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AdipoGen Life Sciences
alpha-Cyano-4-hydroxycinnamic acid
50
CHF
CHF 50.00
In stock
AG-CR1-3686-G0011 gCHF 50.00
Product Details | |
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Synonyms | α-Cyano-4-hydroxycinnamate; α-CCA; 4-HCCA; CHCA; NSC173138 |
Product Type | Chemical |
Properties | |
Formula |
C10H7NO3 |
MW | 189.2 |
CAS | 28166-41-8 |
Purity Chemicals | ≥98% |
Appearance | White to yellow solid. |
Solubility | Soluble in DMSO (10mg/ml) or methanol (5mg/ml). |
InChi Key | AFVLVVWMAFSXCK-VMPITWQZSA-N |
Smiles | OC1=CC=C(/C=C(C#N)/C(O)=O)C=C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +20°C |
Long Term Storage | +4°C |
Handling Advice |
Keep cool and dry. Protect from light. |
Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Specific monocarboxylate transporter (MCT) inhibitor.
- Inhibits mitochondrial lactate and pyruvate transport. Decreases glycolysis.
- Useful agent for immunometabolism research.
- Exhibits antitumoral and antiangiogenic activity in gliomas in vivo; decreases glycolytic metabolism, migration and invasion. Blocks lactate efflux from glioma cells and sensitizes cells to irradiation.
- Highly malignant tumors rely heavily on aerobic glycolysis (metabolism of glucose to lactic acid even under presence of oxygen; Warburg Effect) and thus need to efflux lactic acid via MCTs to the tumor micro-environment to maintain a robust glycolytic flux and to prevent the tumor from apoptosis. Inhibiting lactic acid efflux is a very effective therapeutic strategy against highly glycolytic malignant tumors.
- Common organic matrix-assisted laser desorption/ionization (MALDI) matrix.
Product References
- Role of mitochondrial lactate dehydrogenase and lactate oxidation in the intracellular lactate shuttle: G.A. Brooks, et al.; PNAS 96, 1129 (1999)
- Pyruvate fuels mitochondrial respiration and proliferation of breast cancer cells: effect of monocarboxylate transporter inhibition: A.R. Diers, et al.; Biochem. J. 444, 561 (2012)
- The monocarboxylate transporter inhibitor α-cyano-4-hydroxycinnamic acid disrupts rat lung branching: S. Granja, et al.; Cell Physiol. Biochem. 32, 1845 (2013)
- A guide to immunometabolism for immunologists: L.A. O'Neill, et al.; Nat. Rev. Immunol. 16, 553 (2016)
- Similarities and Distinctions of Cancer and Immune Metabolism in Inflammation and Tumors: G. Andrejeva & J.C. Rathmell; Cell Metab. 26, 49 (2017)
- Metabolic Instruction of Immunity: M.D. Buck, et al.; Cell 169, 570 (2017)