Ibuprofen L-lysine  (Synonyms: (±)-Ibuprofen L-lysine)

Ibuprofen ((±)-Ibuprofen) L-lysine is a potent orally active, selective COX-1 inhibitor with an IC₅₀ value of 13 μM. Ibuprofen L-lysine inhibits cell proliferation, angiogenesis, and induces cell apoptosis. Ibuprofen L-lysine is a nonsteroidal anti-inflammatory agent and a nitric oxide (NO) donor. Ibuprofen L-lysine can be used in the research of pain, swelling, inflammation, infection, immunology, cancers^{[1][2][3][4][5][6][7][8]}.

IC50: 13 μM (COX-1), 370 μM (COX-2)

Ibuprofen (24 h) L-lysine inhibits COX-1 and COX-2 activity with IC₅₀ values of 13 μM and 370 μM^[1].
Ibuprofen (500 μM, 48 h) L-lysine inhibits cell proliferation and angiogenesis, and induces apoptosis in AGS cells (Adenocarcinoma gastric cell line)^[2].
Ibuprofen (500 μM, 48 h) L-lysine downregulates transcription of Akt, VEGF-A, PCNA, Bcl2, OCT3/4 and CD44 genes, but upregulates RNA levels of wild type P53 and Bax genes in AGS cell^[2].
Ibuprofen (500 μM, 24 h) L-lysine restores microtubule reformation, microtubule-dependent intracellular cholesterol transport, and induces extension of microtubules to the cell periphery in both cystic fibrosis (CF) cell models and primary CF nasal epithelial cells^[3].
Ibuprofen (500 μM, 24 h) L-lysine enhances UV-induced cell death in MCF-7 cells and MDA-MB-231 cells by a photosensitization process^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Ibuprofen (300 mg/kg; p.o.; daily, for 14 days) L-lysine reduces overall tumor growth and enhances anti-tumor immune characteristics without adverse autoimmune reactions in a model of postpartum breast cancer^[5].
Ibuprofen (60 mg/kg; i.h.; every second day for 15 days) L-lysine reduces the risk of neuropathy in a rat model of chronic Oxaliplatin?induced peripheral neuropathy^[6].
Ibuprofen (20 mg/kg; p.o.; every 12 hours, 5 doses total) L-lysine decreases muscle growth (average muscle fiber cross-sectional area) without affecting regulation of supraspinatus tendon adaptions to exercise^[7].
Ibuprofen (35 mg/kg; p.o.; twice daily) L-lysine attenuates the Inflammatory response to pseudomonas aeruginosa in a rat model of chronic pulmonary infection^[8].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

352.47

C₁₉H₃₂N₂O₄

57469-77-9

Solid

White to off-white

CC(C(O)=O)C1=CC=C(CC(C)C)C=C1.OC([C@@H](N)CCCCN)=O

Room temperature in continental US; may vary elsewhere.

4°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

• [1]. Noreen Y, et al. Development of a radiochemical cyclooxygenase-1 and -2 in vitro assay for identification of natural products as inhibitors of prostaglandin biosynthesis. J Nat Prod. 1998 Jan;61(1):2-7.  [Content Brief]

  [2]. Hassan Akrami, et al. Inhibitory effect of ibuprofen on tumor survival and angiogenesis in gastric cancer cell. Tumour Biol. 2015 May;36(5):3237-43.  [Content Brief]

  [3]. Sharon M Rymut, et al. Ibuprofen regulation of microtubule dynamics in cystic fibrosis epithelial cells. Am J Physiol Lung Cell Mol Physiol. 2016 Aug 1;311(2):L317-27.  [Content Brief]

  [4]. Emmanuelle Bignon, et al. Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process. Sci Rep. 2017 Aug 21;7(1):8885.  [Content Brief]

  [5]. Nathan D Pennock, et al. Ibuprofen supports macrophage differentiation, T cell recruitment, and tumor suppression in a model of postpartum breast cancer. J Immunother Cancer. 2018 Oct 1;6(1):98.  [Content Brief]

  [6]. Thomas Krøigård, et al. Protective effect of ibuprofen in a rat model of chronic oxaliplatin-induced peripheral neuropathy. Exp Brain Res. 2019 Oct;237(10):2645-2651.  [Content Brief]

  [7]. Sarah Ilkhanipour Rooney, et al. Ibuprofen Differentially Affects Supraspinatus Muscle and Tendon Adaptations to Exercise in a Rat Model. Am J Sports Med. 2016 Sep;44(9):2237-45.  [Content Brief]

  [8]. M W Konstan, et al. Ibuprofen attenuates the inflammatory response to Pseudomonas aeruginosa in a rat model of chronic pulmonary infection. Implications for antiinflammatory therapy in cystic fibrosis. Am Rev Respir Dis. 1990 Jan;141(1):186-92.  [Content Brief]