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Tetracycline

Catalog No. 87128 Name Sigma Aldrich
CAS Number 60-54-8 Website http://www.sigmaaldrich.com
M. F. C22H24N2O8 Telephone 1-800-521-8956
M. W. 444.43456 Fax
Purity ≥98.0% (NT) Email
Storage Chembase ID: 639

SYNONYMS

Title
四环素
IUPAC name
(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
IUPAC Traditional name
tetracycline

DATABASE IDS

MDL Number MFCD00151232
PubChem SID 24888860
EC Number 200-481-9
CAS Number 60-54-8
Beilstein Number 2230417

PROPERTIES

Empirical Formula (Hill Notation) C22H24N2O8 · xH2O
Impurities 4-11% water
Purity ≥98.0% (NT)
Suitability suitable for 1694 per US EPA
Gene Information human ... CYP1A2(1544), TERT(7015)
Melting Point 172-174 °C (dec.)
Optical Rotation [α]20/D -230±5°, c = 1% in methanol
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Risk Statements 22
RTECS QI8750000
Safety Statements 22-36
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Other Notes
Review4; Inhibitor of protein synthesis, binds to the 30S subunit and inhibits binding of aminoacyl-tRNAs.
Application
Tetracycline is an inhibitor of protein synthesis and is used in tetracycline controlled gene expression systems (gene switches) such a the tet-on and tet-off systems 1. It is also used to select tetracyline resistant colonies in cell culture 2.
Biochem/physiol Actions
Tetracycline binds to the 30S subunit of the ribosome at the A-site. During protein biosynthesis, the new t-RNA with the amino acid attempts to bind to the A-site of the ribosome. However, since the A-site is blocked by the tetracycline, the aminoacyl-tRNA cannot bind to it. Without the attachment of the tRNA, protein biosynthesis cannot occur. Protein biosynthesis is inhibited and cell death occurs 3.
Description (简体中文)
Other Notes
Review4; Inhibitor of protein synthesis, binds to the 30S subunit and inhibits binding of aminoacyl-tRNAs.
Application
Tetracycline is an inhibitor of protein synthesis and is used in tetracycline controlled gene expression systems (gene switches) such a the tet-on and tet-off systems 1. It is also used to select tetracyline resistant colonies in cell culture 2.
Biochem/physiol Actions
Tetracycline binds to the 30S subunit of the ribosome at the A-site. During protein biosynthesis, the new t-RNA with the amino acid attempts to bind to the A-site of the ribosome. However, since the A-site is blocked by the tetracycline, the aminoacyl-tRNA cannot bind to it. Without the attachment of the tRNA, protein biosynthesis cannot occur. Protein biosynthesis is inhibited and cell death occurs 3.

REFERENCES