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T3258

Sigma-Aldrich

Tetracycline

98.0-102.0% (HPLC)

Synonyme(s) :

Tetracycline Hydrate

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About This Item

Formule empirique (notation de Hill):
C22H24N2O8 · xH2O
Numéro CAS:
60-54-8
Poids moléculaire :
444.43 (anhydrous basis)
Numéro Beilstein :
2230417
Numéro CE :
200-481-9
Numéro MDL:
MFCD00151232
Code UNSPSC :
51284017
ID de substance PubChem :
24900120
Nomenclature NACRES :
NA.85

Niveau de qualité

200

Pureté

98.0-102.0% (HPLC)

Forme

powder or crystals

Conditions de stockage

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

Couleur

faint yellow to dark yellow

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

protein synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

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/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)/t9-,10-,15-,21+,22-/m0/s1

Clé InChI

OFVLGDICTFRJMM-WESIUVDSSA-N

Informations sur le gène

human ... CYP1A2(1544) , TERT(7015)

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Description générale

Chemical structure: tetracycline

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.

Autres remarques

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

Pictogrammes

Health hazardExclamation markEnvironment
GHS08,GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H361fd,H411

Classification des risques

Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Maulik Thaker et al.
Cellular and molecular life sciences : CMLS, 67(3), 419-431 (2009-10-29)
Resistance to tetracycline emerged soon after its discovery six decades ago. Extensive clinical and non-clinical uses of this class of antibiotic over the years have combined to select for a large number of resistant determinants, collectively termed the tetracycline resistome.
Lucia Pallecchi et al.
Antimicrobial agents and chemotherapy, 51(8), 2720-2725 (2007-06-06)
A survey carried out in 2005 among members of a healthy population of children living in Bolivia and Peru revealed that fecal carriage of Escherichia coli strains resistant to expanded-spectrum cephalosporins was remarkably increased compared to that observed in the
Jennifer M Adams-Haduch et al.
Antimicrobial agents and chemotherapy, 52(11), 3837-3843 (2008-08-30)
A total of 49 unique clinical isolates of multidrug-resistant (MDR) Acinetobacter baumannii identified at a tertiary medical center in Pittsburgh, Pennsylvania, between August 2006 and September 2007 were studied for the genetic basis of their MDR phenotype. Approximately half of
Vanessa G Allen et al.
Antimicrobial agents and chemotherapy, 55(2), 703-712 (2010-11-26)
Surveillance of gonococcal antimicrobial resistance and the molecular characterization of the mechanisms underlying these resistance phenotypes are essential in order to establish correct empirical therapies, as well as to describe the emergence of new mechanisms in local bacterial populations. To
A Morvan et al.
Antimicrobial agents and chemotherapy, 54(6), 2728-2731 (2010-04-14)
Susceptibility to antibiotics of 4,816 clinical L. monocytogenes strains isolated since 1926 was studied, and the temporal evolution of susceptibility to antibiotics was analyzed through several decades. The mechanisms of resistance in each resistant strain were studied. The prevalence of
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