T9823

Tetracycline hydrochloride

Biotechnology Performance Certified, suitable for cell culture, ≥95%

• Formule empirique (notation de Hill): C₂₂H₂₄N₂O₈ · HCl
• Numéro CAS: 64-75-5
• Poids moléculaire : 480.90
• Numéro Beilstein : 3844873
• Numéro CE : 200-593-8
• Numéro MDL: MFCD00078142
• Code UNSPSC : 51101500
• ID de substance PubChem : 24900607

Propriétés

• Qualité: Biotechnology Performance Certified
• Pureté: ≥95%
• Technique(s): cell culture | mammalian: suitable
• Impuretés: endotoxin, tested
• Pf: 220-223 °C (lit.)
• Solubilité: H₂O: soluble 50 mg/mL
• 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

Description

Description générale

Chemical structure: tetracycline

Application

Tetracycline is a broad spectrum polyketide antibiotic. It is used clinically to treat bacterial infections such as Rocky Mountain spotted fever, typhus fever, tick fevers, Q fever and Brill-Zinsser disease. It is used to treat upper respiratory infections and acne. It is used to study multidrug resistance as well as potential side effects such as acute pancreatitis. It has been used in target and resistance based mechanistic studies of novel antibiotics.

Actions biochimiques/physiologiques

Tetracycline inhibits bacterial protein synthesis elongation at the level of aminoacyl-tRNA binding to the 30S ribosome. Tetracycline passively diffuses through porin channels in the bacterial cell membrane. It also binds to the bacterial 50S ribosomal subunit which may alter the cytoplasmic membrane, causing intracellular components to leak from bacterial cells. Mode of resistance is loss of cell wall permeability.

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.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07,GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335,H361fd,H410
• Conseils de prudence: P202 - P261 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• 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