LKT Labs

Biochemicals for Life Science Research

Tetracycline Hydrochloride

Product ID T1679
Cas No. 64-75-5
Purity ≥95%
Product Unit SizeCostQuantityStock
1 g $36.80 In stock
5 g $47.60 In stock
25 g $81.90 In stock
100 g $170.50 In stock
Bulk Quote

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Description

Tetracycline is a polyketide antibiotic originally produced by Streptomyces that exhibits antibacterial and neuroprotective activities. Tetracycline binds the 30S subunit of the bacterial ribosome, preventing aminoacyl-tRNA from binding to the ribosomal A site and inhibiting protein synthesis. Tetracycline is clinically used to treat acne, rosacea, Lyme disease, and various bacterial infections. Tetracycline binds amyloid-β (Aβ) peptides, increasing their solubility and decreasing their neurotoxicity in vitro. Tetracycline may also inhibit matrix metalloproteinases (MMPs). Additionally, tetracycline inhibits mammalian RNA splicing.

Product Info

Cas No.

64-75-5
Purity

≥95%
Formula

C22H24N2O8 • HCl
Formula Wt.

480.90
Chemical Name

[4S-(4α, 4aα, 5aα,6β,12aα)]-4-(Dimethylamino)- 1,4,4a,5,5a,6-11,12a-octahydro-3,6,10,12,12a-penta- hydroxy-6-methyl-1,11-dioxo-2-naphthacene- carboxamide hydrochloride
IUPAC Name

(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11, 12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5, 5a-tetrahydrotetracene-2-carboxamide;hydrochloride
Synonym

Achromycin, Panmycin, Topicycline, Cylcopar, Diocyclin
Melting Point

220-223°C

Solubility

Soluble in water (100 mg/mL), methanol and ethanol (10 mg/mL). Insoluble in ether and hydrocarbons.

Appearance

Yellow Crystalline Powder

Shipping and Storage

Store Temp

4°C
Ship Temp

Ambient

Downloads

MSDS

T1679 MSDS PDF
Info Sheet

T1679 Info Sheet PDF

References

Kennedy R, Alibhai M, Shakib K. Tetracycline: a cure all? Br J Oral Maxillofac Surg. 2014 Apr;52(4):382-3. PMID: 24613100.

Mahajan GB, Balachandran L. Antibacterial agents from actinomycetes - a review. Front Biosci (Elite Ed). 2012 Jan 1;4:240-53. PMID: 22201868.

Airoldi C, Colombo L, Manzoni C, et al. Tetracycline prevents Aβ oligomer toxicity through an atypical supramolecular interaction. Org Biomol Chem. 2011 Jan 21;9(2):463-72. PMID: 21063627.

Griffin MO, Fricovsky E, Ceballos G, et al. Tetracyclines: a pleitropic family of compounds with promising therapeutic properties. Review of the literature. Am J Physiol Cell Physiol. 2010 Sep;299(3):C539-48. PMID: 20592239.

Hertweck M, Hiller R, Mueller MW. Inhibition of nuclear pre-mRNA splicing by antibiotics in vitro. Eur J Biochem. 2002 Jan;269(1):175-83. PMID: 11784311.

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