AdipoGen Life Sciences

alpha-Cyano-4-hydroxycinnamic acid

CHF 50.00
In stock
AG-CR1-3686-G0011 gCHF 50.00
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Product Details
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
  1. Role of mitochondrial lactate dehydrogenase and lactate oxidation in the intracellular lactate shuttle: G.A. Brooks, et al.; PNAS 96, 1129 (1999)
  2. 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)
  3. The monocarboxylate transporter inhibitor α-cyano-4-hydroxycinnamic acid disrupts rat lung branching: S. Granja, et al.; Cell Physiol. Biochem. 32, 1845 (2013)
  4. A guide to immunometabolism for immunologists: L.A. O'Neill, et al.; Nat. Rev. Immunol. 16, 553 (2016)
  5. Similarities and Distinctions of Cancer and Immune Metabolism in Inflammation and Tumors: G. Andrejeva & J.C. Rathmell; Cell Metab. 26, 49 (2017)
  6. Metabolic Instruction of Immunity: M.D. Buck, et al.; Cell 169, 570 (2017)
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