecular Weight:
444.43
MDL number:
UNSPSC Code:
51101500

Quality Level

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated
protect from light

concentration

≥900 μg/mg

color

yellow

solubility

water: 20 mg/mL
ethanol: 5 mg/mL

storage temp.

10-30°C

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;/h4-6,9-10,15,25-26,30-32H,7,23H2,1-3H3;1H/b20-14-;/t9-,10-,15-,21+,22-;/m0./s1

InChI key

DYQBMRZOOXYHIM-NCKOGSTASA-N

General description

An antibiotic that inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit, preventing binding of aminoacyl tRNA to the A-site and blocking translocation. Used commonly for selection of the bacterial tetr gene whose product, a 399-amino acid membrane-associated protein, functions in active export of the drug from the cell.
Broad-based antibiotic agent that blocks protein synthesis by inhibiting binding of aminoacyl tRNA to the A-site of ribosomes. Induces cold shock-response and enhances P450 expression in bacteria.

Biochem/physiol Actions

Primary Target
binding of aminoacyl tRNA to the A-site of ribosomes

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, sterilize by filtration through a 0.22 µm pore-size filter, aliquot and freeze (-20°C). Stock solutions are stable for 1 month at -20°C. Agar plates are stable for 2 weeks at 4°C. Autoclaved media should be cooled to ≤55°C before adding tetracycline.

Other Notes

Kusano, K., et al. 1999. Arch. Biochem. Biophys. 367, 129.
Lech, K. and Brent, R. 1995. In Current Protocols in Molecular Biology, Vol. 1 (Ausubel, F.M., et al. eds.) John Wiley & Sons, New York Unit 1.4.
Maniatis, T., et al. 1989. In Molecular Cloning, A Laboratory Manual, Second Edition. Cold Spring Harbor, New York, p. 1.6, A.6.
Chopra, I. and Howe, T.G.B. 1978. Microbiol. Rev. 42, 707.

Legal Information

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

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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