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D9891

Sigma-Aldrich

Doxycycline hyclate

Synonym(s):

6-Desoxy-5-hydroxytetracycline hydrochloride hemihydrate hemiethanolate, Doxycycline hydrochloride hemiethanolate hemihydrate

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1 G
PLN 411.00
5 G
PLN 1,070.00
10 G
PLN 1,660.00
25 G
PLN 3,290.00
100 G
PLN 8,150.00

PLN 411.00

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1 G
PLN 411.00
5 G
PLN 1,070.00
10 G
PLN 1,660.00
25 G
PLN 3,290.00
100 G
PLN 8,150.00

About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · HCl · 0.5H2O · 0.5C2H6O
CAS Number:
24390-14-5
Molecular Weight:
512.94
Beilstein:
5702728
MDL number:
MFCD07357237
UNSPSC Code:
51284027
PubChem Substance ID:
57654124
NACRES:
NA.85

PLN 411.00

Please contact Customer Service for Availability
Request a Bulk Order

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

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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[1] and human embryonic kidney 293T cells (HEK293T).[2]
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[3]. It is a broad spectrum inhibitor used to inhibit matrix metalloproteinases[4] (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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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000405081
0000388534
0000375409
0000356527
0000375409

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Regulation of glioma cell invasion by 3q26 gene products PIK 3 CA, SOX 2 and OPA 1
Schaefer T, et al.
Brain Pathology (2018)
A novel treatment modality for recurrent aphthous stomatitis-Single application of doxycycline hyclate
Thriveni R, et al.
Journal of Indian Academy of Oral Medicine and Radiology, 30(1), 96-98 (2018)
Basheer Khadaroo et al.
Nature cell biology, 11(8), 980-987 (2009-07-15)
The ends of linear eukaryotic chromosomes are protected by telomeres, which serve to ensure proper chromosome replication and to prevent spurious recombination at chromosome ends. In this study, we show by single cell analysis that in the absence of telomerase
ZNF121 interacts with ZBRK1 and BRCA1 to regulate their target genes in mammary epithelial cells
Luo A, et al.
FEBS Open Bio, 8(12), 1943-1952 (2018)
Kranthi Marella Panth et al.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology, 116(3), 462-466 (2015-07-15)
The central hypothesis of "radiomics" is that imaging features reflect tumor phenotype and genotype. Until now only correlative studies have been performed. The main objective of our study is to determine whether a causal relationship exists between genetic changes and
View All Related Papers

Questions

1–10 of 11 Questions  

  1. 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

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  2. 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/449/386/product-dating-information-mk.pdf

      Helpful?

  3. What is the expiration date of Doxycycline hyclate(powder, not solution) from the date of purchase?

    1 answer

    1. This product is not assigned an expiration date. It is assigned a recommended retest date of approximately 3.5 years after the quality release date. A recommended retest date is the period of time during which the product is expected to remain within established stability specifications, provided that it has been stored under defined conditions. After the Retest Date, product samples should be examined to ensure that the product is still in compliance with the established specifications. For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/US/en/life-science/quality-and-regulatory-management/quality-services.

      Helpful?

  4. Once reconstituted in water, can Doxycycline hyclate be stored long-term at -20°C ?

    1 answer

    1. Aqueous solutions of Doxycycline are light sensitive and should be used within 48 hours. The long term stability of aqueous solutions at -20°C has not been evaluated. However, the Doxycycline HCl Ready Made solution is prepared at 100 mg/ml in DMSO. This product is assigned a shelf life of 1 year and is stored at -20°C. See the links below to review the product datasheet for D9891, as well as a sample Certificate of Analysis for the Ready Made Solution, D3072.

      Datasheet, D9891
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/162/885/d9891pis.pdf

      Sample Certificate, D3072
      https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/D3072-1ML0000229139.pdf

      Helpful?

  5. What type of activity does Product D9891, Doxycycline hyclate, exhibit?

    1 answer

    1. Doxycycline is a broad spectrum antibiotic and bacteriostatic agent against gram positive/negative bacteria and it has antiprotozoal activity.

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  6. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  7. The name of Product D9891 is Doxycycline hyclate. What does hyclate mean?

    1 answer

    1. Hyclate is the United States Adopted Names (USAN) approved contraction for monohydrochloride hemiethanolate hemihydrate.

      Helpful?

  8. At what concentration should I use D9891, Doxyclycline hyclate, for cell culture?

    1 answer

    1. Doxycycline is often used in culture at a concentration of 0.1-12 μg/ml.

      Helpful?

  9. Is doxycycline hyclate soluble in DMSO?

    1 answer

    1. According to literature sources, doxycycline hyclate is soluble in DMSO at a concentration of 100 mM.

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  10. What is the solubility of Doxycycline hyclate, Product D9891?

    1 answer

    1. Doxycycline hyclate is soluble in water at up to 50 mg/ml.

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