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T3258

Tetracycline

98.0-102.0% (HPLC)

Synonyme(s) :

Tetracycline Hydrate

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A propos de cet article

Formule empirique (notation de Hill) :
C22H24N2O8 · xH2O
Numéro CAS:
Poids moléculaire :
444.43 (anhydrous basis)
UNSPSC Code:
51284017
NACRES:
NA.85
PubChem Substance ID:
EC Number:
200-481-9
Beilstein/REAXYS Number:
2230417
MDL number:
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Quality Level

assay

98.0-102.0% (HPLC)

form

powder or crystals

storage condition

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

color

faint yellow to dark yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI key

OFVLGDICTFRJMM-WESIUVDSSA-N

Gene Information

General description

Chemical structure: tetracycline

Biochem/physiol 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.

Other Notes

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

Comparer avec des articles similaires

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1 of 1

Cet article
87128T3383T8032
antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder or crystals

form

powder or crystals

form

powder

form

powder

assay

98.0-102.0% (HPLC)

assay

98.0-102.0% (HPLC)

assay

≥95% (European Pharmacopoeia HPLC assay)

assay

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage condition

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

storage condition

-

storage condition

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

storage condition

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


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Warning

Hazard Classifications

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Certificats d'analyse (COA)

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Contenu apparenté


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.
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
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



Numéro d'article de commerce international

RéférenceGTIN
T3258-100G04061833624753
T3258-25G04061837343964
T3258-5G04061837343971

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. How do I prepare a stock solution of T3258 Tetracycline? What is it soluble in?

    1 answer
    1. This product is soluble in methanol or ethanol, giving a completely clear solution at up to 30 mg/ml. The stability of this material in solution is pH-dependent. Stock solutions prepared in ethanol are estimated to be stable for 1-3 months when aliquoted and stored at -20°C. Please see the link below to review the product datasheet which also lists the solubility in 1 M HCl. Note that the potency is reduced in solutions with a pH below 2. https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/406/734/t3258dat.pdf

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