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T8032

Sigma-Aldrich

Tetracycline hydrochloride

powder

Synonyme(s) :

Tetracycline HCL

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About This Item

Formule empirique (notation de Hill):
C22H24N2O8 · HCl
Numéro CAS:
Poids moléculaire :
480.90
Numéro Beilstein :
3844873
Numéro CE :
Numéro MDL:
Code UNSPSC :
51284043
ID de substance PubChem :
Nomenclature NACRES :
NA.76

Source biologique

synthetic

Niveau de qualité

Stérilité

γ-irradiated

Forme

powder

Puissance

≥850 μg per mg

Conditions de stockage

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

Couleur

faintly yellow to yellow

Pf

220-223 °C (lit.)

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

protein synthesis | interferes

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

XMEVHPAGJVLHIG-FMZCEJRJSA-N

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Description générale

Chemical structure: tetracycline

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 and in molecular biology applications at 10-20 μg/ml.

Actions biochimiques/physiologiques

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.

Conditionnement

10MG,20MG

Attention

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.

Notes préparatoires

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.

Autres remarques

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

Pictogrammes

Health hazardExclamation markEnvironment

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Andreyah L Pope et al.
Structure (London, England : 1993), 28(9), 1004-1013 (2020-05-30)
Despite high-resolution crystal structures of both inactive and active G protein-coupled receptors (GPCRs), it is still not known how ligands trigger the large structural change on the intracellular side of the receptor since the conformational changes that occur within the
Trevor Y H Ho et al.
Nature communications, 12(1), 2200-2200 (2021-04-15)
Split inteins are powerful tools for seamless ligation of synthetic split proteins. Yet, their use remains limited because the already intricate split site identification problem is often complicated by the requirement of extein junction sequences. To address this, we augment
Diego Rivera Gelsinger et al.
Nucleic acids research, 48(10), 5201-5216 (2020-05-10)
High-throughput methods, such as ribosome profiling, have revealed the complexity of translation regulation in Bacteria and Eukarya with large-scale effects on cellular functions. In contrast, the translational landscape in Archaea remains mostly unexplored. Here, we developed ribosome profiling in a
Ruiling Qi et al.
Colloids and surfaces. B, Biointerfaces, 110, 148-155 (2013-05-29)
Fabrication of nanofiber-based drug delivery system with controlled release property is of general interest in biomedical sciences. In this study, we prepared an antibiotic drug tetracycline hydrochloride (TCH)-loaded halloysite nanotubes/poly(lactic-co-glycolic acid) composite nanofibers (TCH/HNTs/PLGA), and evaluated the drug release and
Filipe Pinto et al.
Nature communications, 11(1), 1529-1529 (2020-04-07)
Inteins are protein segments capable of joining adjacent residues via a peptide bond. In this process known as protein splicing, the intein itself is not present in the final sequence, thus achieving scarless peptide ligation. Here, we assess the splicing

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