D9891

Doxycycline hyclate

• Synonym(s): 6-Desoxy-5-hydroxytetracycline hydrochloride hemihydrate hemiethanolate, Doxycycline hydrochloride hemiethanolate hemihydrate
• Empirical Formula (Hill Notation): C₂₂H₂₄N₂O₈ · HCl · 0.5H₂O · 0.5C₂H₆O
• CAS Number: 24390-14-5
• Molecular Weight: 512.94
• Beilstein/REAXYS Number: 5702728
• MDL number: MFCD07357237
• UNSPSC Code: 51284027
• PubChem Substance ID: 57654124
• NACRES: NA.85

Properties

• biological source: synthetic
• Quality Level: 200
• assay: ≥93.5% (HPLC); 95.0-102.0% anhydrous basis (ethanol free based)
• form: powder
• storage condition: (Tightly closed. Dry. )
• color: yellow to yellow-green
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; mycoplasma; parasites
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: Cl[H].Cl[H].[H]O[H].CCO.C[C@@H]1C2[C@H](O)C3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C2C(=O)c4c(O)cccc14.C[C@@H]5C6[C@H](O)C7[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]7(O)C(O)=C6C(=O)c8c(O)cccc58
• InChI: 1S/2C22H24N2O8.C2H6O.2ClH.H2O/c2*1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;1-2-3;;;/h2*4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);3H,2H2,1H3;2*1H;1H2/t2*7-,10?,14?,15-,17-,22-;;;;/m00..../s1
• InChI key: HALQELOKLVRWRI-ZVACAFRPSA-N

Description

General description

Doxycycline Hyclate, a synthetic tetracycline antibiotic, demonstrates broad-spectrum antimicrobial activity against various bacteria by binding to the 30S and potentially the 50S ribosomal subunits. This binding disrupts the aminoacyl-tRNA binding to the mRNA-ribosome complex, effectively inhibiting bacterial protein synthesis, thereby halting growth and replication.

Beyond its antimicrobial effects, Doxycycline Hyclate serves as an inhibitor of matrix metalloproteinases (MMPs), enzymes crucial for collagen breakdown in connective tissues. Studies on corneal erosion and rheumatoid arthritis showcase its significant reduction in MMP-9 and MMP-8 levels, respectively. This MMP-inhibiting property helps preserve collagen integrity, preventing excessive tissue degradation and supporting tissue repair.

In cell biology, Doxycycline Hyclate impacts smooth muscle cells, enhancing adhesion and influencing the reorganization of fibrillar collagen matrices. Its influence on apicoplast gene expression in Plasmodium falciparum, the malaria-causing parasite, adds a dimension of significance in infectious disease research. Additionally, the inhibition of tissue formation in rat studies contributes to its relevance in understanding tissue development.

Moreover, Doxycycline Hyclate holds potential in metabolomics research, considering its multi-faceted effects on various cellular processes. In the broader context of biochemical research, its versatile actions make it a valuable tool for investigating molecular mechanisms and signaling pathways.

Application

Doxycycline hyclate has been used for the induction of glioma cells and human embryonic kidney 293T cells (HEK293T).

Doxycycline hyclate is a synthetic oxytetracycline derivative. It has been used to eliminate Borrelia burgdorferi and Anaplasma phagocytophilum in rodent reservoirs and to eliminate Ixodes scapularis ticks. It is a broad spectrum inhibitor used to inhibit matrix metalloproteinases (MMP), such as type 1 collagenase in studies on wound healing and tissue remodeling.

Biochem/physiol Actions

Mode of Action: Doxycycline hyclate inhibits the inflammatory response to the Lyme Disease Spirochete Borrelia burgdorferi.

Activity Spectrum: Effective against a broad spectrum inhibitor of matrix metalloproteinases in vivo.

Features and Benefits

• High-quality antibiotic suitable for multiple research applications
• Ideal for Cell Biology, Metabolomics, and Biochemical research.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H315,H319,H335,H361fd,H412
• pcodes: P202 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves