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Tetracycline
Key Features and Details
Tetracycline
SYNONYMS: Abramycin; Bristacycline; Democracin; Sanclomycine; Tetraverine; [4S-(4a, 4aa, 5aa, 6b, 12aa)]- 4-(Dimethylamino)- 1, 4, 4a, 5, 5a, 6-11, 12a- octahydro-3, 6, 10, 12, 12a-pentahydroxy- 6- methyl-1, 11-dioxo-2-naphthacenecarboxamide; deschlorobiomycin; tsiklomitsin; Abricycline; Bio-Tetra; Cyclomycin; Dumocyclin; Tetradecin.
CAS: #
60-54-8
MOLECULAR FORMULA: C22H24N2O8
MOLECULAR WEIGHT: 444.44 g/mol
BEILSTEIN REGISTRY No.: 2230417
EC No: 200-481-9
MDL No: MFCD00151232
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PRODUCT DESCRIPTION
Tetracycline
Application Notes
Tetracyline inhibits gram-positive, gram-negative and mycoplasma. It is used in tetracycline controlled gene expression systems (gene switches) such as the tet-on and tet-off systems. It is also used to select tetracyline resistant colonies in cell culture.
Usage Statement
Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.
Key Applications
Antibiotic | Used in tetracycline controlled gene expression systems | Used to select tetracyline resistant colonies
SPECIFICATIONS
SKU: 02103012-CF
Base Catalog Number: 103012
Alternate Names: Abramycin; Bristacycline; Democracin; Sanclomycine; Tetraverine; [4S-(4a, 4aa, 5aa, 6b, 12aa)]- 4-(Dimethylamino)- 1, 4, 4a, 5, 5a, 6-11, 12a- octahydro-3, 6, 10, 12, 12a-pentahydroxy- 6- methyl-1, 11-dioxo-2-naphthacenecarboxamide; deschlorobiomycin; tsiklomitsin; Abricycline; Bio-Tetra; Cyclomycin; Dumocyclin; Tetradecin.
Beilstein Registration No
: 2230417
Biochemical Physiological 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.
CAS
: #
60-54-8
EC No
: 200-481-9
Format
: Powder
Hazard Statements
: H302
MDL No
: MFCD00151232
Melting Point
: 417° F (decomposes) (NTP, 1992)
Molecular Formula
: C22H24N2O8
Molecular Weight
: 444.44 g/mol
Optical Rotation: [a]20/D -230±5°, c = 1% in methanol
pH
: 3.0-7.0 /saturated solution/
pKa
: 8.3, 10.2(50% aq DMF)(lit.)
Potency
: =900 µg/mg
PPE
: Dust mask, Eyeshields, Gloves
RTECS No
: QI8750000
Safety Symbol
: GHS07
Solubility
: 50 to 100 mg/mL at 72° F (NTP, 1992)
Source
: Streptomyces spp
Typical Working Concentration
: 10 ug/mL
UV Visible Absorbance
: ?max (0.1N HCl) 217-220, 268-271, 355-356 nm
