Doxycycline HyclateAn antimicrobial tetracycline that acts as an inhibitor of MMP-1, MMP-8 and MMP-9

Doxycycline Hyclate (CAS 24390-14-5)

Doxycycline Hyclate | CAS 24390-14-5 is rated 5.0 out of 5 by 1.
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Synonym: Doxycycline hydrochloride hemiethanolate hemihydrate; Atridox
Application: An antimicrobial tetracycline that acts as an inhibitor of MMP-1, MMP-8 and MMP-9
CAS Number: 24390-14-5
Purity: ≥98%
Molecular Weight: 512.94
Molecular Formula: C22H24N2O8•HCl•½H2O•½C2H6O
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Doxycycline hyclate, also called doxycycline is an antimicrobial tetracycline that acts as an inhibitor of a wide range of matrix metalloproteinases (MMPs). This product has been observed to significantly decrease the levels and activity of metalloproteinase-9 (MMP-9) in corneal erosion studies. Rheumatoid arthriitis studies indicate that doxycycline can block the degradation of type II collagen, and not type I collagen, as well as down regulate the expression levels and activity of MMP-8. Reports suggest that doxycycline blocks collagen activity and in smooth muscle studies increases smooth muscle cell adhesion, and changes the reorganization of fibrillar collagen matrices and cell migration. Additionally, doxycycline has been observed to alter the expression of apicoplast genes in plasmodium falciparum, and inhibit tissue formation. Doxycycline hyclate is an inhibitor of MMP-1 and MMP-8.


References

1. Takafuji, E.T., et al. 1984. N. Engl. J. Med. 310: 497-500. PMID: 6363930
2. Suomalainen, K., et al. 1992. Antimicrob. Agents Chemother. 36: 227-229. PMID: 1317148
3. Hanemaaijer, R., et al. 1997. J. Biol. Chem. 272: 31504-31509. PMID: 9395486
4. Dursun, D., et al. 2001. Am. J. Ophthalmol. 132: 8-13. PMID: 11438047
5. Lamparter, S., et al. 2002. J. Lab. Clin. Med. 139: 295-302. PMID: 12032490
6. Franco, C., et al. 2006. Am. J. Pathol. 168: 1697-1709. PMID: 16651635
7. Dahl, E.L., et al. 2006. Antimicrob. Agents Chemother. 50: 3124-3131. PMID: 16940111

Physical State :
Solid
Solubility :
Soluble in water (50 mg/ml), DMSO (~1 mg/ml), methanol (1:4), and alcohol (1:60). Insoluble in chloroform.
Storage :
Store at -20° C
Melting Point :
~201° C
Boiling Point :
1250.6° C at 760 mmHg (Predicted)
Optical Activity :
α20/D -110°, c = 1 in 10 mM HCl in methanol; α20/D -103.5°±3.5°, c = 1 in 0.01N methanolic HCl
IC50 :
collagen synthesis: IC50 = 25 µM; MMP-8: IC50 = 30 µM; MMP-1: IC50 = 300 µM
Ki Data :
MMP-8: Ki= 36 µM; MMP-13: Ki>100 µM
pK Values :
pKa: pK1: 3.5(20° C), pK2: 7.7(20° C), pK3: 9.5(20° C).
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
QI8925000
PubChem CID :
54732805
Merck Index :
14: 3440
MDL Number :
MFCD07357237
Beilstein Registry :
5702728
SMILES :
CCO.C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=C(C(=O)[C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)C(=O)N)O)N(C)C)O.C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=C(C(=O)[C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)C(=O)N)O)N(C)C)O.O.Cl.Cl

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Certificate of Analysis

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Doxycycline Hyclate  Product Citations

See how others have used Doxycycline Hyclate. Click on the entry to view the PubMed entry .

Citations 1 to 7 of 7 total

PMID: # 29805991  2018. ACS Biomater Sci Eng. 4: 388-399.

PMID: # 28600321  Gilistro, E. et al. 2017. J. Cell. Sci. 130: 2564-2578.

PMID: # 27783893  Daer, R. et al. 2016. ACS Synth Biol.

PMID: # 25392493  Alfieri, JA. et al. 2014. The Journal of neuroscience : the official journal of the Society for Neuroscience. 34: 15244-59.

PMID: # 12149459  Forloni, G. et al. 2002. Proc. Natl. Acad. Sci. U.S.A. 99: 10849-10854.

PMID: # 1317148  Suomalainen, K. et al. 1992. Antimicrob. Agents Chemother. 36: 227-229.

PMID: # 31388001  Nat Commun. 10: 3529.

Citations 1 to 7 of 7 total

Can this product be used in inducible mammalian expression systems?

Asked by: Onur
Thank you for your question. This biochemical, Doxycycline Hyclate, sc-204734, is an antimicrobial tetracycline that acts as an inhibitor of MMP-1, MMP-8 and MMP-9. It has not been specifically tested for inducible mammalian expression systems, so we do not have that information.
Answered by: Tech Service
Date published: 2019-07-09

what is the expiration date sc-204734A, Н1916 ?

Asked by: Olesya
Thank you for your question. The expiry date of Doxycycline Hyclate (CAS 24390-14-5), lot sc-204734A is August 19th 2021. For further information please contact our technical service team directly.
Answered by: Technical Support Europe
Date published: 2019-04-05

I am working with dox in DMEM and wanted to know what the half-life of dox is at 37c under physiological conditions?

Asked by: Danielvargas
Thank you for your question. Unfortunately, we have not tested the half-life of the material at 37 C. However, we are able to provide the following information: After this product was stored at a temperature of 40 (+/-) 2° C with humidity at 75 (+/-) 5%, the product showed a purity of 97.6% or greater after 6 months. After the product was stored at a temperature 25 (+/-) 2°C with humidity at 60 (+/-) 5%, the product showed a purity of 89.29% or greater after 48 months. I have also included the link to the PubChem page which has half-life information: https://pubchem.ncbi.nlm.nih.gov/compound/54686183#section=Metabolism-Metabolites
Answered by: Technical Support
Date published: 2017-10-30

What is the appearance of the chemical?

Asked by: two2igm05
Thank you for your question. The compound, sc-204734, is provided as a yellow crystalline powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com. or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-19

What is the solubility of this product?

Asked by: hawkeye11
Thanks for your question. Doxycycline Hyclate, sc-204734, is soluble in MeOH (10 mg/0.5 mL).
Answered by: TechService7
Date published: 2016-12-20
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Rated 5 out of 5 by from Forloni Forloni, G. et al. (PubMed 12149459) injected Syrian hamsters intracerebrally with scrapie (a transmissible spongiform encephalopathy) infected brain homogenate and 1mM doxycycline hyclate. The hamsters treated with the doxycycline hyclate showed a significant delay in appearance of symptoms and increased survival time. -SCBT Publication Review
Date published: 2015-06-05
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